Carbazole Patents (Class 430/79)
  • Patent number: 10069085
    Abstract: A heterocyclic compound is represented by Formula 1: wherein, in Formula 1, R1 to R4, R11, ring A1, L1, Ar1, c11, a1, and b1 are as defined in the specification.
    Type: Grant
    Filed: February 6, 2017
    Date of Patent: September 4, 2018
    Assignee: Samsung Display Co., Ltd.
    Inventors: Hyoyoung Lee, Youngkook Kim, Junha Park, Munki Sim, Eunjae Jeong, Seokhwan Hwang
  • Patent number: 8304153
    Abstract: An electrophotographic photoreceptor including a conductive substrate and a photosensitive layer overlying the conductive substrate. The photosensitive layer comprises a phthalimide isoindole derivative having a specific chemical formula.
    Type: Grant
    Filed: September 7, 2010
    Date of Patent: November 6, 2012
    Assignee: Ricoh Company, Ltd.
    Inventors: Tomoyuki Shimada, Ryota Arai
  • Patent number: 7727690
    Abstract: Disclosed are a monomer of iridium complex having a fluoro group as a functional group, a monomer of carbazole derivative having a hydroxy group as the functional group, and a copolymer containing the monomers in its main chain. The iridium complex used as a phosphorescent material and the carbazole derivative having an excellent hole transporting capability are synthesized as the monomer to form the copolymer. The content of iridium complex is easily controlled, and the carbazole derivative and iridium complex are contained in the main chain during the copolymer formation, thereby capable of manufacturing a light emitting device with higher heat resistance and chemical stability.
    Type: Grant
    Filed: November 16, 2007
    Date of Patent: June 1, 2010
    Assignee: Gwangju Institute of Science and Technology
    Inventors: Jae-Suk Lee, Nam-Goo Kang, Hyo-Jin Jeon
  • Publication number: 20100089439
    Abstract: Disclosed is a compound which is an organic semiconductor material having excellent charge transport property. Specifically, disclosed is a compound represented by the following formula (1). (In the formula (1), R1-R4 independently represent a hydrogen atom, or a group selected from the group consisting of alkyl groups having 1-18 carbon atoms and groups represented by the following formula (2): R7?O—R8?a??(2) (2) (wherein R7 represents an alkyl group having 1-18 carbon atoms; R8 represents an alkylene group having 1-20 carbon atoms; a represents an integer of 1-5, and when a is 2 or more, R8's may be the same as or different from each other), and at least one of R1-R4 represents a group represented by the formula (2); R5 and R6 independently represent an alkyl group having 1-18 carbon atoms; and m and n independently represent an integer of 0-4.
    Type: Application
    Filed: February 26, 2007
    Publication date: April 15, 2010
    Inventors: Yasunori Uetani, Jun Fujiwara, Hirotoshi Nakanishi
  • Publication number: 20090246668
    Abstract: A photoconductor that includes, for example, a substrate; an undercoat layer thereover wherein the undercoat layer contains a metal oxide and a carbazole containing compound; a photogenerating layer; and at least one charge transport layer.
    Type: Application
    Filed: March 31, 2008
    Publication date: October 1, 2009
    Applicant: XEROX CORPORATION
    Inventor: Jin Wu
  • Patent number: 7563548
    Abstract: An amine compound represented by the general formula (1), which is incorporated as a charge-transporting substance to a charge-transporting layer of an electrophotographic photoreceptor: (in which Ar1, Ar2 and Ar3 each represents an optionally-substituted aryl group, or an optionally-substituted monovalent heterocyclic ring residue. Ar4 represents an optionally-substituted arylene group, or an optionally-substituted bivalent heterocyclic ring residue. R1 represents an optionally-substituted alkyl group, an optionally-substituted aryl group, an optionally-substituted monovalent heterocyclic ring residue, or an optionally-substituted aralkyl group. R2 and R3 each represents a hydrogen atom, an optionally-substituted alkyl group, an optionally-substituted aryl group, an optionally-substituted monovalent heterocyclic ring residue, or an optionally-substituted aralkyl group. n represents an integer of 1 or 2.
    Type: Grant
    Filed: November 30, 2004
    Date of Patent: July 21, 2009
    Assignee: Sharp Kabushiki Kaisha
    Inventors: Akihiro Kondoh, Takatsugu Obata
  • Patent number: 7544450
    Abstract: Polymers of naphthalene tetracarboxylic diimide dimmers are provided. The polymers are of the Formula I wherein the A units are selected from and Formula IX The polymers are suitable for use in the active layer of an imaging member and exhibit properties of both a binder and an electron-transporting material.
    Type: Grant
    Filed: March 19, 2008
    Date of Patent: June 9, 2009
    Assignee: Xerox Corporation
    Inventors: Timothy P. Bender, John Graham, James M. Duff
  • Patent number: 7521162
    Abstract: Improved organophotoreceptor comprises an electrically conductive substrate and a photoconductive element on the electrically conductive substrate, the photoconductive element comprising: (a) a charge transport material having the formula where Y1 and Y7 comprise, each independently, a carbazolyl group; X1 and X2, each independently, are a bridging group; E1 and E2, comprise, each independently, an epoxy group; and Z is a linking group; and (b) a charge generating compound. Organophotoreceptors with the charge transport material crosslinked to a polymeric binder are also described. Corresponding electrophotographic apparatuses and imaging methods are described.
    Type: Grant
    Filed: January 16, 2004
    Date of Patent: April 21, 2009
    Assignee: Samsung Electronics Co., Ltd.
    Inventors: Nusrallah Jubran, Zbigniew Tokarski, Vytautas Getautis, Tadas Malinauskas, Edmundas Montrimas, Jonas Sidaravicius
  • Patent number: 7479357
    Abstract: An organophotoreceptor that includes: (a) a charge transport material having the formula wherein A is selected from heterocyclic groups, naphthyl group, alkylsulfonylphenyl, stilbenyl or the group X, wherein X is represented by the formula B is selected from hydrogen, alkyl group, and an aryl group, with the proviso that when A is naphthyl, B is naphthyl; or where R1 is selected from the group consisting of N-pyrrolyl, N-pyrazolyl, N-tetrazolyl, N-indolyl, N-carbazolyl, N-triazolyl, N-imidazolyl, N-benzimidazolyl, N-indazolyl, and N-benzotriazolyl group, and R3 is a 9-fluorenone group. (b) a charge generating compound; and (c) an electrically conductive substrate.
    Type: Grant
    Filed: September 13, 2002
    Date of Patent: January 20, 2009
    Assignee: Samsung Electronics Co., Ltd.
    Inventors: Kam W. Law, Nusrallah Jubran, Zbigniew Tokarski, Alan R. Katritzky, Ritu Jain, Rexiat Maimait, Anatoliy V. Vakulenko
  • Patent number: 7445877
    Abstract: Improved organophotoreceptor comprises an electrically conductive substrate and a photoconductive element on the electrically conductive substrate, the photoconductive element comprising: (a) a charge transport material having the formula where Y1 and Y2 comprise, independently, an aromatic group; X1 and X2 are each a linking group; W1 and W2 are each a —(CH2)n— group or a —(CH2)n-1—C(?O)— group, where n is an integer between 1 and 10; Ar1 and Ar2 comprise each a divalent aromatic group; Q1 and Q2 are each O, S, or NR; Z1 and Z2 comprise, independently, a bond, a vinyl group, a —CR1?N—NR2— group, or a —CR3?N—N?CR4— group; and R, R1, R2, R3, and R4 comprise, independently, H, an alkyl group, an alkenyl group, an alkynyl group, an acyl group, a heterocyclic group, or an aromatic group; and (b) a charge generating compound. Corresponding electrophotographic apparatuses and imaging methods are described.
    Type: Grant
    Filed: June 10, 2004
    Date of Patent: November 4, 2008
    Assignee: Samsung Electronics Co., Ltd.
    Inventors: Nusrallah Jubran, Zbigniew Tokarski, Maryte Daskeviciene, Valentas Gaidelis, Vytautas Getautis, Edmundas Montrimas, Albina Stanisauskaite
  • Patent number: 7358014
    Abstract: A novel charge transport compound, a novel process using that novel compound and an organophotoreceptor includes: (a) a novel charge transport compound having the formula where R1 and R2 are selected so that R1 and R2 form, with the included nitrogen atom, a group selected from the group consisting of heterocyclic rings, aromatic rings, and dinaphthylamine; or R1 comprises an aryl group and R2 comprises a group selected from the group consisting of sulfolanyl, pyrrolyl, pyrazolyl, benzotriazolyl, stilbenyl, tetrazolyl, and group A, wherein group A is represented by the structure or R1 comprises hydrogen, alkyl group, aryl group and R2 comprises sulfonylphenyl. R3 is hydrogen, alkyl group, aryl group, a heterocyclic group or a hydrocarbon group; and Q is a 3-carbazole group; (b) a charge generating compound; and (c) an electrically conductive substrate.
    Type: Grant
    Filed: August 9, 2002
    Date of Patent: April 15, 2008
    Assignee: Samsung Electronics Co., Ltd.
    Inventors: Kam W. Law, Nusrallah Jubran, Zbigniew Tokarski, Alan R. Katritzky, Ritu Jain, Rexiat Maimait
  • Patent number: 7351508
    Abstract: Improved organophotoreceptor comprises an electrically conductive substrate and a photoconductive element on the electrically conductive substrate, the photoconductive element comprising: (a) a charge transport material having the formula where Y comprises an aromatic group; V1 and V2 comprise, each independently, a vinyl containing group; and R1, R2, R3, and R4 comprise, each independently, H, an alkyl group, an acyl group, an ether group, an ester group, an alkenyl group, an alkynyl group, a heterocyclic group, an aromatic group, or a part of a ring group; and (b) a charge generating compound. Corresponding electrophotographic apparatuses, electrophotographic imaging methods, and charge transport materials are also described.
    Type: Grant
    Filed: October 12, 2004
    Date of Patent: April 1, 2008
    Assignee: Samsung Electronics Co., Ltd.
    Inventors: Juozas V. Grazulevicius, Gintaras Buika, Vygintas Jankauskas, Valentas Gaidelis, Ruta Budreckiene, Zbigniew Tokarski, Nusrallah Jubran
  • Patent number: 7348116
    Abstract: Improved organophotoreceptor comprises an electrically conductive substrate and a photoconductive element on the electrically conductive substrate, the photoconductive element comprising: (a) a charge transport material having the formula where Y comprises an aromatic heterocyclic group; X is a bond or a linking group; E comprises a reactive ring group or a reactive functional group; and R1, R2, R3, and R4 comprise, each independently, H, an alkyl group, an acyl group, an ether group, an alkenyl group, an alkynyl group, a heterocyclic group, an aromatic group, or a part of a ring group; and (b) a charge generating compound. Corresponding electrophotographic apparatuses, electrophotographic imaging methods, and bridged charge transport materials derived form the charge transport material above are also described.
    Type: Grant
    Filed: September 3, 2004
    Date of Patent: March 25, 2008
    Assignee: Samsung Electronics, Ltd
    Inventors: Ausra Matoliukstyte, Valentas Gaidelis, Juozas V. Grazulevicius, Vygintas Jankauskas, Beata Klejevskaja, Nusrallah Jubran, Zbigniew Tokarski
  • Patent number: 7320849
    Abstract: Improved organophotoreceptor comprises an electrically conductive substrate and a photoconductive element on the electrically conductive substrate, the photoconductive element comprising: (a) a charge transport material having the formula where Y1 and Y2 are, each independently, an arylamine group; R1 and R2 comprise, each independently, H, an alkyl group, an alkenyl group, a heterocyclic group, or an aromatic group; X1 and X2, each independently, are bridging groups; E1 and E2 are, each independently, an epoxy group; and Z is a linking group comprising an alkyl group, an alkenyl group, a heterocyclic group, or an aromatic group; and (b) a charge generating compound. The charge transport materials can be crosslinked to a polymeric bind, either directly or through a crosslinking agent. Corresponding electrophotographic apparatuses and imaging methods are described.
    Type: Grant
    Filed: December 31, 2003
    Date of Patent: January 22, 2008
    Assignee: Samsung Electronics Co., Ltd.
    Inventors: Nusrallah Jubran, Zbigniew Tokarski, Vytautas Getautis, Tadas Malinauskas, Vygintas Jankauskas, Valentas Gaidelis
  • Patent number: 7316878
    Abstract: Improved organophotoreceptor comprises an electrically conductive substrate and a photoconductive element on the electrically conductive substrate, the photoconductive element comprising: (a) a charge transport material having the formula where Ar comprises an aromatic group; X comprises a bond or a linking group; and R1, R2, R3, R4, and R5 comprise, each independently, H, an alkyl group, an alkenyl group, an alkynyl group, an aromatic group, a heterocyclic group, or a part of a ring group; and (b) a charge generating compound. Corresponding electrophotographic apparatuses and imaging methods are described.
    Type: Grant
    Filed: August 30, 2004
    Date of Patent: January 8, 2008
    Assignee: Samsung Electronics Co., Ltd.
    Inventors: Ruta Budreckiene, Gintaras Buika, Juozas V. Grazulevicius, Vygintas Jankauskas, Jonas Sidaravicius, Nusrallah Jubran, Zbigniew Tokarski
  • Patent number: 7300732
    Abstract: Improved organophotoreceptor comprises an electrically conductive substrate and a photoconductive element on the electrically conductive substrate, the photoconductive element comprising: (a) a charge transport material having the formula, where R comprises a hydrogen, an alkyl group, an alkenyl group, a heterocyclic group, or an aromatic group; X comprises an arylamine group; and Y comprises a 9-fluorenylidene group having at least a solubilizing substituent; and (b) a charge generating compound. Corresponding electrophotographic apparatuses and imaging methods are described.
    Type: Grant
    Filed: February 10, 2004
    Date of Patent: November 27, 2007
    Assignee: Samsung Electronics Co., Ltd.
    Inventors: Nusrallah Jubran, Zbigniew Tokarski, Kam W. Law
  • Patent number: 7291433
    Abstract: An improved organophotoreceptor comprises an electrically conductive substrate and a photoconductive element on the electrically conductive substrate, the photoconductive element comprising: (a) a charge transport material comprising a polymer having the formula where X1 and X2 are, each independently, a bond or a linking group; Y comprises a bond or an arylamine group; Z comprises a bond, O, S, or NR4; R1 and R4 comprise, each independently, H, an alkyl group, an alkenyl group, an alkynyl group, an aromatic group, or a heterocyclic group; R2 and R3 comprise, each independently, an alkyl group, an alkenyl group, an alkynyl group, an aromatic group, or a heterocyclic group; and n is a distribution of integers between 1 and 100,000 with an average value of greater than one; and (b) a charge generating compound. Corresponding electrophotographic apparatuses, imaging methods, and methods of forming the charge transport material are described.
    Type: Grant
    Filed: March 31, 2004
    Date of Patent: November 6, 2007
    Assignee: Samsung Electronics Co., Ltd.
    Inventors: Nusrallah Jubran, Zbigniew Tokarski, Vytautas Getautis, Juozas Vidas Grazulevicius, Ingrida Paulauskaitÿ, Jose Antonio Reina Lozano, Valentas Gaidelis, Vygintas Jankauskas
  • Patent number: 7261988
    Abstract: An improved organophotoreceptor comprises an electrically conductive substrate and a photoconductive element on the electrically conductive substrate, the photoconductive element comprising: (a) a charge transport material having the formula where X comprises a linking group; R1 and R1? comprise, each independently, H, an alkyl group, an alkenyl group, an alkynyl group, an aromatic group, or a heterocyclic group; and R2, R3, R2?, and R3? comprise, each independently, an arylamine group; and (b) a charge generating compound. Corresponding electrophotographic apparatuses, imaging methods, and methods of forming the charge transport material are described.
    Type: Grant
    Filed: April 27, 2004
    Date of Patent: August 28, 2007
    Assignee: Samsung Electronics Co. Ltd
    Inventors: Zbigniew Tokarski, Nusrallah Jubran, Vytautas Getautis, Maryte Daskeviciene, Ingrida Paulauskaite, Robertas Maldzius, Jonas Sidaravicius
  • Patent number: 7261987
    Abstract: Improved organophotoreceptor comprises an electrically conductive substrate and a photoconductive element on the electrically conductive substrate, the photoconductive element comprising: (a) a charge transport material having the formula where Y comprises an aromatic group; X is a —(CH2)n— group, where n is an integer between 1 and 10, inclusive, and one or more of the methylene groups is optionally replaced by another atom or group; Q1, Q2, and Q3 are, each independently, O, S, or NR; and R, R1, R2, and R3 comprise, each independently, H, an alkyl group, an alkenyl group, an alkynyl group, an amino group, an acyl group, an alkoxy group, an alkylsulfanyl group, an aromatic group, or a heterocyclic group; and (b) a charge generating compound. Corresponding electrophotographic apparatuses and imaging methods are described.
    Type: Grant
    Filed: July 28, 2004
    Date of Patent: August 28, 2007
    Assignee: Samsung Electronics Co., Ltd
    Inventors: Nusrallah Jubran, Zbigniew Tokarski
  • Patent number: 7220523
    Abstract: Improved organophotoreceptor comprises an electrically conductive substrate and a photoconductive element on the electrically conductive substrate, the photoconductive element comprising: (a) a charge transport material having the formula where R1, R2, R3, R4, R5, and R6 comprise, each independently, H, an alkyl group, an alkenyl group, an alkynyl group, an aromatic group, or a heterocyclic group; X1 and X2 are, each independently, a —(CH2)n— group, where n is an integer between 1 and 10, inclusive; X3 is linking group; and Q1, Q2, Q3, Q4, Q5, and Q6 are, each independently, O, S, NR, NC(?O)R? where R and R? are, each independently, H, an alkyl group, an alkenyl group, an alkynyl group, a heterocyclic group, or an aromatic group; and (b) a charge generating compound. Corresponding electrophotographic apparatuses and imaging methods are described.
    Type: Grant
    Filed: June 10, 2004
    Date of Patent: May 22, 2007
    Assignee: Samsung Electronics Co., Ltd.
    Inventors: Zbigniew Tokarski, Nusrallah Jubran, Ramunas Lygaitis, Juozas V. Grazulevicius, Edmundas Montrimas, Jonas Sidaravicius
  • Patent number: 7202004
    Abstract: An organophotoreceptor that includes: (a) a charge transport compound having the formula where n is an integer between 2 and 6, inclusive; R1 is an aryl group; R2 is a sulfolanyl group; a pyrrolyl group; a tetrazolyl group; a benzotriazolyl group; a stilbenyl group; an alkylsulfonylphenyl group, an arylsulfonylphenyl; a pyrazolyl group; or group A, wherein A is represented by the formula ?with the proviso that when R2 is an alkylsulfonylphenyl group or an arylsulfonylphenyl, R1, may be hydrogen, an alkyl group, or an aryl group; X is an alkylene linking group having the formula —(CH2)m—, where m is an integer between 0 and 20, inclusive; and Y is a bond, C, N, O, S, a —(CH2)p— group where p is an integer between 0 and 10, an aryl group, a cycloalkyl group, a cyclosiloxyl, a heterocyclic group, or a CR7 group where R7 is H, an alkyl group, or aryl group; (b) a charge generating compound; and (c) an electrically conductive substrate.
    Type: Grant
    Filed: November 4, 2004
    Date of Patent: April 10, 2007
    Assignee: Samsung Electronics Co., Ltd.
    Inventors: Kam W. Law, Nusrallah Jubran, Zbigniew Tokarski
  • Patent number: 7202002
    Abstract: Improved organophotoreceptor comprises an electrically conductive substrate and a photoconductive element on the electrically conductive substrate, the photoconductive element comprising: (a) a charge transport material having the formula where R1 and R2 are, each independently, an alkyl group, an alkenyl group, an alkynyl group, an aromatic group, or a heterocyclic group; R3 and R4 are, each independently, H, an alkyl group, an alkenyl group, an alkynyl group, an aromatic group, or a heterocyclic group; X1 and X2 are, each independently, a linking group; Y1 and Y2, each independently, comprise an arylamino group; and Z is a bridging group; and (b) a charge generating compound. Corresponding electrophotographic apparatuses and imaging methods are described.
    Type: Grant
    Filed: April 30, 2004
    Date of Patent: April 10, 2007
    Assignee: Samsung Electronics Co., Ltd.
    Inventors: Zbigniew Tokarski, Nusrallah Jubran, Ruta Budreckiene, Gintaras Buika, Valentas Gaidelis, Juozas V. Grazulevicius, Vygintas Jankauskas
  • Patent number: 7189482
    Abstract: Improved organophotoreceptor comprises an electrically conductive substrate and a photoconductive element on the electrically conductive substrate, the photoconductive element comprising: (a) a charge transport compound having the formula where R1 and R2 are, independently, hydrogen, an alkyl group, an alkaryl group or an aryl group; X is an aromatic group; Y is an (N,N-disubstituted)arylamine; Z is (CH2)m group where m is an integer between 0 and 30 where one or more of the methylene groups is optionally replaced by O, S, C?O, O?C—O, O?C—NR3, sulfoxide, sulfate, phosphate, an aryl group, urethane, urea, NR4 group, CHR5 group, or CR6R7 group where R3, R4, R5, R6, and R7 are, independently, H, hydroxyl, thiol, an amine group, an alkyl group, an alkaryl group, a heterocyclic group, or an aryl group, and E is a bond, O, S, C?O, NR8, CR9R10 group, a hetrocyclic group, or an aromatic group where R8, R9, and R10 are, independently, H, an alkyl group, an alkaryl group, or an aryl group; and (b) a charg
    Type: Grant
    Filed: September 16, 2003
    Date of Patent: March 13, 2007
    Assignee: Samsung Electronics Co., Ltd
    Inventors: Zbigniew Tokarski, Nusrallah Jubran, Vytautas Getautis, Maryte Daskeviciene, Ingrida Paulauskaite, Robertas Maldzius, Jonas Sidaravicius
  • Patent number: 7183028
    Abstract: Improved organophotoreceptor comprises an electrically conductive substrate and a photoconductive element on the electrically conductive substrate, the photoconductive element comprising: (a) a charge transport material having the formula where R1, R2, R3, and R4 are, independently, an alkyl group, an alkaryl group, an aryl group, or a part of a cyclic group; R5 is hydrogen, an alkyl group, an alkaryl group, an aryl group, or a heterocyclic group; X comprises an aromatic group, such as an aryl group or an aromatic heterocyclic group; Y is a linking group; and Z comprises an epoxy group; and (b) a charge generating compound. Corresponding electrophotographic apparatuses and imaging methods are described.
    Type: Grant
    Filed: December 30, 2003
    Date of Patent: February 27, 2007
    Assignee: Samsung Electronics Co., Ltd.
    Inventors: Zbigniew Tokarski, Nusrallah Jubran, Kam W. Law, Vytautas Getautis, Maryte Daskeviciene, Edmundas Montrimas, Janina Gavutiene
  • Patent number: 7179574
    Abstract: Improved organophotoreceptor comprises an electrically conductive substrate and a photoconductive element on the electrically conductive substrate, the photoconductive element comprising: (a) a charge transport material having the formula where R1, R2, R3, R4, R5, R6, R7, and R8, are, each independently, an alkyl group, an alkenyl group, an alkynyl group, an aryl group, or a heterocyclic group; R9 and R10 are, each independently, H, an alkyl group, an alkenyl group, an alkynyl group, an aryl group, or a heterocyclic group; Ar1 and Ar2 are, each independently, an aromatic group; Y is an arylamine group; and X1 and X2 are, each independently, a linking group; and (b) a charge generating compound. Corresponding electrophotographic apparatuses and imaging methods are described.
    Type: Grant
    Filed: March 31, 2004
    Date of Patent: February 20, 2007
    Assignee: Samsung Electronics Co., Ltd.
    Inventors: Nusrallah Jubran, Zbigniew Tokarski, Vytautas Getautis, Maryte Daskeviciene, Tadas Malinauskas, Jonas Sidaravicius, Vygintas Jankauskas
  • Patent number: 7175958
    Abstract: An electrophotographic photoconductor contains a conductive support; and a photoconductive layer disposed on the photoconductive support; wherein the photoconductive layer contains an azo compound expressed by a general formula <<1>> ArN?N—Cp)n,??(<<1>>) wherein in the general formula <<1>>, Ar is a substituted or non-substituted aromatic series hydrocarbon group or an aromatic series heterocyclic ring group which can be bonded by way of a bonding group; Cp is a coupler residual group; n represents an integer of 1, 2, 3, or 4, at least one of the Cp is a coupler residual group selected from the group consisting of general formulae <<2>>, <<3>>, and <<4>> wherein in the general formulae <<2>>, <<3>>, and <<4>>, all substituents are as defined in the specification.
    Type: Grant
    Filed: November 5, 2004
    Date of Patent: February 13, 2007
    Assignee: Ricoh Company, Ltd.
    Inventors: Masayuki Shoshi, Yuuko Komai, Hongguo Li, Masaomi Sasaki
  • Patent number: 7169520
    Abstract: Improved organophotoreceptor comprises an electrically conductive substrate and a photoconductive element on the electrically conductive substrate, the photoconductive element comprising: (a) a charge transport material having the formula where n is an integer between 2 and 6, inclusive; R1 and R2 are, independently, H, an alkyl group, an alkaryl group, or an aryl group; X is a linking group having the formula —(CH2)m—, branched or linear, where m is an integer between 0 and 20, inclusive, and one or more of the methylene groups is optionally replaced by O, S, C?O, O?S?O, a heterocyclic group, an aromatic group, urethane, urea, an ester group, a NR3 group, a CHR4 group, or a CR5R6 group where R3, R4, R5, and R6 are, independently, H, hydroxyl group, thiol group, an alkyl group, an alkaryl group, a heterocyclic group, or an aryl group; Y comprises a bond, C, N, O, S, a branched or linear —(CH2)p— group where p is an integer between 0 and 10, an aromatic group, a cycloalkyl group, a heterocyclic gr
    Type: Grant
    Filed: October 31, 2003
    Date of Patent: January 30, 2007
    Assignee: Samsung Electronics Co., Ltd
    Inventors: Nusrallah Jubran, Zbigniew Tokarski, Juozas V. Grazulevicius, Vytautas Getautis, Jolita Ostrauskaite, Jurate Simokaitiene, Vygintas Jankauskas
  • Patent number: 7166400
    Abstract: An organophotoreceptor comprises an electrically conductive substrate and photoconductive element on the electrically conductive substrate, the photoconductive element having a) a charge transport material with the formula ?where X is a linking group having the formula —(CH2)m—, branched or linear, where m is an integer between 0 and 20, inclusive, and one or more of the methylene groups is optionally replaced by O, S, C?O, O?S?O, a heterocyclic group, an aromatic group, urethane, urea, an ester group, a NR3 group, a CHR4 group, or a CR5R6 group where R3, R4, R5, and R6 are, independently, H, hydroxyl group, thiol group, an alkyl group, an alkaryl group, a heterocyclic group, or an aryl group; R1 and R2 are independently a hydrogen, a halogen, an alkyl group, an aryl group, an alkaryl group, an aromatic group or a heterocyclic group; Y is an aromatic group; and n is a distribution of integer values greater than 2; and (b) a charge generating compound.
    Type: Grant
    Filed: October 28, 2003
    Date of Patent: January 23, 2007
    Assignee: Samsung Electronics Co., Ltd.
    Inventors: Zbigniew Tokarski, Nusrallah Jubran, Kam W. Law
  • Patent number: 7132209
    Abstract: Improved organophotoreceptor comprises an electrically conductive substrate and a photoconductive element on the electrically conductive substrate, the photoconductive element comprising: (a) a charge transport material having the formula where R1, R2, R3, and R4 are, independently, H, an alkyl group, an alkaryl group, or an aryl group; X1 and X2 are, independently, a linking group having the formula —(CH2)m—, branched or linear, where m is an integer between 1 and 20, inclusive, and one or more of the methylene groups is optionally replaced by O, S, C?O, O?S?O, a heterocyclic group, an aromatic group, urethane, urea, an ester group, a NR5 group, a CHR6 group, or a CR7R8 group where R4, R5, R6, and R7 are, independently, H, hydroxyl group, thiol group, an alkyl group, an alkaryl group, a heterocyclic group, or an aryl group; and Y1, Y2, and Y3 are, independently, an arylamine group; and (b) a charge generating compound.
    Type: Grant
    Filed: October 31, 2003
    Date of Patent: November 7, 2006
    Assignee: Samsung Electronics Co., Ltd
    Inventors: Juozas Vidas Grazulevicius, Gintaras Buika, Vygintas Jankauskas, Ruta Budreckiene, Jonas Sidaravicius, Zbigniew Tokarski, Nusrallah Jubran
  • Patent number: 7118839
    Abstract: An organophotoreceptor that includes: (a) a charge transport compound having the formula where n is an integer between 2 and 6, inclusive; R1 is an aryl group; R2 is a sulfolanyl group; a pyrrolyl group; a tetrazolyl group; a benzotriazolyl group; a stilbenyl group; an alkylsulfonylphenyl group, an arylsulfonylphenyl; a pyrazolyl group; or group A, where A is with the proviso that when R2 is an alkylsulfonylphenyl group or an arylsulfonylphenyl, R1 may be hydrogen, an alkyl group, or an aryl group; X is an alkylene linking group as described in the specification; and Y is a bond, C, N, O, S, a —(CH2)p— group where p is an integer between 0 and 10, an aryl group, a cycloalkyl group, a cyclosiloxyl, a heterocyclic group, or a CR7 group where R7 is H, alkyl group, or aryl group; (b) a charge generating compound; and (c) an electrically conductive substrate.
    Type: Grant
    Filed: September 27, 2002
    Date of Patent: October 10, 2006
    Assignee: Samsung Electronics Co., Ltd.
    Inventors: Kam W. Law, Nusrallah Jubran, Zbigniew Tokarski
  • Patent number: 7112392
    Abstract: An electrophotographic photoreceptor including an electroconductive substrate and a photosensitive layer on the electroconductive substrate, wherein the photosensitive layer includes at least a compound having a substituted or unsubstituted alkylamino group and a charge transport material, and wherein an oxidation potential (Eox1) of the substituted or unsubstituted alkylamino group and an oxidation potential (Eox2) of the charge transport material satisfy the following relationship (I): Eox1?Eox2??0.2.
    Type: Grant
    Filed: February 24, 2004
    Date of Patent: September 26, 2006
    Assignee: Ricoh Company, Ltd.
    Inventors: Tomoyuki Shimada, Takaaki Ikegami, Yasuo Suzuki
  • Patent number: 7105258
    Abstract: There is provided a charge transport material which can easily be coated to form a film, is less likely to be crystallized during or after film formation, has excellent charge transport capability, and high applicability to electronic devices. A charge transport monomer comprising conventional CBP with a specific substituent introduced thereinto is polymerized to prepare a polymer which is brought to a charge transport material comprising this polymer.
    Type: Grant
    Filed: November 9, 2004
    Date of Patent: September 12, 2006
    Assignees: Dai Nippon Printing Co., Ltd., Takasago International Corporation
    Inventors: Satoshi Suzuki, Masato Okada, Yoshinobu Kashibuchi, Tohru Kobayashi
  • Patent number: 7090953
    Abstract: This invention relates to a novel organophotoreceptor that comprises an electrically conductive substrate and photoconductive element on the electrically conductive substrate, the photoconductive element having a) a charge transport compound having the formula R1 is an aromatic group, an alkyl group, an alkenyl group, or a heterocyclic group; R2 comprises an (N,N-disubstituted)arylamine group; R3 comprises an epoxy group; R4 is H, an aromatic group, an alkyl group, an alkenyl group, or a heterocyclic group; and X is a first linking group; and (b) a charge generating compound. The epoxy group can be reacted with a functional group within the polymer to form a polymeric charge transport compound either directly or through a crosslinking agent. Corresponding electrophotographic apparatuses and imaging methods are also described.
    Type: Grant
    Filed: February 4, 2004
    Date of Patent: August 15, 2006
    Assignee: Samsung Electronics Co., Ltd.
    Inventors: Vytautas Getautis, Maryte Daskeviciene, Tadas Malinauskas, Edmundas Montrimas, Jonas Sidaravicius, Zbigniew Tokarski, Nusrallah Jubran, Kam W. Law
  • Patent number: 7083886
    Abstract: A single layered electrophotographic photoreceptor includes a photosensitive layer having having at least a charge generating material, a charge transport material and a binder on a conductive support, wherein the charge generating material is amorphous titanylphthalocyanine, and the photosensitive layer is a hindered phenol compound and/or hindered amine compound.
    Type: Grant
    Filed: October 15, 2003
    Date of Patent: August 1, 2006
    Assignee: Samsung Electronics Co., Ltd.
    Inventors: Saburo Yokota, Hwan-Koo Lee, Beam-Jun Kim, Kyung-yol Yon
  • Patent number: 7056632
    Abstract: An organic optoelectronic device includes a solution coatable thin film having a hole transporting material, an electron transporting material, and a photogenerating component uniformly dispersed therein. The thin film is about 0.2 microns or less, and can be spin-coated onto a substrate and further coated with electrodes.
    Type: Grant
    Filed: January 21, 2003
    Date of Patent: June 6, 2006
    Assignee: Xerox Corporatioin
    Inventor: Andronique Ioannidis
  • Patent number: 7029812
    Abstract: This invention relates to a novel organophotoreceptor that comprises an electrically conductive substrate and photoconductive element on the electrically conductive substrate, the photoconductive element having a) a novel charge transport compound having the formula where X is a divalent hydrocarbon group of 1 to 30 carbon atoms, or a divalent hydrocarbon group of 1 to 30 carbon atoms where there is at least one substitution of a carbon atom by a heteroatom provided that no two heteroatoms may be adjacent within the backbone of an aliphatic divalent hydrocarbon radical, R1 is an aryl group or a heterocyclic group, R2 is a (N,N-disubstituted)arylamine group, and R3 is an epoxy group; and (b) a charge generating compound. The epoxy group can be reacted with a functional group within the polymer to form a polymeric charge transport compound either directly or through a crosslinking agent.
    Type: Grant
    Filed: August 5, 2003
    Date of Patent: April 18, 2006
    Assignee: Samsung Electronics Co., Ltd.
    Inventors: Zbigniew Tokarski, Nusrallah Jubran, Kam W. Law, Vytautas Getautis, Jonas V. Sidaravicius, Maryte Daskeviciene, Vygintas Jankauskas, Edmundas Montrimas, Valentas Gaidelis, Albina Stanisauskaite
  • Patent number: 7014968
    Abstract: Improved organophotoreceptor comprises a photoconductive element comprising: (a) a charge transport material having the formula where Y1 and Y2 are, each independently, a bond, —CR1?N—NR2—, or —CR3?N—N?CR4— where R1, R2, R3, and R4 comprise, each independently, H, an alkyl group, an alkenyl group, a heterocyclic group, or an aromatic group; X1 and X2 are, each independently, a linking group; T1 and T2 are, each independently, a thiiranyl group, H, an alkyl group, an alkenyl group, or an aromatic group with the proviso that at least one of T1 and T2 is a thiiranyl group; and Ar comprises an aromatic group with the proviso that when both Y1 and Y2 are a bond and one of T1 and T2 is not a thiiranyl group, Ar comprises a bis[(N,N-disubstituted)amino]aromatic group or a bicarbazole group; and (b) a charge generating compound. Corresponding electrophotographic apparatuses and imaging methods are described.
    Type: Grant
    Filed: December 30, 2003
    Date of Patent: March 21, 2006
    Assignee: Samsung Electronics Co., Ltd.
    Inventors: Zbigniew Tokarski, Nusrallah Jubran, Vytautas Getautis, Osvaldas Paliulis, Edmundas Montrimas, Valentas Gaidelis
  • Patent number: 7011918
    Abstract: This invention includes an organophotoreceptor having an electrically conductive substrate and photoconductive element on the electrically conductive substrate, the photoconductive element having a) a polymeric charge transport composition with the formula where Y1 and Y2 are, each independently, a bond, a —CR1?N—NR2— group, or a —CR3?N—N?CR4— group; R, R?, R?, R1, R2, R3, and R4 comprise, each independently, H, an alkyl group, an alkenyl group, a heterocyclic group, an aromatic group, or a part of a ring group; X1 and X2 are, each independently, a linking group; T2 comprises a thiiranyl group, H, an alkyl group, an alkenyl group, or an aromatic group; Ar comprises an aromatic group; Z is a bridging group; and n is a distribution of integers between 1 and 100,000 with an average value at least 2; and (b) a charge generating compound. Corresponding electrophotographic apparatuses and imaging processes are also described.
    Type: Grant
    Filed: February 27, 2004
    Date of Patent: March 14, 2006
    Assignee: Samsung Electronics Co., Ltd.
    Inventors: Nusrallah Jubran, Zbigniew Tokarski, Kam W. Law
  • Patent number: 7008743
    Abstract: Improved organophotoreceptor comprises an electrically conductive substrate and a photoconductive element on the electrically conductive substrate, the photoconductive element comprising: (a) a charge transport material having the formula where R1 and R2 are, independently, H, an alkyl group, an alkaryl group, or an aryl group; X is a linking group having the formula —(CH2)m—, branched or linear, where m is an integer between 1 and 20, inclusive, and one or more of the methylene groups is optionally replaced by O, S, C?O, O?S?O, a heterocyclic group, an aromatic group, urethane, urea, an ester group, a NR3 group, a CHR4 group, or a CR5R6 group where R3, R4, R5, and R6 are, independently, H, hydroxyl group, thiol group, an alkyl group, an alkyl group, a heterocyclic group, or an aryl group; V comprises a vinyl ether group; and Z comprises an (N,N-disubstituted)arylamine group, such as a carbazole group, a julolidine group, or a p-(N,N-disubstituted)arylamine group; and (b) a charge generating compound.
    Type: Grant
    Filed: October 31, 2003
    Date of Patent: March 7, 2006
    Assignee: Samsung Electronics Co., Ltd.
    Inventors: Juozas Vidas Grazulevicius, Gintaras Buika, Vygintas Jankauskas, Valentas Gaidelis, Ruta Budreckiene, Zbigniew Tokarski, Nusrallah Jubran
  • Patent number: 6991882
    Abstract: This invention relates to a novel organophotoreceptor that includes a photoconductive layer having a) a novel charge transport compound having the formula ?where R1 is a carbazole group, a julolidine group, or a p-(N,N-disubstituted)arylamine, R2, R3, R4, R5 and R6 are, independently, an alkyl group or an aryl group, R7 and R8 are, independently, hydrogen, an alkyl group, or an aryl group, X is oxygen, sulfur, or a NR? group where R? is hydrogen, an alkyl, or an aryl group, and Y is a trivalent aryl group; (b) a charge generating compound; and wherein the at least one photoconductive layer is carried on an electrically conductive substrate.
    Type: Grant
    Filed: August 20, 2003
    Date of Patent: January 31, 2006
    Assignee: Samsung Electronics Co., Ltd.
    Inventors: Vytautas Getautis, Edmundas Montrimas, Ingrida Paulauskaite, Valentas Gaidelis, Vygintas Jankauskas, Zbigniew Tokarski, Nusrallah Jubran, Kam W. Law
  • Patent number: 6964833
    Abstract: Improved organophotoreceptors comprise: (a) a charge transport compound having the formula where n is an integer from 0 to 1; X is an (N,N-disubstituted)arylamine group; Ar is an aryl group or a heterocyclic group; A is a first linking group with the formula —(CH2)p— which can be branched or linear, where p is an integer from 3 to 20 inclusive; and B is a second linking group having the formula -Q-Z-Q?-, where Q and Q? are, independently, O, S, or NR1; wherein when Q or Q? is NR1 or Q=O and Q?=S, Z comprises an aryl group, and wherein when Q=Q?=S or Q=Q?=O, Z comprises a multi-ring conjugated group or Y—W—Y?, where the groups R1, Y, W, and Y? are defined in the specification; (b) a charge generating compound; and (c) an electrically conductive substrate over which said charge transport compound and said charge generating compound are located.
    Type: Grant
    Filed: May 7, 2003
    Date of Patent: November 15, 2005
    Assignee: Samsung Electronics Co., Ltd.
    Inventors: Zbigniew Tokarski, Nusrallah Jubran, Vytautas Getautis, Edmundas Montrimas, Maryte Daskeviciene, Valentas Gaidelis, Vygintas Jankauskas
  • Patent number: 6955869
    Abstract: Improved organophotoreceptor comprises an electrically conductive substrate and a photoconductive element on the electrically conductive substrate, the photoconductive element comprising: (a) a charge transport material having the formula ?where n is an integer between 2 and 6, inclusive; R1 and R2 are, independently, H, halogen, carboxyl, hydroxyl, thiol, cyano, nitro, aldehyde group, ketone group, an ether group, an ester group, a carbonyl group, an alkyl group, an alkaryl group, or an aryl group; X is a linking group having the formula —(CH2)m—, branched or linear, where m is an integer between 0 and 20, inclusive, and one or more of the methylene groups can be optionally replaced by O, S, C?O, O?S?O, urethane, urea, an ester group, a NR3 group, a CHR4 group, or a CR5R6 group where R3, R4, R5, and R6 are, independently, H, an alkyl group, an alkaryl group, a heterocyclic group, or an aryl group; Y comprises a bond, C, N, O, S, a branched or linear —(CH2)p— group where p is an integer between 0 and 1
    Type: Grant
    Filed: September 25, 2003
    Date of Patent: October 18, 2005
    Assignee: Samsung Electronics Co., Ltd.
    Inventors: Nusrallah Jubran, Zbigniew Tokarski, Kam W. Law
  • Patent number: 6864028
    Abstract: Improved organophotoreceptors have: (a) a charge transport compound having the formula where R1 and R2 are, independently, an (N,N-disubstituted) arylamine group, such as a julolidine group, a triphenyl amine group, or an N-substituted carbazole group; R3 and R4 are, independently, an alkylsulfonylphenyl group; and X is a linking group having the formula —(CH2)m—, branched or linear, where m is an integer between 0 and 20, inclusive, and one or more of the methylene groups is optionally replaced by an oxygen atom, a carbonyl group, urethane, urea, an ester group, a —NR5 group, a CHR6 group, or a CR7R8 group where R5, R6, R7, and R8 are, independently, H, an alkyl group, or aryl group; (b) a charge generating compound; and (c) an electrically conductive substrate over which the charge transport compound and the charge generating compound are located.
    Type: Grant
    Filed: March 25, 2003
    Date of Patent: March 8, 2005
    Assignee: Samsung Electronics Co., Ltd.
    Inventors: Nusrallah Jubran, Zbigniew Tokarski, Kam W. Law, Evaldas Burbulis, Vaida Andruleviciute
  • Patent number: 6849367
    Abstract: Providing an electrophotographic photoconductor comprising a conductive support and a photoconductive layer disposed on the photoconductive support; wherein the photoconductive layer contains an azo compound expressed by a general formula <<1>>. Ar?N?N—Cp)n??general formula <<1>> (in the general formula <<1>>, Ar expresses one of a substituted or non-substituted aromatic carbon hydride group and heterocyclic ring aromatic series group which can be combined by way of a bond group; Cp expresses a coupler residual group; n expresses an integer of one of 1, 2, 3, and 4; at least one of the Cp is a coupler residual group selected from one of the following general formulae <<2>>, <<3>>, and <<4>>.
    Type: Grant
    Filed: September 13, 2002
    Date of Patent: February 1, 2005
    Assignee: Ricoh Company, Ltd.
    Inventors: Masayuki Shoshi, Yuuko Komai, Hongguo Li, Masaomi Sasaki
  • Patent number: 6835513
    Abstract: Improved organophotoreceptors have: (a) a charge transport compound having the formula: where R1 is hydrogen, a branched or linear alkyl group, a branched or linear unsaturated hydrocarbon group, an ether group, or an aryl group; and R2 and R3 independently have a structure of: in which Ar is selected form the group consisting of; R4 is a hydrogen, or an aromatic group; (b) a charge generating compound; and (c) an electrically conductive substrate.
    Type: Grant
    Filed: March 6, 2003
    Date of Patent: December 28, 2004
    Assignee: Samsung Electronic Co., Ltd.
    Inventors: Nusrallah Jubran, Zbigniew Tokarski, Kam W. Law
  • Publication number: 20040219446
    Abstract: Improved organophotoreceptor comprises an electrically conductive substrate and a photoconductive element on the electrically conductive substrate, the photoconductive element comprising:
    Type: Application
    Filed: February 10, 2004
    Publication date: November 4, 2004
    Inventors: Nusrallah Jubran, Zbigniew Tokarski, Kam W. Law
  • Publication number: 20040191655
    Abstract: This invention relates to a novel organophotoreceptor that includes:
    Type: Application
    Filed: February 4, 2004
    Publication date: September 30, 2004
    Inventors: Vytautas Getautis, Tadas Malinauskas, Jouzas V. Grazulevicius, Valentas Gaidelis, Vygintas Jankauskas, Zbignie W. Tokarski, Nusrallah Jubran, Kam W. Law
  • Publication number: 20040170911
    Abstract: An electrophotographic photoreceptor including an electroconductive substrate and a photosensitive layer on the electroconductive substrate, wherein the photosensitive layer includes at least a compound having a substituted or unsubstituted alkylamino group and a charge transport material, and wherein an oxidation potential (Eox1) of the substituted or unsubstituted alkylamino group and an oxidation potential (Eox2) of the charge transport material satisfy the following relationship (I):
    Type: Application
    Filed: February 24, 2004
    Publication date: September 2, 2004
    Inventors: Tomoyuki Shimada, Takaaki Ikegami, Yasuo Suzuki
  • Publication number: 20040161685
    Abstract: This invention relates to a novel organophotoreceptor that comprises an electrically conductive substrate and photoconductive element on the electrically conductive substrate, the photoconductive element having
    Type: Application
    Filed: February 4, 2004
    Publication date: August 19, 2004
    Inventors: Vytautas Getautis, Maryte Daskeviciene, Tadas Malinauskas, Edmundas Montrimas, Jonas Sidaravicius, Zbigniew Tokarski, Nusrallah Jubran, Kam W. Law
  • Publication number: 20040152002
    Abstract: Improved organophotoreceptor comprises an electrically conductive substrate and a photoconductive element on the electrically conductive substrate, the photoconductive element comprising:
    Type: Application
    Filed: December 30, 2003
    Publication date: August 5, 2004
    Inventors: Zbigniew Tokarski, Nusrallah Jubran, Vytautas Getautis, Maryte Daskeviciene, Valentas Gaidelis, Vygintas Jankauskas