With Ethylenically Unsaturated Reactant Patents (Class 528/376)
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Patent number: 7521015Abstract: Curable thiol-ene compositions containing urethane (meth)acrylate oligomers that are readily polymerized to produce optical articles and coatings are described.Type: GrantFiled: July 22, 2005Date of Patent: April 21, 2009Assignee: 3M Innovative Properties CompanyInventors: Ming Cheng, Peter M. Olofson, Michele A. Craton, Ying-Yuh Lu
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Publication number: 20090096136Abstract: A stamp is comprised of a thiol-ene polymer, wherein the thiol-ene polymer allows for creation of micro-scale or nano-scale patterns useful in soft or imprint lithography. A patterned thiol-ene polymer is fabricated by casting a thiol-ene mixture onto a patterned mold, curing the thiol-ene mixture to form the patterned thiol-ene polymer, and peeling off the patterned thiol-ene polymer from the silicon mold. A stamp comprised of a thiol-ene polymer may be replicated by exposing the to oxygen plasma to form a hydrophilic mold, exposing the hydrophilic mold to a fluorinating agent under vacuum conditions to form a functionalized surface of the hydrophilic mold, casting a thiol-ene mixture on top of the functionalized surface, photocuring the thiolene mixture to form a replica thiol-ene polymer, and peeling off the replica thiol-ene polymer.Type: ApplicationFiled: October 13, 2008Publication date: April 16, 2009Applicant: THE REGENTS OF THE UNIVERSITY OF CALIFORNIAInventors: Craig J. Hawker, Luis M. Campos, Ines Meinel
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Publication number: 20080274335Abstract: The present invention provides a method for modifying a surface of a polymer derived from a mixture comprising a thiol monomer and an olefinic monomer. The method comprises exposing at least a portion of the polymer surface to electromagnetic radiation of sufficient energy to modify the polymer surface. The present invention also provides a polymer derived from polymerizing a mixture of monomers comprising a thiol monomer, an olefinic monomer, and an iniferter.Type: ApplicationFiled: December 16, 2005Publication date: November 6, 2008Applicant: REGENTS OF THE UNIVERSITY OF COLORADOInventors: Christopher N. Bowman, Sirish Reddy, Neil Cramer, Robert P. Sebra, Hui Lu
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Publication number: 20080269460Abstract: The invention provides methods for inducing reversible chain cleavage of polymer chains in a crosslinked polymeric material. Reversible cleavage of the polymer backbone is capable of relieving stress in the polymeric material as the bonds reform in a less stressed state. The invention also provides methods for making polymeric materials capable of reversible chain cleavage, materials made by the methods of the invention, and linear monomers containing reversible chain cleavage groups which are useful in the materials and methods of the invention.Type: ApplicationFiled: February 10, 2006Publication date: October 30, 2008Inventors: Christopher N. Bowman, Timothy F. Scott
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Patent number: 7429409Abstract: Process for preparing crosslinked pressure-sensitive adhesives at least partly based on block copolymers comprising at least one polyvalent thioether unit, characterized in that at least the following process steps are carried out: two-stage or multi-stage free-radical addition polymerization of at least two copolymerizable monomers in the presence of at least one polyvalent mercaptan, at least one of the monomers being functionalized such that on irradiation with ultraviolet rays it initiates a UV crosslinking, the polymerization producing block copolymers containing at least one polyvalent thioether unit, coating of the polymer from the melt onto a backing, crosslinking of the polymer on the backing by irradiation with ultraviolet radiation.Type: GrantFiled: May 2, 2005Date of Patent: September 30, 2008Assignee: tesa AGInventor: Marc Husemann
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Patent number: 7390859Abstract: Curable compositions comprising polythioether polymers and polybasic acid-based polyepoxies, and methods of using curable compositions comprising polythioether polymers and polybasic acid-based polyepoxies are disclosed. Cured, curable compositions exhibit enhanced corrosion resistance and adhesion upon exposure to fuels.Type: GrantFiled: February 8, 2005Date of Patent: June 24, 2008Assignee: PPG Industries Ohio, Inc.Inventors: Suresh G. Sawant, Chandra B. Rao, David R. Leon
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Patent number: 7183335Abstract: Compositions for use in the manufacture of three-dimensional objects including compositions for use as a support and/or release material in the manufacture of the three-dimensional objects are provided. There is thus provided, in accordance with an embodiment of the present invention, a composition suitable for building a three-dimensional object. The compositions may include, inter alia, a curable component, having a functional group, wherein if the functional group is a polymerizable reactive functional group, then the functional group is a (meth)acrylic functional group, a photo-initiator, a surface-active agent and a stabilizer; wherein said composition has a first viscosity of about 50–500 cps at a first temperature, wherein said first temperature is ambient temperature, and a second viscosity lower than 20 cps at a second temperature wherein said second temperature is higher than said first temperature, wherein, after curing, the composition results in a solid form.Type: GrantFiled: April 5, 2005Date of Patent: February 27, 2007Assignee: Objet Geometries Ltd.Inventor: Eduardo Napadensky
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Patent number: 7169825Abstract: Self-photoinitiating liquid oligomeric compositions are disclosed. The oligomeric compositions are formed from multifunctional mercaptans and Michael addition polyacrylate resins, synthesized from multifunctional acrylates and ?-dicarbonyl Michael donors, specifically ?-keto esters, ?-diketones, ?-ketoamides or ?-ketoanilides or combinations thereof The oligomeric compositions are provided along with uses thereof and methods of fabricating.Type: GrantFiled: July 29, 2003Date of Patent: January 30, 2007Assignee: Ashland Licensing and Intellectual Property LLCInventors: Sridevi Narayan-Sarathy, Michael Gould
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Patent number: 7048925Abstract: Polyacetals comprising a recurring units represented by a formula selected from the group consisting of formula (I) and (II): wherein A comprises at least one acetal group; B is selected from the group consisting of —CH—, —CH(CH3)—, CH2CH—, —CH2C(CH3)—, —CH(CH3)CH—, and —CHCH(CH3)CH(CH3)—; Z is selected from the group consisting of C(O)OR1, C(O)SR1, C(O)NR1R2, and VU; V is a linker group; U is selected from the group consisting of poly(ethyleneimine), poly(propyleneimine), poly(lysine), PAMAM dendrimer, octaamine dendrimer, hexadecaamine dendrimer, enhancer, and targeting receptor; R1 and R2 are each individually selected from the group consisting of hydrogen, C1 to C10 alkyl, and C6 to C10 aryl; D is a linkage selected from the group consisting of carboxylic amide, carboxylic ester, urea, and urethane; and G is selected from the group consisting of C4 to C20 alkyl, C6-C10 aryl, and —(OCH2CH2)n—, where n is in the range of 1 to about 250, are useful in nucleic acid delivery applications.Type: GrantFiled: August 28, 2003Date of Patent: May 23, 2006Assignee: Nitto Denko CorporationInventors: Sang Van, Nitnara Viroonchatapan, Shouping Ji, Lei Yu
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Patent number: 7026372Abstract: A composition containing 3,3?-thiobis(propane-1,2-dithiol) and one or more enic compounds which composition is photocurable and can give a cured product having a high refractive index and adequate hardness.Type: GrantFiled: December 2, 2004Date of Patent: April 11, 2006Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Kenji Ishii, Hitoshi Okazaki, Mitsuteru Kondo, Masaaki Takasuka, Motoharu Takeuchi
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Patent number: 6878374Abstract: A polymer comprising recurring units represented by formula (I): wherein X is selected from the group consisting of C(O)OR1, C(O)SR1, C(O)NR1R2, and VZ, where R1 and R2 are each individually selected from the group consisting of hydrogen, C1 to C10 alkyl, and C6 to C10 aryl, where V is a labile linker group, and where Z is selected from the group consisting of poly(ethyleneimine), poly(propyleneimine), poly(lysine), PAMAM dendrimer, octaamine dendrimer, and hexadecaamine dendrimer; and wherein Y is selected from the group consisting of —(CH2)2—, —(CH2)2—O—(CH2)2—, —(CH2)2—O—(CH2)2—, and —(CH2)3—NHC(O)—(CH2)6—C(O)NH—(CH2)3— is useful in nucleic acid delivery applications. Polyacetals of the formula (I) are preferably made by reacting appropriate diols and divinyl ethers. In preferred embodiments, complexes formed between polyacetals of the formula (I) and polynucleotides are useful as transfection reagents.Type: GrantFiled: February 25, 2003Date of Patent: April 12, 2005Assignee: Nitto Denko CorporationInventors: Lei Yu, Sang Van, Shouping Ji, Kenji Matsumoto
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Patent number: 6872333Abstract: A composition containing 3,3?-thiobis(propane-1,2-dithiol) and one or more enic compounds which composition is photocurable and can give a cured product having a high refractive index and adequate hardness.Type: GrantFiled: February 6, 2003Date of Patent: March 29, 2005Assignee: Mitsubishi Gas Chemical Company, Ltd.Inventors: Kenji Ishii, Hitoshi Okazaki, Mitsuteru Kondo, Masaaki Takasuka, Motoharu Takeuchi
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Patent number: 6815075Abstract: A lithographic printing plate precursor comprising an image receiving layer and a waterproof substrate, wherein the image receiving layer comprises: needle filler particles or porous filler particles; and a binder resin comprising a complex of: a resin comprising at least one of a metal atom and a semimetal atom, each of the at least one of a metal atom and a semimetal atom being bonded to an oxygen atom; with a polymer compound represented by the following formula (I): wherein R1, R2, R3 and R4 each independently represent a hydrogen atom or a hydrocarbon group having 1 to 8 carbon atoms; m is 0, 1 or 2; n is an integer of from 1 to 8; L represents a single bond or an organic linking group; and Y represents —NHCOR5, —CONH2, —CON(R5)2, —COR5, —OH, —CO2M or —SO3M wherein R5 represents alkyl group having 1 to 8 carbon atoms, and M represents a hydrogen atom, an alkali metal, alkaline earth metal or an onium.Type: GrantFiled: October 15, 2002Date of Patent: November 9, 2004Assignee: Fuji Photo Film Co., Ltd.Inventors: Seishi Kasai, Sumiaki Yamasaki
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Patent number: 6759104Abstract: A photocurable composition, wherein a small amount of an alicyclic skeleton-containing mono(meth) acrylate is incorporated in a combination of an alicyclic skeleton-containing bis(meth)acrylate and a mercapto compound, a cured product obtained by the copolymerization thereof, and a process for producing the cured product.Type: GrantFiled: September 30, 2002Date of Patent: July 6, 2004Assignee: Mitsubishi Chemical CorporationInventors: Seiichiro Hayakawa, Akihiko Sakai, Akira Esaki, Yutaka Tamura
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Patent number: 6734281Abstract: The invention relates to novel oligomers of formula wherein the variables are as defined in the claims. The oligomers of the invention are especially useful for the manufacture of biomedical moldings, for example ophthalmic moldings such as in particular contact lenses.Type: GrantFiled: March 26, 2002Date of Patent: May 11, 2004Assignee: Novartis AGInventors: Jens Höpken, Dieter Lohmann
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Patent number: 6715874Abstract: The invention relates to novel crosslinkable copolymers of formula wherein the variables are as defined in the claims. The copolymers of the invention are especially useful for the manufacture of biomedical moldings, for example ophthalmic moldings such as in particular contact lenses.Type: GrantFiled: July 28, 2000Date of Patent: April 6, 2004Assignee: Novartis AGInventors: Jens Höpken, Dieter Lohmann
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Patent number: 6716891Abstract: The invention relates to a coating material that can be cured thermally or by actinic radiation and that contains at least one component (a1) with at least two functional groups (a11) which serve for cross-linking, by actinic radiation, and at least one functional group (a12) that can enter into thermal cross-linking reactions with the hydroxyl and/or thiol groups (a21) in component (a2), at least one branched cyclic and/or acyclic C9-C16 alkane (a2)) that is functionalized with at least two hydroxyl or thiol groups (a21) or with at least one hydroxyl and at least one thiol group, and optionally at least one photo initiator (a3), at least one initiator of the thermal cross-linking reaction (a4), at least one reactive diluent that is cured by actinic radiation and/or thermafly, at least one lacquer additive (a6), at least one thermally curable component (a7) and/or at least one organic solvent (a8).Type: GrantFiled: November 16, 2001Date of Patent: April 6, 2004Assignee: BASF Coatings AGInventors: Uwe Meisenburg, Heinz-Peter Rink, Karl-Heinz Joost, Hubert Baumgart
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Patent number: 6669873Abstract: Described is a polymerizable organic composition comprising: (a) a radically polymerizable gel-free prepolymer of (i) at least one first polymerizable monomer having at least two radically polymerizable ethylenically unsaturated groups, e.g., divinyl benzene, and (ii) at least one first polythiol monomer having at least two thiol groups, e.g., thioglycerol bis(mercaptoacetate); and (b) at least one second polymerizable monomer having at least two radically polymerizable ethylenically unsaturated groups, e.g., divinyl benzene and/or methacrylic anhydride, the first and second radically polymerizable monomers each being substantially free of norbornene groups. The molar equivalent ratio of ethylenically unsaturated groups of (a)(i) to the thiol groups of (a)(ii) is no greater than 1:1. The described polymerizable composition has reduced shrinkage, and a polymerizate prepared therefrom has a refractive index of at least 1.57 and an Abbe number of at least 33.Type: GrantFiled: March 14, 2000Date of Patent: December 30, 2003Assignee: PPC Industries Ohio, Inc.Inventors: Robert A. Smith, Robert D. Herold, Michael O. Okoroafor
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Patent number: 6639046Abstract: The present invention relates to a composition comprising: a compound comprising two or more olefinically unsaturated groups comprising at least on electron-withdrawing functionality linked to a carbon atom of the unsaturated bond; a compound comprising at least two mercapto-functional groups; and a catalyst comprising at least one, optionally blocked, NH-group. The invention further relates to a method for the application of the composition and to the use of the composition as a coating composition or an adhesive.Type: GrantFiled: February 5, 2002Date of Patent: October 28, 2003Assignee: Akzo Nobel N.V.Inventor: Joseph Theodorus Maria Van Dijk
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Patent number: 6605692Abstract: In one aspect, the invention provides ene-thiol elastomers comprising the reaction product of a polythiol free of hydrophilic groups and having at least two thiol groups and an aromatic, heterocyclic, aliphatic, or cycloaliphatic polyene having at least two reactive unsaturated carbon to carbon bonds. In another aspect, the invention provides ene-thiol elastomer comprising the reaction product of (a) a thiol terminated oligomer comprising the reaction product of a polythiol having two thiol groups and a first polyene or mixture of polyenes having two reactive unsaturated carbon to carbon bonds; and (b) a second polyene or a mixture of polyenes having at least 5 percent functional equivalents of unsaturated carbon to carbon bonds from polyenes having at least three unsaturated carbon to carbon bonds. The ene-thiol elastomers of the invention have a weight increase of not more than 4 weight percent in 15 days at a temperature of 22° C.Type: GrantFiled: September 23, 2002Date of Patent: August 12, 2003Assignee: 3M Innovative Properties CompanyInventors: Kathleen B. Gross, William J. Schultz
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Patent number: 6605689Abstract: In one aspect, the invention provides ene-thiol elastomers comprising the reaction product of a polythiol free of hydrophilic groups and having at least two thiol groups and an aromatic, heterocyclic, aliphatic, or cycloaliphatic polyene having at least two reactive unsaturated carbon to carbon bonds. In another aspect, the invention provides ene-thiol elastomer comprising the reaction product of (a) a thiol terminated oligomer comprising the reaction product of a polythiol having two thiol groups and a first polyene or mixture of polyenes having two reactive unsaturated carbon to carbon bonds; and (b) a second polyene or a mixture of polyenes having at least 5 percent functional equivalents of unsaturated carbon to carbon bonds from polyenes having at least three unsaturated carbon to carbon bonds. The ene-thiol elastomers of the invention have a weight increase of not more than 4 weight percent in 15 days at a temperature of 22° C.Type: GrantFiled: September 23, 2002Date of Patent: August 12, 2003Assignee: 3M Innovative Properties CompanyInventors: Kathleen B. Gross, William J. Schultz
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Patent number: 6605691Abstract: In one aspect, the invention provides ene-thiol elastomers comprising the reaction product of a polythiol free of hydrophilic groups and having at least two thiol groups and an aromatic, heterocyclic, aliphatic, or cycloaliphatic polyene having at least two reactive unsaturated carbon to carbon bonds. In another aspect, the invention provides ene-thiol elastomer comprising the reaction product of (a) a thiol terminated oligomer comprising the reaction product of a polythiol having two thiol groups and a first polyene or mixture of polyenes having two reactive unsaturated carbon to carbon bonds; and (b) a second polyene or a mixture of polyenes having at least 5 percent functional equivalents of unsaturated carbon to carbon bonds from polyenes having at least three unsaturated carbon to carbon bonds. The ene-thiol elastomers of the invention have a weight increase of not more than 4 weight percent in 15 days at a temperature of 22 ° C.Type: GrantFiled: September 23, 2002Date of Patent: August 12, 2003Assignee: 3M Innovative Properties CompanyInventors: Kathleen B. Gross, William J. Schultz
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Patent number: 6605690Abstract: In one aspect, the invention provides ene-thiol elastomers comprising the reaction product of a polythiol free of hydrophilic groups and having at least two thiol groups and an aromatic, heterocyclic, aliphatic, or cycloaliphatic polyene having at least two reactive unsaturated carbon to carbon bonds. In another aspect, the invention provides ene-thiol elastomer comprising the reaction product of (a) a thiol terminated oligomer comprising the reaction product of a polythiol having two thiol groups and a first polyene or mixture of polyenes having two reactive unsaturated carbon to carbon bonds; and (b) a second polyene or a mixture of polyenes having at least 5 percent functional equivalents of unsaturated carbon to carbon bonds from polyenes having at least three unsaturated carbon to carbon bonds. The ene-thiol elastomers of the invention have a weight increase of not more than 4 weight percent in 15 days at a temperature of 22° C.Type: GrantFiled: September 23, 2002Date of Patent: August 12, 2003Assignee: 3M Innovative Properties CompanyInventors: Kathleen B. Gross, William J. Schultz
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Publication number: 20030134926Abstract: It is an object of the present invention to provide a compound having a (meth)acryloyl group that is suitably used in various applications, a process for producing such compound simply and under mild conditions, and an useful photo-curable composition and aqueous photo-curable composition comprising such compound.Type: ApplicationFiled: October 31, 2002Publication date: July 17, 2003Applicant: NIPPON SHOKUBAI CO., LTD.Inventors: Akihiko Fukada, Keiji Yurugi, Toshio Awaji, Nobuaki Otsuki
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Patent number: 6528160Abstract: To provide a transparent resin which is suitable in the process of producing a coating for electronic materials, a glass having both of the scattering-preventing function and the antireflective function, an adhesive agent, a shock-absorbing material, an ultraviolet-cutting sheet for televisions, a filter for VDTs and a high refractive index primer composition as well as the process for the production of primer-coated lenses using said primer composition, is excellent in a coatability, adhesive property, storage stability, durability, shock resistance and the like, and is particularly excellent in a transparency and adhesive property after curing of the same. A transparent resin having an adhesive property characterized by comprising a cured product of the polymerizing composition which comprises at least one of diallyl phthalate, diallyl isophthalate and diallyl terephthalate, and pentaerythritol tetra (3-mercaptopropionate).Type: GrantFiled: September 6, 2000Date of Patent: March 4, 2003Assignee: Pentax CorporationInventor: Hidenori Takushima
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Patent number: 6509418Abstract: Sealant and potting formulations are provided which are prepared from components including ungelled mercapto-terminated polymer(s) prepared by reacting reactants comprising polyvinyl ether monomer(s) and polythiol material(s); curing agent(s) reactive with a mercapto group of the mercapto-terminated polymer; and additive(s) selected from the group consisting of fillers, adhesion promoters, plasticizers and catalysts.Type: GrantFiled: January 8, 2001Date of Patent: January 21, 2003Assignee: PRC-DeSoto International, Inc.Inventors: Jonathan D. Zook, Susan E. DeMoss, David W. Jordan, Chandra B. Rao, Hakam Singh, Ahmed Sharaby
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Patent number: 6506814Abstract: A UV-curable acrylate-thiol-ene insulating coating composition for electrical conductors, a method of manufacturing a UV-curable acrylate-thiol-ene insulating coating composition for electrical conductors. The insulating coating being of about 2.5 &mgr;m to about 500 &mgr;m thickness, which cured coating has a dielectric dissipation factor (60 Hz, 24° C.) of lower than about 0.05.Type: GrantFiled: May 7, 1998Date of Patent: January 14, 2003Assignee: DSM N.V.Inventors: Vadim V. Krongauz, Chau T. M. Ha, Sangeeta Rampuria
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Patent number: 6486297Abstract: A polythioether is provided of the formula wherein R1 is H, C1-6 alkyl, C1-6 alkyl alcohol, C1-6 alkyl substituted with at least one of: —NHR5 wherein R5 is a C1-6 alkyl, R2 is C2-6 alkyl, C6-8 cycloalkyl, C6-10 alkylcycloalkyl, —[—(CH2)r—Q—]s—(CH2)t—, or C1-2 alkyl substituted forms thereof, wherein r is an integer value from 2 to 8, Q is a heteroatom selected from the group consisting of: O, S, —NH— and —NCH3—, s is an integer value from 1 to 5, and t is an integer value from 2 to 10, R3 is H or C1-4 alkyl, R4 is —CH2— or R2, M is a C1-10 alkyl, C6-20 aryl, C6-20 aryl substituted with at least one C1-8 alkyl group, or a N or O heteroatom, Y is C2-20 alkyl, C6-20 cycloalkyl, C6-10 alkylcycloalkyl, or —[—(CH2)r—Q—]s(—CH2—)t—, n is an integer value from 1 to 60, m is an integer value from 1 to 60, and p is an integer value from 1 to 10,Type: GrantFiled: March 9, 2001Date of Patent: November 26, 2002Assignee: PBT Brands, Inc.Inventors: Jonathan D. Zook, David W. Jordan, Dean M. Willard, George Jones, Michael Cosman
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Patent number: 6486269Abstract: A curable sealant compound comprising: a polythiol; a cyclopolyene having a formula: where X is C1-5 aliphatic, Y is a C1-6 aliphatic, R2 is in each occurrence H, C1-C10 alkyl, C2-C10 alkenyl, Q—R3 where Q is O or S and R3 is C2-10 alkenyl, such that the cyclopolyene has non-conjugated carbon—carbon unsaturated bonds, and in formula (VII) there is one non-conjugated carbon—carbon unsaturated bond within the ring that is non-conjugated to other carbon—carbon unsaturated bonds; and an effective amount of a free radical catalyst.Type: GrantFiled: March 9, 2001Date of Patent: November 26, 2002Assignee: PBT Brands, Inc.Inventors: Jonathan D. Zook, David W. Jordan, Dean M. Willard, George Jones, Michael Cosman
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Patent number: 6479622Abstract: In one aspect, the invention provides ene-thiol elastomers comprising the reaction product of a polythiol free of hydrophilic groups and having at least two thiol groups and an aromatic, heterocyclic, aliphatic, or cycloaliphatic polyene having at least two reactive unsaturated carbon to carbon bonds. In another aspect, the invention provides ene-thiol elastomer comprising the reaction product of (a) a thiol terminated oligomer comprising the reaction product of a polythiol having two thiol groups and a first polyene or mixture of polyenes having two reactive unsaturated carbon to carbon bonds; and (b) a second polyene or a mixture of polyenes having at least 5 percent functional equivalents of unsaturated carbon to carbon bonds from polyenes having at least three unsaturated carbon to carbon bonds. The ene-thiol elastomers of the invention have a weight increase of not more than 4 weight percent in 15 days at a temperature of 22° C.Type: GrantFiled: May 10, 2000Date of Patent: November 12, 2002Assignee: 3M Innovative Properties CompanyInventors: Kathleen B. Gross, William J. Schultz
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Patent number: 6479212Abstract: There is provided a photosensitive resin having at least three moieties in the backbone chain, two moieties of which moieties are an alicyclic group moiety and a sulfonyl moiety. The photosensitive resin has a superior solubility in solvents and a superior dry-etching resistance, and enables easy fabrication of highly integrated semiconductor devices.Type: GrantFiled: August 1, 2000Date of Patent: November 12, 2002Assignee: Canon Kabushiki KaishaInventors: Minoru Matsuda, Hiroshi Maehara, Keita Sakai
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Patent number: 6476183Abstract: Coating composition and its use in a one-pot system. The coating composition comprises: an oxidatively drying polyunsaturated condensation product, such as an alkyd, having pendant groups in an amount of more than 20% by weight of the condensation product, the pendant groups comprising unsaturated CC bonds; a polythiol having two or more SH-groups; a siccative. The equivalence ratio of thiol functional groups to unsaturated CC bonds being less than 0.3, preferably between 0.01 and 0.25. The coating composition comprises 1-30 wt-%, preferably 3-20 wt-%, of thiol compounds, related to the total weight of solid resin. The coating composition further comprises a drying accelerating complexing agent, preferably 2,2′-bipyridyl or 1,10-phenantroline.Type: GrantFiled: December 21, 2000Date of Patent: November 5, 2002Assignee: Akzo Nobel N.V.Inventors: Frank Johannes A. D. Bakkeren, Robert Paul Klaasen
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Patent number: 6447708Abstract: Sulphur product, (P), process for making (P), films, molded articles made therefrom, wherein (P) is obtained by the addition reaction of at least one polythiol (I) with at least one compound of formula (II): in which R1 represents a linear or branched aliphatic residue comprising an ethylenic unsaturation double bond, it being optional for the latter to be that by which R1 is connected to the norbornene ring, it also being optional for the said ring to comprise other substituents chosen from C1-C3 alkyl groups, in proportions corresponding or substantially corresponding to one thiol group of the polythiol or polythiols (I) per mole of the compound or compounds (II), the thiol groups of the compound or compounds (I) adding predominantly to the cyclic double bond of the compound or compounds (II) and, on average, one ethylenic unsaturation of a compound (II) of the two which it carries remaining free; or sulphur product, (P′), obtained by the addition reaction of at least one polythiol (Type: GrantFiled: September 29, 2000Date of Patent: September 10, 2002Assignee: Cray Valley S.A.Inventors: Philippe Thépot, Henri Strub
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Publication number: 20020115798Abstract: This invention relates to star-branched anionic acrylate polymers synthesized by the free radical polymerization of a monomer(s) containing anionic functionality in the presence of chain-transfer agents containing multiple mercapto groups.Type: ApplicationFiled: December 20, 2000Publication date: August 22, 2002Inventors: Sridevi Narayan-Sarathy, Laurence G. Dammann
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Patent number: 6344510Abstract: A rubber vulcanization agent comprising a polysulfide polymer having an average number of sulfur bonds in the repeating units of more than 2 but not more than 6 and having the formula (I) R—S&Parenopenst;Y—Sx&Parenclosest;nY—S—R (I) wherein Y indicates an alkylene group which may include a hetero atom, R is a residue obtained by reacting a thiol group with an unsaturated alicyclic compound, an unsaturated hydrocarbon compound having the structure (III) or (IV), which may include a hetero atom so as to cap the end thiol group, n is an integer of 1 to 100, and x is more than 2 but not more than 6.Type: GrantFiled: October 23, 2000Date of Patent: February 5, 2002Assignee: The Yokohama Rubber Co., Ltd.Inventors: Tsukasa Maruyama, Kazunori Ishikawa
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Patent number: 6344537Abstract: To provide a rubber vulcanizing agent able to prevent a reduction in the various physical properties of a vulcanized rubber after aging and possible to suppress scorching due to premature vulcanization or reversion and a rubber composition containing the same. A rubber vulcanizing agent having at least two thiirane groups in the molecule thereof and a rubber composition containing this rubber vulcanizing agent and a thiirane ring-opening agent.Type: GrantFiled: June 16, 2000Date of Patent: February 5, 2002Assignee: The Yokohama Rubber Co., Ltd.Inventors: Keisuke Chino, Hidekazu Onoi
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Patent number: 6342571Abstract: Polymerizable compositions comprising: (a) a mixture of thio(meth)acrylate functional monomers comprising, (a)(i) a first thio(meth)acrylate functional monomer, e.g., bis(thiomethacrylate)-1,2-ethylene, and (a)(ii) a second thio(meth)acrylate functional monomer, which is chain extended; (b) an aromatic monomer having at least two vinyl groups, e.g., divinyl benzene; (c) a polythiol monomer having at least two thiol groups, e.g., pentaerythritol tetrakis(3-mercaptopropionate); and (d) a comonomer selected from, (d)(i) an anhydride monomer having at least one ethylenically unsaturated group, e.g., methacrylic anhydride; (d) (ii) a monomer having at least three (meth)acryloyl groups, e.g., pentaerythritol tetrakis(acrylate); and (d)(iii) mixtures of monomers (d)(i) and (d)(ii). A polymerizate of the polymerizable composition has a refractive index of at least 1.57 and an Abbe number of at least 33.Type: GrantFiled: August 20, 1999Date of Patent: January 29, 2002Assignee: PPG Industries Ohio, Inc.Inventors: Robert A. Smith, Michael O. Okoroafor, Robert D. Herold, T. Edwin Freeman
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Publication number: 20020007015Abstract: Sealant and potting formulations are provided which includes ungelled polymer(s) prepared from components including polyvinyl ether monomer(s) and polythiol material(s), the ungelled polymer being terminated with functional groups other than a thiol group; curing agent(s); and at least one additive selected from the group consisting of fillers, adhesion promoters, plasticizers and catalysts.Type: ApplicationFiled: January 8, 2001Publication date: January 17, 2002Inventors: Susan E. DeMoss, Chandra B. Rao, Ahmed Sharaby, Hakam Singh, Jonathan D. Zook, David W. Jordan
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Patent number: 6313251Abstract: A cross-linkable polymeric casting composition including an effective amount of A: an acrylic or methacrylic monomer which provides high rigidity and low color dispersion (High Abbe number) to the final product; B: a di- or polythiol compound; C: a di- or polyvinyl monomer; and optionally D: a polymerizable comonomer.Type: GrantFiled: September 28, 1999Date of Patent: November 6, 2001Assignee: Sola International Holdings, Ltd.Inventors: Huan Kiak Toh, Ian Roger Bateman, David Robert Diggins, Bohdan Grzegorz Cieslinski
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Patent number: 6310175Abstract: The present invention provides a new star-shaped block copolymer and a production process therefor, wherein the new star-shaped block copolymer has high heat resistance despite having a low viscosity. It has been found that a new star-shaped block copolymer has high heat resistance wherein the new star-shaped block copolymer comprises a plurality of star-shaped structures 1 in which at least three chain polymer segments 2 are radially extended from a central polyvalent mercaptan segment 3, wherein the star-shaped structures 1 are bonded to each other through a bonding structure 4 at their chain polymer segments.Type: GrantFiled: October 23, 1999Date of Patent: October 30, 2001Assignee: Nippon Shokubai Co., Ltd.Inventors: Nobuhiro Kobayashi, Masatoshi Yoshida
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Patent number: 6288208Abstract: The present invention relates to a highly branched polyamide oligomer of the general formula (I) as hereinabove defined, to the process for preparing and branched oligomers and to different uses thereof. As well known to the man skilled in the art, the implementations and efficacy of the different polyamide oligomers may vary, depending on their structure and valency (reactive groups composition). Polyamide oligomers may be used, for example, as epoxy hardeners in the preparation of thermosetting compositions, as thermoplastic hot melt adhesives, as adhesion promoters and many other suitable applications. The highly branched oligomers disclosed have been shown to be highly efficient, for example, as epoxy hardeners, inter alia, in the formation of glue, lacquer, enamel or sealant mixtures.Type: GrantFiled: April 20, 1999Date of Patent: September 11, 2001Assignee: Epox, Ltd.Inventor: Leonid Moshinsky
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Publication number: 20010008932Abstract: Coating composition and its use in a one-pot system.Type: ApplicationFiled: December 21, 2000Publication date: July 19, 2001Inventors: Frank Johannes A.D. Bakkeren, Robert Paul Klaasen
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Patent number: 6225019Abstract: Provided is a photosensitive resin with high sensitivity to exposure light. The photosensitive resin comprises a vinyl monomer moiety having an alicyclic group in a side chain thereof, and a sulfonyl moiety.Type: GrantFiled: February 4, 1999Date of Patent: May 1, 2001Assignee: Canon Kabushiki KaishaInventors: Minoru Matsuda, Hiroshi Maehara, Keita Sakai
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Patent number: 6201099Abstract: The present invention is directed to multireactivity polymercaptans, star-shaped copolymers and methods of preparing wherein the polymer comprises a polyvalent mercaptan core and three or more polymeric arms which extend radially from the core. The polyvalent mercaptan core comprises three or more thiol groups, wherein at least two of the thiol groups are of different reactivities, such that the core is of differential reactivity. These multifunctional thiols, which will be referred to as cores of differential reactivity, act as chain transfer agents in a free radical polymerization process.Type: GrantFiled: November 12, 1998Date of Patent: March 13, 2001Assignee: National Starch & Chemical Investment Holding CorporationInventors: Paul M. Petersen, Robert D. Harlan, Jules E. Schoenberg
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Patent number: 6184323Abstract: The composition includes, based on the total weight of polymerizable monomers present in the composition: a) 10 to 70% by weight of a difunctional thio(meth)acrylate monomer, of formula (I): in which R1 and R2 denote a hydrogen atom or a radical —CH3, or of a mixture of at least one monomer of formula (I) with at least one monomer of formula (II): in which R′1 and R′2 denote a hydrogen atom or a radical —CH3; b) 10 to 60% by weight of at least one monomer of formula (III): in which R3 and R4 denote a hydrogen atom or a radical —CH3 and O≦m +n≦10; and c) 5 to 30% by weight of at least one aromatic or polycyclane mono(meth)acrylate monomer.Type: GrantFiled: July 15, 1998Date of Patent: February 6, 2001Assignee: Essilor International-Compagnie Generale d'OptiqueInventor: Peiqi Jiang
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Patent number: 6177540Abstract: This invention relates to pressure sensitive adhesives, and processes of preparing such adhesives, comprising random star polymers which are crosslinked by reaction with multifunctional crosslinking agent. These adhesives can be used in coated articles.Type: GrantFiled: November 12, 1998Date of Patent: January 23, 2001Assignee: National Starch and Chemical Investment Holding CorporationInventors: Robert D. Harlan, Jules E. Schoenberg, Christopher G. Gore, Deepak Hariharan, Smita M. Shah
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Patent number: 6172154Abstract: Novel elastomeric compositions are disclosed, incorporating silicon-treated carbon black and pre-vulcanization modifier selected from non-silane polysulfidic organo-compounds. The silicon-treated carbon black particulate filler differs chemically and in its performance characteristics from simple mixtures of silica and carbon black fillers. The pre-vulcanization modifier is effective to substantially increase bound rubber content in the product of a non-productive thermomechanical working of a base composition incorporating the silicon-treated carbon black particulate filler and SBR or other such unsaturated elastomer. The thermal working takes place at a maximum temperature sufficient to vulcanize the unsaturated elastomer if it were in the presence of a suitable vulcanization system.Type: GrantFiled: May 3, 1996Date of Patent: January 9, 2001Assignee: Cabot CorporationInventors: Trevor Alan Brown, Meng-Jiao Wang
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Patent number: 6165563Abstract: This invention relates to star-branched polymers containing pendent olefinic groups which have been crosslinked using actinic radiation and the use of these polymers in adhesives and coating applications.Type: GrantFiled: November 12, 1998Date of Patent: December 26, 2000Assignee: National Starch and Chemical Investment Holding CorporationInventors: Rama S. Chandran, Smita M. Shah, Paul B. Foreman
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Patent number: 6080822Abstract: A copolymer comprisinga) a segment A with a number-average molar mass Mn of from 1000 to 20,000 g/mol, which hasi) units 1, which have been derived from structures of the formula (I) ##STR1## where the radicals R.sup.1 and R.sup.2, independently of one another, are a hydrogen, fluorine, chlorine or bromine atom or a branched or unbranched alkyl or alkoxy radical having from 1 to 6 carbon atoms; and/orii) units 2, which are derived from structures of the formula (II) ##STR2## and b) a segment B, derived from a polyarylene sulfide structure of the formula (IV) ##STR3## where Ar is an aromatic radical, or more than one condensed aromatic radicals, and n is a number from 2 to 100, in particular from 5 to 20, together with a process for its preparation, and also its use for compatibilizing blends made from polyarylene sulfides and aromatic polyesters.Type: GrantFiled: September 22, 1998Date of Patent: June 27, 2000Assignee: Ticona GmbHInventors: Michael Haubs, Arnold Schneller, Frank Bohme, Dennis Kappler, Doris Pospiech
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Patent number: 5998568Abstract: A method for making a polyester resin comprises reacting a first polyfunctional alcohol or polyfunctional thiol and a carbonate in the presence of a catalyst to form an alkoxylated intermediate. The catalyst comprises: (1) a metal, a salt of a metal, or mixtures thereof and (2) a quaternary ammonium salt, a tertiary amine, an imidazole, or mixtures thereof. The alkoxylated intermediate is then reacted with a polyfunctional organic acid or anhydride thereof to form the polyester resin.Type: GrantFiled: January 14, 1999Date of Patent: December 7, 1999Assignee: Reichhold, Inc.Inventors: Hildeberto Nava, Karin F. Nelson-Baron