Patents Assigned to Transitions Optical Inc.
  • Publication number: 20140256935
    Abstract: The present invention relates to naphthopyran compounds that include at least one compound represented by the following Formulas (I), (II), and (III): With reference to Formulas (I), (II), and (III), there is the proviso that: (i) at least one R1 is a group L; and/or (ii) B and/or B? is substituted with at least one group L. The group L can be described as a lengthening group. The present invention also relates to photochromic-dichroic naphthopyran compounds and photochromic-dichroic articles containing such compounds.
    Type: Application
    Filed: March 11, 2013
    Publication date: September 11, 2014
    Applicant: Transitions Optical, Inc.
    Inventors: Darrin R. Dabideen, Meng He, Anil Kumar
  • Patent number: 8828507
    Abstract: Provided are phase-separating polymer systems including a cured polymeric liquid crystal matrix phase and a guest phase including at least one photoactive material where the guest phase separates from the matrix phase during the curing process. Optical elements, including ophthalmic elements and other articles of manufacture including the phase-separating polymer systems are also disclosed. Methods of forming a liquid crystal phase-separating photoactive polymer system are also described.
    Type: Grant
    Filed: February 8, 2011
    Date of Patent: September 9, 2014
    Assignee: Transitions Optical, Inc.
    Inventors: Meng He, Anil Kumar, Peter C. Foller, Chenguang Li, Ruisong Xu, Jiping Shao
  • Patent number: 8828284
    Abstract: The present invention relates to a method of forming an optical element that includes a mark. The method involves, irradiating at least a portion of a surface of the optical element with laser radiation, thereby forming a plurality of substantially parallel elongated grooves in the portion of the surface, which are each aligned substantially parallel with a common longitudinal direction that extends from a center point of the plurality of elongated grooves. The plurality of elongated grooves together define the mark. A clear film is formed over at least the portion of the surface and the plurality of elongated grooves. Depending on the orientation of a source of electromagnetic radiation as viewed through the optical element relative to the common longitudinal direction of the grooves, the mark is either observable or unobservable. The present invention also relates to an optical element having a mark, as described above.
    Type: Grant
    Filed: January 15, 2013
    Date of Patent: September 9, 2014
    Assignee: Transitions Optical, Inc.
    Inventor: William D. Carpenter
  • Publication number: 20140199521
    Abstract: The present invention relates to a method of forming an optical element that includes a mark. The method involves, irradiating at least a portion of a surface of the optical element with laser radiation, thereby forming a plurality of substantially parallel elongated grooves in the portion of the surface, which are each aligned substantially parallel with a common longitudinal direction that extends from a center point of the plurality of elongated grooves. The plurality of elongated grooves together define the mark. A clear film is formed over at least the portion of the surface and the plurality of elongated grooves. Depending on the orientation of a source of electromagnetic radiation as viewed through the optical element relative to the common longitudinal direction of the grooves, the mark is either observable or unobservable. The present invention also relates to an optical element having a mark, as described above.
    Type: Application
    Filed: January 15, 2013
    Publication date: July 17, 2014
    Applicant: TRANSITIONS OPTICAL, INC.
    Inventor: William D. Carpenter
  • Patent number: 8779168
    Abstract: The present invention relates to lactone compounds represented by the following Formulas I and II, and methods of making such lactone compounds. The present invention also relates to methods of making other materials from such lactone compounds, such as fused ring indenol compounds (e.g., indeno-fused naphthols), and fused ring indenopyran compounds (e.g., indeno-fused naphthopyrans).
    Type: Grant
    Filed: December 7, 2011
    Date of Patent: July 15, 2014
    Assignee: Transitions Optical, Inc.
    Inventors: Meng He, Darrin R. Dabideen, Ruisong Xu, Anil Kumar
  • Patent number: 8765978
    Abstract: The present invention relates to a method of making indeno-fused naphthol materials, that involves, with some embodiments, forming an indanone acid intermediate, which can be represented by the following general Formula V, With Formula V, m is from 0 to 4, and R1 for each m, Rg and Rh can each be independently selected from, for example, hydrogen and hydrocarbyl. The present invention also relates to a method of making an indeno-fused naphthopyran that involves an indanone acid intermediate synthetic route.
    Type: Grant
    Filed: December 13, 2011
    Date of Patent: July 1, 2014
    Assignee: Transitions Optical, Inc.
    Inventors: Anu Chopra, Barry Van Gemert, Wenjing Xiao, Huayun Yu
  • Patent number: 8748634
    Abstract: Various photochromic materials are provided that are essentially free of polymerizable unsaturated groups, and comprise: a) an indeno[2?,3?:3,4]naphtho[1,2-b]pyran; and b) an electron-withdrawing, non-conjugating group bonded at the 11-position of the indeno[2?,3?:3,4]naphtho[1,2-b]pyran. Alternative embodiments include various substituents at other positions of the indeno[2?,3?:3,4]naphtho[1,2-b]pyran. Also provided are photochromic articles including a substrate and one of the above photochromic materials, in contact with at least a portion of the substrate.
    Type: Grant
    Filed: September 25, 2007
    Date of Patent: June 10, 2014
    Assignee: Transitions Optical, Inc.
    Inventors: Anu Chopra, Patrick M. Brown
  • Publication number: 20140154514
    Abstract: A photochromic compound is provided, which may be a pyran, an oxazine, or a fulgide. The photochromic compound has at least one substituent Q attached thereto, each Q independently being —N3, —CN, —COOR?, —CCR?, —C(R?)C(R?)R?, —OCOR?, —OCOOR?, —SR?, —OSO2R??, and/or —CON(R?)R?, wherein each R? is hydrogen, an unsubstituted or substituted alkyl group having from 1 to 18 carbon atoms; an unsubstituted or substituted aryl group, an unsubstituted or substituted alkene or alkyne group having from 2 to 18 carbon atoms, wherein the substituents are halo or hydroxyl and R?? is —CF3 or a perfluorinated alkyl group having from 2 to 18 carbon atoms. The number, locations and nature of the constituents Q are dependent upon the structure of the photochromic compound.
    Type: Application
    Filed: February 7, 2014
    Publication date: June 5, 2014
    Applicant: TRANSITIONS OPTICAL, INC.
    Inventors: Meng He, Darrin R. Dabideen, Anil Kumar, Terry A. Keller, II
  • Publication number: 20140155598
    Abstract: Various photochromic materials are provided that are essentially free of polymerizable unsaturated groups, and comprise: a) an indeno[2?,3?:3,4]naphtho[1,2-b]pyran; and b) an electron-withdrawing, non-conjugating group bonded at the 11-position of the indeno[2?,3?:3,4]naphtho[1,2-b]pyran. Alternative embodiments include various substituents at other positions of the indeno[2?,3?:3,4]naphtho[1,2-b]pyran.
    Type: Application
    Filed: February 7, 2014
    Publication date: June 5, 2014
    Applicant: TRANSITIONS OPTICAL, INC.
    Inventors: Anu Chopra, Patrick M. Brown
  • Patent number: 8705160
    Abstract: A photochromic compound is provided, which may be a pyran, an oxazine, or a fulgide. The photochromic compound has at least one substituent Q attached thereto, each Q independently being —N3, —CN, —COOR?, —CCR?, —C(R?)C(R?)R?, —OCOR?, —OCOOR?, —SR?, —OSO2R??, and/or —CON(R?)R?, wherein each R? is hydrogen, an unsubstituted or substituted alkyl group having from 1 to 18 carbon atoms; an unsubstituted or substituted aryl group, an unsubstituted or substituted alkene or alkyne group having from 2 to 18 carbon atoms, wherein the substituents are halo or hydroxyl and R?? is —CF3 or a perfluorinated alkyl group having from 2 to 18 carbon atoms. The number, locations and nature of the constituents Q are dependent upon the structure of the photochromic compound.
    Type: Grant
    Filed: April 20, 2012
    Date of Patent: April 22, 2014
    Assignee: Transitions Optical, Inc.
    Inventors: Meng He, Darrin R. Dabideen, Anil Kumar, Terry A. Kellar, II
  • Patent number: 8698117
    Abstract: The present invention relates to compounds represented by the following Formulas (I) and (II), Ring-A of Formulas I and II can be, for example, an aryl group, and Q? and Q?? can each be independently selected from groups, such as, halogen, —OH, —CN, amine groups, amide groups, carboxylic acid ester groups, carboxylic acid groups, alkenyl groups, alkynyl groups, carbonate groups, sulfide groups, and sulfonic acid ester groups. The present invention also relates to photochromic compositions and photochromic articles that include one or more photochromic compounds, such as represented by Formula II.
    Type: Grant
    Filed: August 31, 2011
    Date of Patent: April 15, 2014
    Assignee: Transitions Optical, Inc.
    Inventors: Meng He, Anil Kumar, Darrin R. Dabideen
  • Publication number: 20140078583
    Abstract: Photochromic-dichroic articles are provided, which include a substrate having a first surface, a fixed-polarized layer over the first surface of the substrate, and a photochromic-dichroic layer over the first surface of the substrate. The fixed-polarized layer optionally includes a fixed-colorant and has a first polarization axis. The photochromic-dichroic layer includes a photochromic-dichroic compound that is laterally aligned within the photochromic-dichroic layer, and which defines a second polarization axis. The first polarization axis and the second polarization axis are oriented relative to each other at an angle of greater than 0° and less than or equal to 90°. The photochromic-dichroic articles can provide, for example, increased optical density and/or increased kinetics when exposed to a given amount of actinic radiation.
    Type: Application
    Filed: September 14, 2012
    Publication date: March 20, 2014
    Applicant: Transitions Optical, Inc.
    Inventors: Rachel L. DeMeio, Anil Kumar, John S. Ligas, Truman Wilt, Delwin S. Jackson, Henry Nguyen
  • Patent number: 8649081
    Abstract: Photochromic-dichroic articles are provided, which include a substrate, a first photochromic-dichroic layer over the substrate, and a second photochromic-dichroic layer over the first photochromic-dichroic layer. The first photochromic-dichroic layer includes a first photochromic-dichroic compound that is laterally aligned within the first photochromic-dichroic layer, and which defines a first polarization axis of the first photochromic-dichroic layer. The second photochromic-dichroic layer includes a second photochromic-dichroic compound that is laterally aligned within the second photochromic-dichroic layer, and which defines a second polarization axis of the second photochromic-dichroic layer. The first polarization axis and the second polarization axis are oriented relative to each other at an angle of greater than 0° and less than or equal to 90°.
    Type: Grant
    Filed: September 14, 2012
    Date of Patent: February 11, 2014
    Assignee: Transitions Optical, Inc.
    Inventors: Rachael L. DeMeio, David Park, Anil Kumar, Truman Wilt, Peter C. Foller, Jiping Shao
  • Patent number: 8647538
    Abstract: The present invention relates to photochromic compounds that include at least two photochromic moieties that are linked together by a multivalent linking group. The multivalent linking group can be selected so as to be flexible and/or substantially prevent electronic interaction between any two photochromic moieties through the multivalent linking group. The present invention also relates to photochromic compositions and articles that include at least a photochromic amount of one or more photochromic compounds of the present invention.
    Type: Grant
    Filed: November 22, 2011
    Date of Patent: February 11, 2014
    Assignee: Transitions Optical, Inc.
    Inventors: Yunyi Lu, Wenjing Xiao, Robert W. Walters, Feng Wang, M. Frank Haley, Jason R. Lewis, Anu Chopra, Beon-Kyu Kim, Huayun Yu
  • Patent number: 8628685
    Abstract: Compounds including at least one mesogenic substructure and at least one long flexible segment and methods of synthesizing the same are disclosed. Formulations which include various embodiments of the mesogen-containing compounds and their use in articles of manufacture and ophthalmic devices are also disclosed.
    Type: Grant
    Filed: March 18, 2011
    Date of Patent: January 14, 2014
    Assignee: Transitions Optical, Inc
    Inventors: Meng He, Anil Kumar
  • Patent number: 8623238
    Abstract: The present invention relates to compounds represented by the following Formula Ic, in which R2-R6 can each independently be selected from hydrogen or hydrocarbyl (e.g., methyl); L1 and L4 are each independently a divalent linking group, such as a bond or —OC(O)—R8—C(O)O—, where R8 can be divalent hydrocarbyl (e.g., —CH2CH2—); each L2 and each L5 each independently represent a flexible segment, such as divalent linear or branched C1-C25 alkyl; each L3 and each L6 each independently represent a rigid segment including, for example, optionally substituted phenylen-1,4-diyl groups; t and s are each independently from 1 to 4; m and p are each independently from 0 to 4 for each t, provided that the sum of m and p is at least 1 for each t; q and r are each independently from 0 to 4 for each s, provided that the sum of q and r is at least 1 for each s; and E1 and E2 can each independently be hydrogen or hydrocarbyl.
    Type: Grant
    Filed: August 8, 2011
    Date of Patent: January 7, 2014
    Assignee: Transitions Optical, Inc.
    Inventors: Ruisong Xu, Xiao-Man Dai, Anil Kumar, Meng He, Chenguang Li, Rachael L. Yoest
  • Patent number: 8613868
    Abstract: The present invention relates to compounds represented by the following Formula I, In Formula I, R1 and R2 are each independently selected from hydrogen, and optionally substituted hydrocarbyl, provided that at least one of R1 and R2 is selected from optionally substituted hydrocarbyl (e.g., tertiary butyl); n is 0, 1 or 2, and each R3 is independently selected from optionally substituted hydrocarbyl; L1 is a divalent linking group, such as a bond or —C(O)O—; each L2 independently represents a flexible segment, such as divalent linear or branched C1-C25 alkyl; each L3 independently represents a rigid segment including, for example, optionally substituted phenylen-1,4-diyl groups; t is from 1 to 4; m and p are each independently from 0 to 4 for each t, provided that the sum of m and p is at least 1 for each t; and E can be, for example, C5-C18 aryl.
    Type: Grant
    Filed: August 8, 2011
    Date of Patent: December 24, 2013
    Assignee: Transitions Optical, Inc
    Inventors: Xiao-Man Dai, Ruisong Xu, Meng He, Anil Kumar, Rachael L. Yoest, Chenguang Li
  • Patent number: 8608988
    Abstract: The present invention provides a curable, organic polymeric photochromic composition comprising: a photochromic amount of at least one photochromic material; a polymeric polyol having carbonate groups along its backbone and having a number average molecular weight greater than 5000 g/mole; and a curing agent having reactive functional groups capable of reacting with hydroxyl groups on the polymeric polyol. After curing and after the Photochromic Performance Test the composition demonstrates a T1/2 fade rate of less than 200 seconds. Also provided is a photochromic article comprising a rigid substrate and a photochromic organic polymeric coating applied to a surface of the substrate. The photochromic organic polymeric coating comprises the composition described above.
    Type: Grant
    Filed: November 10, 2011
    Date of Patent: December 17, 2013
    Assignee: Transitions Optical, Inc.
    Inventors: Steven E. Bowles, Cynthia Kutchko, Paul H. Lamers, Jason R. Lewis, David E. Sartori, Robert W. Walters, Feng Wang
  • Patent number: 8582192
    Abstract: Provided are photochromic articles that include a substrate, a primer layer that includes a first photochromic compound, and a photochromic-dichroic layer over the primer layer that includes a photochromic-dichroic compound. The first photochromic compound and the photochromic-dichroic compound each are selected such that the photochromic-dichroic compound has an absorbance of less than or equal to 0.1 at the wavelength of peak absorbance of the underlying first photochromic compound. The present invention also relates to such photochromic articles that further include a topcoat layer over the photochromic-dichroic layer. The topcoat layer can include a second photochromic compound that has an absorbance of less than 0.1 at the wavelength of peak absorbance of the underlying photochromic-dichroic compound. The photochromic articles provide, for example, a combination of linear polarizing properties, and reduced percent transmittance when in a colored or darkened state, such as when exposed to actinic light.
    Type: Grant
    Filed: June 6, 2011
    Date of Patent: November 12, 2013
    Assignee: Transitions Optical, Inc.
    Inventors: Anil Kumar, Rachael L. Yoest, Chenguang Li, Delwin S. Jackson, Henry Nguyen
  • Patent number: 8563212
    Abstract: Described are non-aqueous dispersions of photosensitive polymeric microparticles, comprising: a) an organic continuous phase comprising an organic solvent; and b) photosensitive polymeric microparticles dispersed in the organic continuous phase. The microparticles comprise an at least partially polymerized component having integral surface and interior domains, wherein the surface domain comprises a polymeric material that is solubilized by the organic solvent, the interior domain comprises a polymeric material that is insoluble in the organic solvent, and the surface domain and/or interior domain is photosensitive. Also described are methods of producing such non-aqueous dispersions, curable film-forming compositions containing them, and photosensitive coated substrates.
    Type: Grant
    Filed: March 8, 2010
    Date of Patent: October 22, 2013
    Assignee: Transitions Optical, Inc.
    Inventors: Steven E. Bowles, Anu Chopra, James P. Colton, Dennis L. Faler, M. Frank Haley, Paul H. Lamers, Yunyi Lu, Kevin J. Stewart, Cathy A. Taylor, Feng Wang, Elizabeth A. Zezinka