Silicon-containing Organic Polymer Patents (Class 523/107)
  • Patent number: 11912800
    Abstract: Provided are compounds that may function as functionalized polymerization initiators, for instance in the manufacture of ophthalmic lenses, and to methods of such manufacture. The compounds are of formula I: wherein R1, R2, R3, R4, R5, T, p, q, and n are as defined herein.
    Type: Grant
    Filed: August 22, 2022
    Date of Patent: February 27, 2024
    Assignee: Johnson & Johnson Vision Care, Inc.
    Inventors: Michael F. Widman, Ghulam Maharvi, Shivkumar Mahadevan, Azaam Alli, Alexander Guzman, Xin Wei, Minghan Chen
  • Patent number: 11867874
    Abstract: The invention is generally related to an insert for being embedded in a silicone hydrogel contact lens. The insert is made of a crosslinked materials which are rigid in dry state at room temperature (from about 22° C. to about 26° C.), have a high oxygen permeability and a high refractive index in fully hydrated state, and can become softer at a temperature great than 32° C. Such materials are useful for making inserts in embedded contact lenses for correcting corneal astigmatism, presbyopia, and color blindness lenses and for imparting photochromic characteristics to the lenses. The invention is also related to a method for making embedded silicone hydrogel contact lenses comprising an insert of the invention therein and to embedded silicone hydrogel contact lenses comprising an insert of the invention therein.
    Type: Grant
    Filed: March 18, 2021
    Date of Patent: January 9, 2024
    Assignee: Alcon Inc.
    Inventors: Jing Cheng, Wei Liang, Steve Yun Zhang
  • Patent number: 11180614
    Abstract: A compound represented by the formula (1) is described, which has a linear polysiloxane structure at the end, a polymerizable group at the other end, and a polyether group or a hydrophilic group as a side chain bounded to a linking group which is represented by -(L1)a-CH-L2- in the formula (1) and exists between the polysiloxane structure and the terminal polymerizable group. The compound has excellent compatibility with a hydrophilic monomer, and the surface wettability of hydrogel obtained from the compound as a monomer is improved. Methods are also described for preparing the polysiloxane monomer compound, a polymer having a repeating unit derived from the polymerization at the (meth)acryl group of the polysiloxane monomer compound, and an ophthalmic device containing the polymer.
    Type: Grant
    Filed: March 30, 2018
    Date of Patent: November 23, 2021
    Assignee: SHIN-ETSU CHEMICAL CO., LTD.
    Inventor: Kaoru Okamura
  • Patent number: 11160907
    Abstract: A medical device, a method for preparation thereof, and use thereof are provided. The medical device comprises a thermoplastic elastomer that is composed of soft segments and hard segments. The method for preparing a medical device comprising a thermoplastic elastomer, comprises forming the thermoplastic elastomer into tubing or other shapes via extrusion, molding, or coating, assembling the tubing or other shapes with other parts including: cables, coils, coated cables, or coated coils, and bonding the tubing, cables, or coils with other components including: other tubing components, cables, coils, sleeves, electrical pulse generator, defibrillation shock generator, electrodes, sensors, or drug release components. The medical device is used for correcting cardiac rhythm, defibrillating, assisting hearts, sensing, stimulating neurological systems, gastrointestinal system, or skeletomuscular tissues or organs.
    Type: Grant
    Filed: March 2, 2017
    Date of Patent: November 2, 2021
    Assignee: Medtronic, Inc.
    Inventors: Suping Lyu, XiangJi Chen, Jing Chen, Haining Na, Jin Zhu
  • Patent number: 11022722
    Abstract: A water extractable ophthalmic device is disclosed which is a polymerization product of a monomeric mixture comprising: (a) one or more cyclic lactams; (b) one or more organosilicon-containing block copolymers; (c) one or more bulky siloxane monomers; and (d) a crosslinking agent mixture comprising (i) one or more first crosslinking agents containing at least two ethylenically unsaturated reactive end groups, wherein the at least two ethylenically unsaturated reactive end groups are (meth)acrylate-containing reactive end groups and (ii) one or more second crosslinking agents containing at least two ethylenically unsaturated reactive end groups wherein at least one of the ethylenically unsaturated reactive end groups is a non-(meth)acrylate reactive end group. The water extractable ophthalmic device has an equilibrium water content of at least about 50 wt. %, a contact angle of less than about 50°, and an oxygen permeability of at least about 60 Barrers.
    Type: Grant
    Filed: May 17, 2019
    Date of Patent: June 1, 2021
    Assignee: Bausch & Lomb Incorporated
    Inventors: Ivan M. Nuñez, Katie L. Poetz, Lynn Coullard, Alok Kumar Awasthi, Analuz Mark, Joseph W. Hoff, Andrew J. Hoteling
  • Patent number: 10816822
    Abstract: A method for making a hydrogel, photochromic contact lens including supplying a first lens composition comprising a contact lens monomer and a photochromic material to a front contact lens mold and supplying a second lens composition to said contact lens mold wherein the viscosity of said first composition is at least about 1000 cp greater than the viscosity of said second contact lens composition, and the makeup of said second composition matches the of said first composition to reduce strain between said compositions of the resulting lens.
    Type: Grant
    Filed: April 24, 2019
    Date of Patent: October 27, 2020
    Assignee: Johnson & Johnson Vision Care, Inc.
    Inventors: Donnie J. Duis, Yongcheng Li, Leilani K. Sonoda, Holly L. Grammer
  • Patent number: 10807999
    Abstract: The present invention relates to a siloxane monomer used in the production of a silicone hydrogel lens, a composition for the preparation of a lens containing the same, and a silicone hydrogel lens prepared from the same, wherein the silicone hydrogel lens according to the present invention has a feature of easy release from a component of a mold.
    Type: Grant
    Filed: February 17, 2017
    Date of Patent: October 20, 2020
    Assignee: INTEROJO INC.
    Inventors: Sang Il Hyun, Soo Chang Lee, Kyung Hee Oh, Dong Hun Shin
  • Patent number: 10752790
    Abstract: An aqueous formulation and method of making an ultraviolet light blocking coating from an aqueous formulation having from greater than or equal to 15 wt % to less than or equal to 65 wt % water, from greater than or equal to 30 wt % to less than or equal to 70 wt % metal oxide particles, and from greater than or equal to 5 wt % to less than or equal to 35 wt % aminoalkylsilsesquioxane oligomers. An optical device including a housing, a lens element, potting material positioned between the lens element and the housing, and an ultraviolet light blocking coating positioned between the lens element and the potting material. The ultraviolet light blocking coating has from greater than or equal to 30 wt % to less than or equal to 90 wt % metal oxide particles and from greater than or equal to 10 wt % to less than or equal to 70 wt % silsesquioxane.
    Type: Grant
    Filed: December 7, 2017
    Date of Patent: August 25, 2020
    Assignee: Corning Incorporated
    Inventor: Andrei Gennadyevich Fadeev
  • Patent number: 10745518
    Abstract: Provided is a silicone contact lens having surface hydrophilicity and surface lubricity. The silicone contact lens includes, on its surface, a graft polymer chain derived from a branched polyoxyethylene compound represented by the formula (1): where n represents from 3 to 1,150, a represents 0 or 2, and R1 represents a hydrogen atom or a methyl group.
    Type: Grant
    Filed: April 27, 2017
    Date of Patent: August 18, 2020
    Assignee: NOF CORPORATION
    Inventors: Yoshihisa Shimamura, Yosuke Matsuoka
  • Patent number: 10501585
    Abstract: The present invention provides a stretchable film that is excellent in stretch and strength and water repellency on the film surface, and a method for forming the stretchable film. The present invention was accomplished by a stretchable film including a resin having a branched siloxane bond having 3 to 11 silicon atoms on a side chain and having a urethane bond on a main chain.
    Type: Grant
    Filed: December 27, 2017
    Date of Patent: December 10, 2019
    Assignee: SHIN-ETSU CHEMICAL CO., LTD.
    Inventors: Jun Hatakeyama, Motoaki Iwabuchi, Osamu Watanabe, Tohru Kubota
  • Patent number: 10345236
    Abstract: The present invention provides a method for inspecting the water content and oxygen transmissibility of an ophthalmic lens and an optical inspecting system for inspecting an ophthalmic lens. Through the voltage variation from the measurement of transmitted light the water content and oxygen transmissibility of an ophthalmic lens are obtained. The oxygen transmissibility of the ophthalmic lens which is not under the specific condition specified by the standardized inspecting method can also be obtained.
    Type: Grant
    Filed: July 12, 2018
    Date of Patent: July 9, 2019
    Assignee: NATIONAL APPLIED RESEARCH LABORATORIES
    Inventors: Chia-Lien Ma, Hsin-Yi Tsai, Chih-Ning Hsu, Yu-Hsuan Lin, Kuo-Cheng Huang, Joi-Tsang Shum
  • Patent number: 10329313
    Abstract: (Meth)acrylate-functionalized silicon compounds are easily prepared by the reaction of a (meth)acryloyl-functionalized chlorosilane with an organosilicon compound having silicon-bonded hydroxy groups. The carbon atom adjacent to the resulting O—Si linkage is bonded to at least one further carbon, rendering the product stable to hydrolysis despite the C—O—Si linkage.
    Type: Grant
    Filed: August 9, 2016
    Date of Patent: June 25, 2019
    Assignee: WACKER CHEMIE AG
    Inventor: Elke Fritz-Langhals
  • Patent number: 10308835
    Abstract: The invention is related to a cost-effective method for making a silicone hydrogel contact lens having a crosslinked hydrophilic coating thereon. A method of the invention involves heating a silicone hydrogel contact lens in an aqueous solution in the presence of a water-soluble, highly branched, thermally-crosslinkable hydrophilic polymeric material having positively-charged azetidinium groups, to and at a temperature from about 40° C. to about 140° C. for a period of time sufficient to covalently attach the thermally-crosslinkable hydrophilic polymeric material onto the surface of the silicone hydrogel contact lens through covalent linkages each formed between one azetidinium group and one of the reactive functional groups on and/or near the surface of the silicone hydrogel contact lens, thereby forming a crosslinked hydrophilic coating on the silicone hydrogel contact lens. Such method can be advantageously implemented directly in a sealed lens package during autoclave.
    Type: Grant
    Filed: July 11, 2017
    Date of Patent: June 4, 2019
    Assignee: Novartis AG
    Inventors: Yongxing Qiu, Newton T. Samuel, John Dallas Pruitt, Chandana Kolluru, Arturo Norberto Medina, Lynn Cook Winterton, Daqing Wu, Xinming Qian, Jared Nelson
  • Patent number: 10266693
    Abstract: Compositions for forming a silicone elastomer and the silicone elastomers thereby which have improved characteristics and which can be used for medical devices are disclosed. The composition for forming a silicone elastomer can include (A) an organopolysiloxane having silicon-bonded alkenyl groups; (B) an organohydrogensiloxane having an average of two or more silicon-bonded hydrogen atoms in the molecule; (C) an inorganic filler; and (D) a filler treatment agent which includes an alkenyl-containing group, e.g., an alkenyl-containing organosilane or organosilazane.
    Type: Grant
    Filed: June 17, 2016
    Date of Patent: April 23, 2019
    Assignee: NuSil Technology LLC
    Inventors: Matthew Kihara, James Lambert
  • Patent number: 10259900
    Abstract: The present invention relates to a process comprising the steps of reacting a reactive mixture comprising at least one silicone-containing component, at least one hydrophilic component, and at least one diluent to form an ophthalmic device having an advancing contact angle of less than about 80°; and contacting the ophthalmic device with an aqueous extraction solution at an elevated extraction temperature, wherein said at least one diluent has a boiling point at least about 10° higher than said extraction temperature.
    Type: Grant
    Filed: October 26, 2016
    Date of Patent: April 16, 2019
    Assignee: Johnson & Johnson Vision Care, Inc.
    Inventors: Azaam Alli, James D. Ford, Douglas G. Vanderlaan, Scott L. Joslin
  • Patent number: 10254443
    Abstract: This invention includes a wettable biomedical device containing a high molecular weight hydrophilic polymer and a hydroxyl-functionalized silicone-containing monomer.
    Type: Grant
    Filed: March 12, 2018
    Date of Patent: April 9, 2019
    Assignee: Johnson & Johnson Vision Care, Inc.
    Inventors: Kevin P. McCabe, Frank F. Molock, Jr., Gregory A. Hill, Azaam Alli, Robert B. Steffen, Douglas G. Vanderlaan, James D. Ford
  • Patent number: 10253112
    Abstract: The invention is related to a method for producing silicone medical devices, in particular, silicone contact lenses, having consistent mechanical properties in a cost-effective manner. The invention is also related to a silicone medical device, especially a soft silicone contact lens.
    Type: Grant
    Filed: February 16, 2017
    Date of Patent: April 9, 2019
    Assignee: Novartis AG
    Inventors: Frank Chang, Troy Vernon Holland, Xinming Qian, Robert Scott, Joseph Michael Lindacher, Uwe Haken
  • Patent number: 10241234
    Abstract: Provided is a silicone hydrogel soft contact lens obtained by curing in a double-sided casting mold, a liquid mixture including glycerol mono(meth)acrylate and at least one type of silicone monomer having at least one hydroxyl group or polyethylene glycol group in the molecular structure thereof, the silicone hydrogel soft contact lens having a wettable surface without a polymerized lens-shaped material being subjected to post-processing to improve the water wetting properties of a surface thereof.
    Type: Grant
    Filed: March 11, 2013
    Date of Patent: March 26, 2019
    Assignee: HOYA CORPORATION
    Inventor: Suguru Imafuku
  • Patent number: 10151936
    Abstract: The present invention relates to improved contact lens products which not only have an improved and sustainable wettability. The contact lens product of the invention comprises a soft hydrogel contact lens immersed and autoclaved in a packaging solution including a polyoxyethylene-polyoxybutylene block copolymer and a high molecular weight copolymer of N-vinylpyrrolidone and at least one amino-containing vinylic monomer. The present invention also provides methods for making contact lens products of the invention.
    Type: Grant
    Filed: October 25, 2017
    Date of Patent: December 11, 2018
    Assignee: Novartis AG
    Inventors: Leroy Wainaina Muya, Howard Allen Ketelson
  • Patent number: 10082604
    Abstract: The invention provides a hydrophilized carbosiloxane vinylic monomer which comprises (1) a poly(carbosiloxane) segment, (2) one sole ethylenically unsaturated group, and (3) at least one terminal or pendant group which is a hydrophilic group or hydrophilic polymer chain. The present invention is also related to a polymer, an actinically-crosslinkable silicone-containing prepolymer, a silicone hydrogel polymeric material, or a silicone hydrogel contact lens, which comprises monomeric units derived from a hydrophilized carbosiloxane vinylic monomer of the invention.
    Type: Grant
    Filed: May 18, 2017
    Date of Patent: September 25, 2018
    Assignee: Novartis AG
    Inventors: Jinyu Huang, Frank Chang
  • Patent number: 9958578
    Abstract: The invention provides a material including a first siloxane macromer shown as formula (I): in which R1, R2 and R3 are C1-C4 alkyl groups, R4 is C1-C6 alkyl group, R5 is C1-C4 alkylene group, R6 is —OR7O— or —NH—, R7 and R8 are C1-C4 alkylene groups and m is an integer of 1-2, n is an integer of 4-80; a second siloxane macromer shown as formula (II): in which R9, R10 and R11 are C1-C4 alkyl groups, R12, R13 and R15 are C1-C3 alkylene group, R14 is a residue obtained by removing NCO group from an aliphatic or aromatic diisocyanate, and o is an integer of 4-80, p is an integer of 0-1; q is an integer of about 1-20; at least one hydrophilic monomer and an initiator.
    Type: Grant
    Filed: February 24, 2017
    Date of Patent: May 1, 2018
    Assignee: BenQ Materials Corporation
    Inventors: Fan-Dan Jan, Pei-Yi Liu
  • Patent number: 9829723
    Abstract: The present invention relates to improved contact lens products which not only have an improved and sustainable wettability. The contact lens product of the invention comprises a soft hydrogel contact lens immersed and autoclaved in a packaging solution including a polyoxyethylene-polyoxybutylene block copolymer and a high molecular weight copolymer of N-vinylpyrrolidone and at least one amino-containing vinylic monomer. The present invention also provides methods for making contact lens products of the invention.
    Type: Grant
    Filed: November 15, 2016
    Date of Patent: November 28, 2017
    Assignee: Novartis AG
    Inventors: Leroy Wainaina Muya, Howard Allen Ketelson
  • Patent number: 9816009
    Abstract: The invention is related to a hydrated silicone hydrogel contact lens having a layered structural configuration: a lower water content silicone hydrogel core (or bulk material) completely covered with a layer of a higher water content hydrogel totally or substantially free of silicone. A hydrated silicone hydrogel contact lens of the invention possesses high oxygen permeability for maintaining the corneal health and a soft, water-rich, lubricious surface for wearing comfort.
    Type: Grant
    Filed: July 6, 2016
    Date of Patent: November 14, 2017
    Assignee: Novartis AG
    Inventors: Yongxing Qiu, John Dallas Pruitt, Sibichen J. Thekveli, Robert Carey Tucker, Jared Nelson
  • Patent number: 9752032
    Abstract: The present invention relates to a curable silicone composition comprising: (A) an organopolysiloxane resin having at least two alkenyl groups in a molecule; (B) an organopolysiloxane represented by a general formula; (C) an organosiloxane (C1) having silicon-bonded hydrogen atoms at both molecular terminals, an organopolysiloxane (C2) having at least two silicon-bonded hydrogen atoms in a molecule, or a mixture of components (C1) and (C2); and (D) a hydrosilylation reaction catalyst. The curable silicone composition has excellent handleability and can form a cured product with a high refractive index and low gas permeability when cured.
    Type: Grant
    Filed: December 24, 2013
    Date of Patent: September 5, 2017
    Assignee: DOW CORNING TORAY CO., LTD.
    Inventors: Kazuhiro Nishijima, Takashi Sagawa, Tomohiro Iimura, Michitaka Suto, Kasumi Takeuchi, Haruhiko Furukawa, Yoshitsugu Morita
  • Patent number: 9738813
    Abstract: The invention is related to a cost-effective method for making a silicone hydrogel contact lens having a crosslinked hydrophilic coating thereon. A method of the invention involves heating a silicone hydrogel contact lens in an aqueous solution in the presence of a water-soluble, highly branched, thermally-crosslinkable hydrophilic polymeric material having positively-charged azetidinium groups, to and at a temperature from about 40° C. to about 140° C. for a period of time sufficient to covalently attach the thermally-crosslinkable hydrophilic polymeric material onto the surface of the silicone hydrogel contact lens through covalent linkages each formed between one azetidinium group and one of the reactive functional groups on and/or near the surface of the silicone hydrogel contact lens, thereby forming a crosslinked hydrophilic coating on the silicone hydrogel contact lens. Such method can be advantageously implemented directly in a sealed lens package during autoclave.
    Type: Grant
    Filed: October 20, 2016
    Date of Patent: August 22, 2017
    Assignee: Novartis AG
    Inventors: Yongxing Qiu, Newton T. Samuel, John Dallas Pruitt, Chandana Kolluru, Arturo Norberto Medina, Lynn Cook Winterton, Daqing Wu, Xinming Qian, Jared Nelson
  • Patent number: 9708087
    Abstract: The present invention generally relates to a cost-effective and time-efficient method for applying a crosslinked hydrophilic coating onto a silicone hydrogel contact lens to reduce its positively charged preservatives such as PHMB uptake and to improve its hydrophilicity and lubricity.
    Type: Grant
    Filed: December 16, 2014
    Date of Patent: July 18, 2017
    Assignee: Novartis AG
    Inventor: Yongxing Qiu
  • Patent number: 9612364
    Abstract: The present invention relates to ionic silicone hydrogel polymers comprising at least one pharmaceutical or nutriceutical component and displaying improved lysozyme uptake, low contact angle and reduced water soluble polymeric ammonium salt uptake.
    Type: Grant
    Filed: March 13, 2015
    Date of Patent: April 4, 2017
    Assignee: Johnson & Johnson Vision Care, Inc.
    Inventors: Shivkumar Mahadevan, Zohra Fadli, Charles Scales, Thomas Maggio, Kunisi Venkatasubban, Eric R. George, James D. Ford, Carrie L. Davis, Leah Hansen, Scott L. Joslin, Douglas G. Vanderlaan, Ranganath Raja, Sharmila Muthukrishnan, C. Surendran, R. Sridharan
  • Patent number: 9599751
    Abstract: The present invention relates to ionic silicone hydrogel polymers displaying improved lysozyme uptake, low contact angle and reduced water soluble polymeric ammonium salt uptake.
    Type: Grant
    Filed: September 2, 2015
    Date of Patent: March 21, 2017
    Assignee: Johnson & Johnson Vision Care, Inc.
    Inventors: Shivkumar Mahadevan, Zohra Fadli, Charles Scales, Thomas Maggio, Kunisi Venkatasubban, Eric R. George, James D. Ford, Carrie L. Davis, Leah Hansen, Scott L. Joslin
  • Patent number: 9567441
    Abstract: One of the purposes of the present invention is to provide a polysiloxane which has polymerizable groups at the both terminals, is well compatible with another hydrophilic monomer, and provides a (co)polymer having improved durability of mechanical strengths. The present invention provides a compound represented by the formula (1) having a group represented by the formula (3) as a hydrophilic side chain, which is characterized in that the hydrophilic side chain has an alkyl group having three hydroxyl groups and no ether bond. Further, the present invention provides a method for preparing the silicone.
    Type: Grant
    Filed: April 22, 2016
    Date of Patent: February 14, 2017
    Assignee: SHIN-ETSU CHEMICAL CO., LTD.
    Inventor: Muneo Kudo
  • Patent number: 9568645
    Abstract: The invention provides silicone hydrogel ophthalmic lenses (in particular contact lenses) having relatively-long thermal stability and methods for making such ophthalmic lenses.
    Type: Grant
    Filed: September 25, 2014
    Date of Patent: February 14, 2017
    Assignee: Novartis AG
    Inventors: Frank Chang, Jinyu Huang, Ryan DeSousa
  • Patent number: 9567352
    Abstract: The invention provides a TRIS-containing vinylic monomer which comprises one sole (meth)acryloyloxy group and a tris(trimethylsiloxy)silyl group covalently linked to the ethylenically-unsaturated group through a polyoxyethylene linker. The present invention is also related to a polymer, an actinically-crosslinkable silicone-containing prepolymer, a silicone hydrogel polymeric material, or a silicone hydrogel contact lens, which comprises monomeric units derived from a TRIS-containing vinylic monomer of the invention. In addition, the invention provides a method for making a TRIS-containing vinylic monomer of the invention.
    Type: Grant
    Filed: September 14, 2016
    Date of Patent: February 14, 2017
    Assignees: Novartis AG, Shin-Etsu Chemical Company, Ltd.
    Inventors: Frank Chang, Mamoru Hagiwara, Shoji Ichinohe
  • Patent number: 9550916
    Abstract: This invention relates to a silicone material satisfying any of the following conditions in an elemental composition percentage of the silicone material surface according to X-ray photoelectron spectroscopy (ESCA): (i) the elemental composition percentage of carbon atoms is from 50.0 to 70.0 atom %; (ii) a ratio of the elemental composition percentage of carbon atoms to the elemental composition percentage of silicon atoms (C/Si) is from 2.0 to 5.0; or (iii) both of the above conditions (i) and (ii). The silicone material is stable against light and heat, in which a decrease in transmittance and generation of cracks do not tend to occur.
    Type: Grant
    Filed: March 24, 2016
    Date of Patent: January 24, 2017
    Assignee: DOW CORNING TORAY CO., LTD.
    Inventors: Shin Yoshida, Tomohiro Iimura
  • Patent number: 9523793
    Abstract: A composition is provided for manufacturing contact lenses including a siloxane macromer represented by the following formula (I): wherein R1, R2 and R3 are independently C1-C4 alkyl groups, R4 is C1-C6 alkyl group, R5 is a residue obtained by removing NCO group from an aliphatic or aromatic diisocyanate, R6 and R7 are independently alkylene groups, and n is an integer of about 4-80, m is an integer of about 3-40; a crosslinking agent or a siloxane macromer represented by the following formula (II), wherein p is an integer of 4-80 and q is an integer of 3-40: and an initiator.
    Type: Grant
    Filed: June 4, 2012
    Date of Patent: December 20, 2016
    Assignee: BenQ Materials Corporation
    Inventor: Fan-Dan Jan
  • Patent number: 9500775
    Abstract: The invention provide a class of actinically-crosslinkable amphiphilic prepolymers which comprise at least one polysiloxane segment, at least one polyoxazoline segment, and two terminal ene groups. The present invention is also related to a medical device comprising a silicone hydrogel material obtained from step-growth polymerization of a polymerizable material comprising a prepolymer of the invention and to a method for producing contact lenses from a prepolymer of the invention.
    Type: Grant
    Filed: August 31, 2015
    Date of Patent: November 22, 2016
    Assignee: Novartis AG
    Inventors: Frank Chang, Venkat Shankar
  • Patent number: 9487612
    Abstract: There is provided a trisiloxane having a 3-(meth)acryloxy-substituted (hydroxylcyclohexyl)ethyl group, useful in making water absorbing silicone-hydrogel films for biomedical devices, such as contact lens, and a process for producing these monomers. This invention also provides for copolymers made from the trisiloxane having a 3-(meth)acryloxy-substituted (hydroxylcyclohexyl)ethyl group described herein.
    Type: Grant
    Filed: February 5, 2014
    Date of Patent: November 8, 2016
    Assignee: Momentive Performance Materials Inc.
    Inventors: John Nicholson, Ping Jiang, Vikram Kumar, Anubhav Saxena, Umapathy Senthilkumar, Eric Pohl, Kendall Guyer
  • Patent number: 9475827
    Abstract: The invention provides a TRIS-containing vinylic monomer which comprises one sole (meth)acryloyloxy group and a tris(trimethylsiloxy)silyl group covalently linked to the ethylenically-unsaturated group through a polyoxyethylene linker. The present invention is also related to a polymer, an actinically-crosslinkable silicone-containing prepolymer, a silicone hydrogel polymeric material, or a silicone hydrogel contact lens, which comprises monomeric units derived from a TRIS-containing vinylic monomer of the invention. In addition, the invention provides a method for making a TRIS-containing vinylic monomer of the invention.
    Type: Grant
    Filed: December 13, 2013
    Date of Patent: October 25, 2016
    Assignees: SHIN-ETSU CHEMICAL COMPANY, LTD., NOVARTIS AG
    Inventors: Frank Chang, Mamoru Hagiwara, Shoji Ichinohe
  • Patent number: 9388266
    Abstract: The invention provides a fluoro-containing ether monomer for fabricating contact lenses represented by following formula (I): In formula (I), R10 is fluoroalkyl group (CxFyHz, wherein x is an integer of 2-20, y is an integer of 5-30, and y+z=2x?1), R11 is oxygen, nitrogen or sulfur; R12 is C1-C3 alkylene; n is an integer of 3-40.
    Type: Grant
    Filed: March 6, 2015
    Date of Patent: July 12, 2016
    Assignee: BenQ Materials Corporation
    Inventor: Fan-Dan Jan
  • Patent number: 9382365
    Abstract: The invention provides a fluoro-containing ether monomer for fabricating contact lenses represented by following formula (I): In formula (I), R10 is fluoroalkyl group (CxFyHz, wherein x is an integer of 2-20, y is an integer of 5-30, and y+z=2x+1), R11 is oxygen, nitrogen or sulfur; R12 is C1-C3 alkylene; n is an integer of 3-40.
    Type: Grant
    Filed: March 6, 2015
    Date of Patent: July 5, 2016
    Assignee: BenQ Materials Corporation
    Inventor: Fan-Dan Jan
  • Patent number: 9364853
    Abstract: The present invention relates to methods of modifying the chemical structure of a surface by covalently attaching molecules containing desired functional groups on the surface using plasma energy. In these methods, chemical compounds containing the desired functional groups and having a vapor pressure lower than 0.001 bar are exposed in the plasma chamber together with the substrate. Surface area of the chemical compound is optimized to generate adequate evaporation rate. The modification of the substrate surface is achieved in a plasma state generated from the vapor of the chemical compounds; while the evaporation of the chemical compounds is accelerated by the plasma energy. Methods for producing non-fouling surface by covalently attaching ethylene glycol oligomers on the surface are disclosed.
    Type: Grant
    Filed: February 23, 2012
    Date of Patent: June 14, 2016
    Inventor: Xiaoxi Kevin Chen
  • Patent number: 9360594
    Abstract: Silicone hydrogel contact lenses having a high water content are described. The lenses are derived from a polymerizable composition including a first siloxane monomer represented by formula (1): wherein m of formula (1) represents one integer from 3 to 10, n of formula (1) represents one integer from 1 to 10, R1 of formula (1) is an alkyl group having from 1 to 4 carbon atoms, and each R2 of formula (1) is independently either a hydrogen atom or a methyl group; the lenses also include units derived from a second siloxane monomer having a number average molecular weight of at least 7,000 daltons, and at least one vinyl-containing cross-linking agent. The lenses have average equilibrium water contents from about 30% wt/wt to about 70% wt/wt when fully hydrated. Batches of silicone hydrogel contact lenses and methods of making silicone hydrogel contact lenses are also described.
    Type: Grant
    Filed: February 23, 2012
    Date of Patent: June 7, 2016
    Assignee: CooperVision International Holding Company, LP
    Inventors: Yuwen Liu, Charlie Chen, Ye Hong, Charles A. Francis, Li Yao, Arthur Back
  • Patent number: 9322958
    Abstract: Silicone hydrogel contact lenses are provided which have reduced modulus and contact angle properties, and which have acceptable wettabilities for use in daily wear and extended or continuous wear applications.
    Type: Grant
    Filed: January 14, 2013
    Date of Patent: April 26, 2016
    Assignee: CooperVision International Holding Company, LP
    Inventors: Arthur Back, Junichi Iwata, Tsuneo Hoki, Seiichiro Ikawa
  • Patent number: 9296159
    Abstract: Silicone hydrogel contact lenses that are derived from a polymerizable composition including at least one siloxane monomer and at least one hydrophobic ethylene glycol methyl ether methacrylate-containing monomer, or at least one hydrophilic vinyl ether-containing monomer, or both, wherein, when the at least one hydrophobic ethylene glycol methyl ether methacrylate-containing monomer is present in the polymerizable composition, it is present in an amount of from 1 to 20 unit parts by weight, and when the at least one hydrophilic vinyl ether-containing monomer is present in the polymerizable composition, it is present in an amount of from 1 to 20 unit parts by weight, are described. Batches of silicone hydrogel contact lenses and methods of making silicone hydrogel contact lenses are also described.
    Type: Grant
    Filed: February 23, 2012
    Date of Patent: March 29, 2016
    Assignee: CooperVision International Holding Company, LP
    Inventors: Ying Zheng, Yuan Xu, Junhao Ge, Charles A. Francis, Yuan Sun, Yuwen Liu, Charlie Chen, Ye Hong, Hongjin Qiu, Li Yao, Arthur Back
  • Patent number: 9268064
    Abstract: The invention provides an amphiphilic siloxane-containing (meth)acrylamide which comprises one sole (meth)acrylamido group, one sole tris(trimethylsiloxy)silyl group, and one polyethylene glycol segment which is either dangling polymer chain or a hydrophilic linker between the (meth)acrylamido group and the tris(trimethylsiloxy)silyl group. The present invention is also related to a polymer, an actinically-crosslinkable silicone-containing prepolymer, a silicone hydrogel polymeric material, or a silicone hydrogel contact lens, which comprises monomeric units derived from an amphiphilic siloxane-containing (meth)acrylamido group, one tris(trimethylsiloxy)silyl group of the invention.
    Type: Grant
    Filed: June 30, 2015
    Date of Patent: February 23, 2016
    Assignee: Novartis AG
    Inventors: Frank Chang, Jian S. Zhou
  • Patent number: 9266985
    Abstract: One of the purposes of the present invention is to provide a silicone compound which has a specific number of silicon atoms, is well compatible with (meth)acryl monomers, is suitable as an ophthalmic monomer and provides a polymer having excellent durability of mechanical strength in a buffered phosphate solution. Another purpose of the present invention is to provide a silicone compound which functions well as a crosslinking agent for a polymerizable monomer. Further, another purpose is to provide a method for preparing the silicone compound, in particular the silicone compound having one specific structure at a high ratio. In the first aspect, the present invention provides a compound represented by the following formula (1-1): and a method for preparing the silicone compound. In the second aspect, the present invention provides a compound represented by the following formula (2-1): and a method for preparing the silicone compound.
    Type: Grant
    Filed: November 13, 2014
    Date of Patent: February 23, 2016
    Assignee: SHIN-ETSU CHEMICAL CO., LTD.
    Inventors: Muneo Kudo, Shoji Ichinohe
  • Patent number: 9248668
    Abstract: An inkjet recording apparatus for forming an image by discharging an ink including an ink pigment and a polymerizable compound containing at least an N-vinyl lactam, in which the 90% diameter in cumulative volume distribution of the particle diameters of the ink pigment is equal to or less than 500 nm and the content of N-vinyl lactam is 3% to 24%, from nozzles of an inkjet head, which includes nozzle arrays having nozzles each of which discharges a curable ink cured by applied active energy and which are arranged in the first direction at a pitch P, the nozzle arrays being N (N?4) nozzle arrays of every color, which respectively discharge thick inks of at least four colors and which nozzle arrays are arranged to be shifted by P/N away from each other in the first direction.
    Type: Grant
    Filed: April 24, 2015
    Date of Patent: February 2, 2016
    Assignee: FUJIFILM Corporation
    Inventors: Kyohei Mochizuki, Yasuhiko Kachi, Kazuo Sanada, Hirofumi Saita, Kazuaki Okamori
  • Patent number: 9244200
    Abstract: The invention is related to a hydrated silicone hydrogel contact lens having a layered structural configuration: a lower water content silicone hydrogel core (or bulk material) completely covered with a layer of a higher water content hydrogel totally or substantially free of silicone. A hydrated silicone hydrogel contact lens of the invention possesses high oxygen permeability for maintaining the corneal health and a soft, water-rich, lubricious surface for wearing comfort.
    Type: Grant
    Filed: December 9, 2014
    Date of Patent: January 26, 2016
    Assignee: Novartis AG
    Inventors: Yongxing Qiu, John Dallas Pruitt, Sibichen J. Thekveli, Robert Carey Tucker, Jared Nelson
  • Patent number: 9239409
    Abstract: The invention is related to a cost-effective method for making a silicone hydrogel contact lens having a crosslinked hydrophilic coating thereon. A method of the invention involves heating a silicone hydrogel contact lens in an aqueous solution in the presence of a water-soluble, highly branched, thermally-crosslinkable hydrophilic polymeric material having positively-charged azetidinium groups, to and at a temperature from about 40° C. to about 140° C. for a period of time sufficient to covalently attach the thermally-crosslinkable hydrophilic polymeric material onto the surface of the silicone hydrogel contact lens through covalent linkages each formed between one azetidinium group and one of the reactive functional groups on and/or near the surface of the silicone hydrogel contact lens, thereby forming a crosslinked hydrophilic coating on the silicone hydrogel contact lens. Such method can be advantageously implemented directly in a sealed lens package during autoclave.
    Type: Grant
    Filed: December 16, 2014
    Date of Patent: January 19, 2016
    Assignee: Novartis AG
    Inventors: Yongxing Qiu, Newton T. Samuel, John Dallas Pruitt, Chandana Kolluru, Arturo Norberto Medina, Lynn Cook Winterton, Daqing Wu, Xinming Qian, Jared Nelson
  • Patent number: 9170349
    Abstract: The present invention relates to ionic silicone hydrogel polymers displaying improved lysozyme uptake, low contact angle and reduced water soluble polymeric ammonium salt uptake.
    Type: Grant
    Filed: April 18, 2012
    Date of Patent: October 27, 2015
    Assignee: Johnson & Johnson Vision Care, Inc.
    Inventors: Shivkumar Mahadevan, Zohra Fadli, Charles Scales, Thomas Maggio, Kunisi Venkatasubban, Eric R. George, James D. Ford, Carrie L. Davis, Leah Hansen, Scott L. Joslin
  • Patent number: 9151873
    Abstract: The invention provide a class of actinically-crosslinkable amphiphilic prepolymers which comprise at least one polysiloxane segment, at least one polyoxazoline segment, and two terminal ene groups. The present invention is also related to a medical device comprising a silicone hydrogel material obtained from step-growth polymerization of a polymerizable material comprising a prepolymer of the invention and to a method for producing contact lenses from a prepolymer of the invention.
    Type: Grant
    Filed: December 13, 2013
    Date of Patent: October 6, 2015
    Assignee: Novartis AG
    Inventors: Frank Chang, Manivakkam J. Shankernarayanan
  • Patent number: 9140825
    Abstract: The present invention relates to a process comprising the steps of reacting a reactive mixture comprising at least one silicone-containing component, at least one hydrophilic component, and at least one diluent to form an ophthalmic device having an advancing contact angle of less than about 80°; and contacting the ophthalmic device with an aqueous extraction solution at an elevated extraction temperature, wherein said at least one diluent has a boiling point at least about 10° higher than said extraction temperature.
    Type: Grant
    Filed: December 19, 2012
    Date of Patent: September 22, 2015
    Assignee: Johnson & Johnson Vision Care, Inc.
    Inventors: Azaam Alli, James D. Ford, Douglas G. Vanderlaan, Scott L. Joslin