WO2007078550A3 - Sulfur-containing oligomers and high index polyurethanes prepared therefrom - Google Patents

Sulfur-containing oligomers and high index polyurethanes prepared therefrom Download PDF

Info

Publication number
WO2007078550A3
WO2007078550A3 PCT/US2006/046639 US2006046639W WO2007078550A3 WO 2007078550 A3 WO2007078550 A3 WO 2007078550A3 US 2006046639 W US2006046639 W US 2006046639W WO 2007078550 A3 WO2007078550 A3 WO 2007078550A3
Authority
WO
WIPO (PCT)
Prior art keywords
diene
sulfur
aromatic
high index
prepared therefrom
Prior art date
Application number
PCT/US2006/046639
Other languages
French (fr)
Other versions
WO2007078550A2 (en
Inventor
Nina V Bojkova
Robert D Herold
William H Mcdonald
Marvin J Graham
Robert A Smith
Original Assignee
Ppg Ind Ohio Inc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Ppg Ind Ohio Inc filed Critical Ppg Ind Ohio Inc
Priority to JP2008545653A priority Critical patent/JP4959716B2/en
Priority to EP06844929A priority patent/EP1960453B1/en
Priority to CN2006800474514A priority patent/CN101331171B/en
Publication of WO2007078550A2 publication Critical patent/WO2007078550A2/en
Publication of WO2007078550A3 publication Critical patent/WO2007078550A3/en
Priority to IL191673A priority patent/IL191673A/en
Priority to HK09101495.9A priority patent/HK1124626A1/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72—Polyisocyanates or polyisothiocyanates
    • C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
    • C08G18/75—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic
    • C08G18/758—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing two or more cycloaliphatic rings
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08—Processes
    • C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08—Processes
    • C08G18/16—Catalysts
    • C08G18/18—Catalysts containing secondary or tertiary amines or salts thereof
    • C08G18/1816—Catalysts containing secondary or tertiary amines or salts thereof having carbocyclic groups
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements

Abstract

The present invention provides polythiol oligomer formed by the reaction of at least two or more different dienes and at least one or more dithiol wherein stoichiometric ratio of the sum of the number of equivalents of all polythiols to the sum of the number of equivalents of all dienes used to form said polythiol oligomer is greater than 1.0 : 1.0; and wherein said two or more different dienes comprise (a) at least one non-cyclic diene and at least one cyclic diene; or (b) at least one aromatic ring-containing diene and at least one non-aromatic cyclic diene; or (c) at least one non-aromatic monocyclic diene and at least one non-aromatic polycyclic diene; Sulfur-containing polyurethane of the present invention can be prepared by combining polyisocyanate, polyisothiocyanate, or mixture thereof; the polythiol oligomer described above; and active hydrogen-containing material.
PCT/US2006/046639 2005-12-16 2006-12-06 Sulfur-containing oligomers and high index polyurethanes prepared therefrom WO2007078550A2 (en)

Priority Applications (5)

Application Number Priority Date Filing Date Title
JP2008545653A JP4959716B2 (en) 2005-12-16 2006-12-06 Sulfur-containing oligomers and high index polyurethanes prepared therefrom
EP06844929A EP1960453B1 (en) 2005-12-16 2006-12-06 Sulfur-containing oligomers and high index polyurethanes prepared therefrom
CN2006800474514A CN101331171B (en) 2005-12-16 2006-12-06 Sulfur-containing oligomers and high index polyurethanes prepared therefrom
IL191673A IL191673A (en) 2005-12-16 2008-05-22 Sulfur-containing polyurethane, method of preparing sulfur-containing polyurethane, an optical article comprising a sulfur-containing polyurethane and a photochromic article
HK09101495.9A HK1124626A1 (en) 2005-12-16 2009-02-18 Sulfur-containing oligomers and high index polyurethanes prepared therefrom

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US11/303,707 2005-12-16
US11/303,707 US8017720B2 (en) 2005-12-16 2005-12-16 Sulfur-containing oligomers and high index polyurethanes prepared therefrom

Publications (2)

Publication Number Publication Date
WO2007078550A2 WO2007078550A2 (en) 2007-07-12
WO2007078550A3 true WO2007078550A3 (en) 2008-02-07

Family

ID=37891941

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2006/046639 WO2007078550A2 (en) 2005-12-16 2006-12-06 Sulfur-containing oligomers and high index polyurethanes prepared therefrom

Country Status (8)

Country Link
US (1) US8017720B2 (en)
EP (1) EP1960453B1 (en)
JP (1) JP4959716B2 (en)
KR (1) KR100985287B1 (en)
CN (1) CN101331171B (en)
HK (1) HK1124626A1 (en)
IL (1) IL191673A (en)
WO (1) WO2007078550A2 (en)

Families Citing this family (33)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20060241273A1 (en) * 2001-11-16 2006-10-26 Bojkova Nina V High impact poly (urethane urea) polysulfides
US9464169B2 (en) 2004-09-01 2016-10-11 Ppg Industries Ohio, Inc. Polyurethanes, articles and coatings prepared therefrom and methods of making the same
US11008418B2 (en) 2004-09-01 2021-05-18 Ppg Industries Ohio, Inc. Polyurethanes, articles and coatings prepared therefrom and methods of making the same
US20090280329A1 (en) 2004-09-01 2009-11-12 Ppg Industries Ohio, Inc. Polyurethanes, Articles and Coatings Prepared Therefrom and Methods of Making the Same
US11591436B2 (en) 2004-09-01 2023-02-28 Ppg Industries Ohio, Inc. Polyurethane article and methods of making the same
US11149107B2 (en) 2004-09-01 2021-10-19 Ppg Industries Ohio, Inc. Polyurethanes, articles and coatings prepared therefrom and methods of making the same
US20090280709A1 (en) 2004-09-01 2009-11-12 Ppg Industries Ohio, Inc. Polyurethanes, Articles and Coatings Prepared Therefrom and Methods of Making the Same
US11248083B2 (en) 2004-09-01 2022-02-15 Ppg Industries Ohio, Inc. Aircraft windows
EP1988109B1 (en) * 2006-02-21 2013-05-29 Mitsui Chemicals, Inc. Polymerizable composition for polythiourethane optical material
JP4838882B2 (en) * 2006-05-05 2011-12-14 ピーピージー インダストリーズ オハイオ，インコーポレイテッド Thioether functional polythiol oligomer and articles prepared therefrom
WO2009132070A2 (en) * 2008-04-22 2009-10-29 The Regents Of The University Of Colorado, A Body Corporate Thiol-vinyl and thiol-yne systems for shape memory polymers
WO2010128770A2 (en) * 2009-05-04 2010-11-11 주식회사 케이오씨솔루션 Resin composition for urethane optical lens having excellent thermal resistance and reactivity
KR101157497B1 (en) * 2009-05-04 2012-06-20 주식회사 케이오씨솔루션 Resin Composition Having High Heat Resistance and Good Reactivity for Urethane Optical Lens
US10047259B2 (en) 2010-08-13 2018-08-14 Prc-Desoto International, Inc. Methods for making cured sealants by actinic radiation and related compositions
US9533798B2 (en) 2010-08-13 2017-01-03 Prc-Desoto International, Inc. Uses of UV-curable polythioether sealants for sealing fasteners and for smoothing surfaces
US8729198B2 (en) * 2010-08-13 2014-05-20 Prc Desoto International, Inc. Compositions comprising thiol-terminated polymers and sulfur-containing ethylenically unsaturated silanes and related cured sealants
US8932685B2 (en) 2010-08-13 2015-01-13 Prc-Desoto International, Inc. Methods for making cured sealants by actinic radiation and related compositions
WO2012141306A1 (en) * 2011-04-13 2012-10-18 Hoya株式会社 Photochromic lens for eye glasses
TWI432470B (en) * 2011-12-30 2014-04-01 Chi Mei Corp Modified high cis conjugated diene copolymer and manufacturing method of the same
US9568643B2 (en) 2012-12-13 2017-02-14 Ppg Industries Ohio, Inc. Polyurethane urea-containing compositions and optical articles and methods for preparing them
JP2015025092A (en) * 2013-07-29 2015-02-05 旭化成イーマテリアルズ株式会社 Curable composition
WO2015016363A1 (en) * 2013-08-02 2015-02-05 三井化学株式会社 Polymerizable composition for photochromic optical material
CN105294975A (en) * 2015-11-30 2016-02-03 黄河三角洲京博化工研究院有限公司 Method for improving heat resistance of polyurethane resin optical material
JP2018070865A (en) 2016-10-25 2018-05-10 三井化学株式会社 Polymerizable composition for optical material, optical material obtained from the composition, and method for producing the composition
EP3998252A1 (en) 2017-10-26 2022-05-18 Shikoku Chemicals Corporation Thiol compounds, synthesis method therefor, and utilization of said thiol compounds
JP7106426B2 (en) * 2017-11-02 2022-07-26 四国化成工業株式会社 Thiol compound, its synthesis method and use of said thiol compound
US11098222B2 (en) * 2018-07-03 2021-08-24 Prc-Desoto International, Inc. Sprayable polythioether coatings and sealants
CN109824843B (en) * 2018-12-25 2021-04-20 万华化学集团股份有限公司 Polythiourethane resin composition and application thereof in optical material
CN109970944B (en) * 2019-04-02 2021-07-13 四川达威科技股份有限公司 Aqueous polyurethane acrylate dispersion, preparation method thereof and coating material with self-repairing performance
CN110903479A (en) * 2019-12-02 2020-03-24 锦西化工研究院有限公司 Preparation method of thioether polymer used as polysulfide sealant plasticizer
KR20230136659A (en) * 2021-02-16 2023-09-26 피알시-데소토 인터내쇼날, 인코포레이티드 Compositions Containing Free Radical Polymerization Initiators
CN113444220B (en) * 2021-06-25 2022-03-04 宁波昌亚新材料科技股份有限公司 Isosorbide-based antibacterial self-healing polyurethane and preparation method and application thereof
CN113929908B (en) * 2021-09-28 2023-08-04 武汉纺织大学 Bio-based antibacterial adhesive and preparation method thereof

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5976422A (en) * 1998-03-09 1999-11-02 Ppg Industries Ohio, Inc. Optical resin composition
EP1116735A1 (en) * 1999-05-27 2001-07-18 Nof Corporation Monomer composition for optical plastic material, optical plastic material, and lens
EP0802208B1 (en) * 1996-04-19 2001-09-05 Mitsui Chemicals, Inc. Optical resin composition and use thereof
US20040138401A1 (en) * 2002-11-05 2004-07-15 Nina Bojkova High impact poly (urethane urea) polysulfides

Family Cites Families (187)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2370567A (en) 1941-03-28 1945-02-27 Pittsburgh Plate Glass Co Preparation of carbonic acid esters
US2403113A (en) 1942-03-07 1946-07-02 Pittsburgh Plate Glass Co Unsaturated carbonate ester and polymer thereof
US2644007A (en) 1951-10-08 1953-06-30 Du Pont Preparation of polyamine hydrochlorides and polyisocyanates
US2680127A (en) 1952-01-02 1954-06-01 Monsanto Chemicals Method of making organic isocyanates
US2965650A (en) 1955-06-08 1960-12-20 Du Pont Keto-substituted dithiacycloparaffins of 7 to 9 annular atoms and their preparation
US2908703A (en) 1955-08-16 1959-10-13 Harold K Latourette Preparation of aromatic isocyanates
US3169945A (en) 1956-04-13 1965-02-16 Union Carbide Corp Lactone polyesters
US2965651A (en) 1957-09-20 1960-12-20 Monsanto Chemicals Episulfide compounds
US3361706A (en) 1964-03-06 1968-01-02 American Cyanamid Co Control of the photochromic return rate of (arylazo) thioformic arylhydrazidates
US3567605A (en) 1966-03-30 1971-03-02 Ralph S Becker Photochemical process
US3725229A (en) * 1966-07-26 1973-04-03 Grace W R & Co High energy curable liquid polyene polythiol polymer composition
GB1186987A (en) 1967-08-30 1970-04-08 Fuji Photo Film Co Ltd Photochromic Compounds
JPS4948631B1 (en) 1968-10-28 1974-12-23
US3766148A (en) 1971-05-17 1973-10-16 Allied Chem Polyurethane elastomers prepared from 4,4 - methylene-bis(cyclohexyl isocyanate),polyol and methylene dianiline
US3866242A (en) 1972-10-27 1975-02-18 Goodyear Aerospace Corp Protective shield
GB1419985A (en) 1973-01-22 1976-01-07 American Cyanamid Co Photochromic filter for human spectacles
DE2419251B2 (en) 1974-04-22 1976-10-28 Siemens AG, 1000 Berlin und 8000 München TIME LEVEL FOR PCM TIME MULTIPLEX COUPLING FIELDS
US4166043A (en) 1974-12-23 1979-08-28 American Optical Corporation Stabilized photochromic materials
US4367170A (en) 1975-01-24 1983-01-04 American Optical Corporation Stabilized photochromic materials
US4753751A (en) 1975-02-05 1988-06-28 The Goodyear Tire & Rubber Company Polyurethane composition
US4095637A (en) 1975-06-09 1978-06-20 The Goodyear Tire & Rubber Company Solid polyurethane tire/wheel assembly
US4153777A (en) 1975-10-01 1979-05-08 Goodyear Aerospace Corporation Polyurethane and method of making
US4101529A (en) 1976-02-04 1978-07-18 Ppg Industries, Inc. Hard, optically clear polyurethane articles
US4160853A (en) 1976-04-28 1979-07-10 Ppg Industries, Inc. Catalyst for making polycarbonate diols for use in polycarbonate urethanes
DE2731815A1 (en) 1977-07-14 1979-02-01 Basf Ag POLYURETHANE UREA ELASTOMERS
US4342668A (en) 1978-09-08 1982-08-03 American Optical Corporation Photochromic compounds
US4215010A (en) 1978-09-08 1980-07-29 American Optical Corporation Photochromic compounds
US4365051A (en) 1980-02-25 1982-12-21 The Goodyear Tire & Rubber Company Polyurethane prepared from diamine and prepolymer
DE3201224A1 (en) 1982-01-16 1983-07-28 Chemische Werke Hüls AG, 4370 Marl Light-stable PUR coatings
US4720356A (en) 1982-03-22 1988-01-19 American Optical Corporation Photochromic composition resistant to fatigue
US4556605A (en) 1982-09-09 1985-12-03 Kabushiki Kaisha Suwa Seikosha Photochromic coating composition and photochromic synthetic resin ophthalmic lens
EP0116735B1 (en) 1983-02-17 1989-03-15 Exxon Research And Engineering Company A high pressure letdown valve
US4637698A (en) 1983-11-04 1987-01-20 Ppg Industries, Inc. Photochromic compound and articles containing the same
DE3345639A1 (en) 1983-12-16 1985-07-04 Optische Werke G. Rodenstock, 8000 München OPTICAL ELEMENT WITH PHOTOTROPIC COVER
JPS6124529A (en) 1984-07-11 1986-02-03 Sagami Chem Res Center Fluoroalkylaryliodonium compound
JPS61263982A (en) 1985-01-25 1986-11-21 Mitsubishi Chem Ind Ltd 3,3-dimethyl-spiro(indolino-2,3'-naphtho(2,1-b)-(1,4) oxazine) compound
US4581433A (en) 1985-04-29 1986-04-08 Mobay Corporation Elastomer polyurethane-polyurea coatings based on bis(4-isocyanatocyclohexyl)methane
KR860009325A (en) 1985-05-07 1986-12-22 기다지마 요시도시 Transparent Hologram
AU564689B2 (en) 1985-07-09 1987-08-20 Kureha Kagaku Kogyo K.K. Photochromic lens
US4880667A (en) 1985-09-24 1989-11-14 Ppg Industries, Inc. Photochromic plastic article and method for preparing same
US5359035A (en) 1985-12-21 1994-10-25 Hoechst Aktiengesellschaft Bifunctional proteins including interleukin-2 (IL-2) and granuloctyte macrophage colony stimulating factor (GM-CSF)
US4764430A (en) 1986-03-07 1988-08-16 Ppg Industries, Inc. Crosslinkable compositions containing polyepoxides and polyacid curing agents
GB8611837D0 (en) 1986-05-15 1986-06-25 Plessey Co Plc Photochromic spiropyran compounds
GB8614680D0 (en) 1986-06-17 1986-07-23 Plessey Co Plc Photoreactive lenses
US4816584A (en) 1986-11-12 1989-03-28 Ppg Industries, Inc. Photochromic spiro(indoline)benzoxazines
US4731264A (en) 1986-10-03 1988-03-15 Ppg Industries, Inc. Sol-gel compositions containing silane and alumina
EP0486469B2 (en) 1986-10-03 2000-06-21 PPG Industries Ohio, Inc. Organic-inorganic hybrid polymer
EP0273661B1 (en) 1986-12-26 1990-07-25 Nippon Shokubai Kagaku Kogyo Co., Ltd Thiolcarboxylic acid esters
CA1340939C (en) 1987-02-02 2000-03-28 Ryojiro Akashi Photochromic compound
DE3789547T2 (en) 1987-02-13 1994-07-14 Toray Industries Anti-reflective optical object and process for its production.
GB8712210D0 (en) 1987-05-22 1987-06-24 Pilkington Brothers Plc Photochromic articles
US4931219A (en) 1987-07-27 1990-06-05 Ppg Industries, Inc. Photochromic compound and articles containing the same
US4798746A (en) 1987-08-24 1989-01-17 Ppg Industries, Inc. Basecoat/clearcoat method of coating utilizing an anhydride additive in the thermoplastic polymer-containing basecoat for improved repairability
US4798745A (en) 1987-08-24 1989-01-17 Ppg Industries, Inc. Non-yellowing coating composition based on a hydroxy component and an anhydride component and utilization in a process of coating
US4906674A (en) 1987-10-16 1990-03-06 Ici Americas Inc/Imperial Chemical Industries Plc Polysocyanate compositions
US4931220A (en) 1987-11-24 1990-06-05 Ppg Industries, Inc. Organic photochromic pigment particulates
EP0329387B1 (en) 1988-02-17 1994-06-15 MITSUI TOATSU CHEMICALS, Inc. Plastic lens, and method for its preparation
US4808690A (en) 1988-02-29 1989-02-28 Loral Corporation High heat distortion temperature transparent polyurethanes
JPH0751630B2 (en) * 1989-06-20 1995-06-05 住友精化株式会社 Curable composition
US4892920A (en) 1988-11-21 1990-01-09 Air Products And Chemicals, Inc. Process for the preparation of cyclohexanediisocyanate containing polyisocyanate prepolymers and polyurethanes having high temperature performance
JP2707653B2 (en) * 1988-11-24 1998-02-04 三菱瓦斯化学株式会社 High Abbe number lens
US5191055A (en) 1988-12-22 1993-03-02 Mitsui Toatsu Chemicals, Inc. Mercapto compound, a high refractive index resin and lens and a process for preparing them
US5134191A (en) 1989-02-17 1992-07-28 Shin-Etsu Chemical Co., Ltd. Hard coating compositions and plastic optical articles
US5252742A (en) 1989-02-28 1993-10-12 Otsuka Kagaku Kabushiki Kaisha Spiropyran compounds
DE3919547A1 (en) 1989-06-15 1990-12-20 Ruetgerswerke Ag CURING AGENT FOR EPOXY RESINS
ATE130850T1 (en) 1989-07-28 1995-12-15 Wako Pure Chem Ind Ltd FULGIMIDE DERIVATIVES.
DE69119507T2 (en) 1990-02-23 1996-10-02 Otsuka Kagaku Kk BENZOSELENAZOLINE SPIRO VINYL PYRANE DERIVATIVE AND POLYMER BASED ON IT
US5066818A (en) 1990-03-07 1991-11-19 Ppg Industries, Inc. Photochromic naphthopyran compounds
US5373033A (en) 1990-04-20 1994-12-13 Sola International Holdings Limited Casting composition
US5104692A (en) 1990-04-20 1992-04-14 Pilkington Visioncare Holdings, Inc. Two-layer antireflective coating applied in solution
DE4014144A1 (en) 1990-04-23 1991-10-24 Flachglas Ag Compsn. for bonding silicate glass or polycarbonate panes
JP2811353B2 (en) 1990-07-06 1998-10-15 ゼリア新薬工業株式会社 Inflammatory bowel disease preventive and therapeutic agent
JP3245895B2 (en) 1991-02-21 2002-01-15 日本板硝子株式会社 Manufacturing method of plastic lens
US5239012A (en) 1991-02-21 1993-08-24 Ppg Industries, Inc. Ambient temperature curing compositions containing a hydroxy component and an anhydride component and an onium salt
US5196485A (en) 1991-04-29 1993-03-23 Ppg Industries, Inc. One package stable etch resistant coating
US5256452A (en) 1991-04-29 1993-10-26 Ppg Industries, Inc. One package stable etch resistant coating process
US5492731A (en) 1991-05-17 1996-02-20 Ppg Industries, Inc. Thermally curable coating composition
US5128433A (en) 1991-06-04 1992-07-07 Polytek Development Corp. Thixotropic polymer compositions and process for use thereof
US5496641A (en) 1991-06-13 1996-03-05 Nippon Sheet Glass Co., Ltd. Plastic lens
FR2679044B1 (en) 1991-07-12 1994-06-10 Corning Inc COMPOSITE OPHTHALMIC LENS.
AU634932B1 (en) 1991-08-08 1993-03-04 Mitsui Chemicals, Inc. Mercapto compound, its preparation process, and sulfur- containing urethane resins and lenses using the same
US5498686A (en) 1991-08-22 1996-03-12 Optische Werke G. Rodenstock Optically transparent photochromic plastic material
US5236978A (en) 1991-09-27 1993-08-17 Ppg Industries, Inc. Resin composition of polyol (allyl carbonate) and allyl terminated aliphatic urethane
US5158922A (en) 1992-02-04 1992-10-27 Arco Chemical Technology, L.P. Process for preparing metal cyanide complex catalyst
US5225472A (en) 1992-05-19 1993-07-06 Courtaulds Aerospace, Inc. Low viscosity polythiol and method therefor
JP2611093B2 (en) 1992-07-07 1997-05-21 ホーヤ株式会社 Optical member having cured film
CA2144084C (en) 1992-09-25 1999-01-12 John S. Ligas Photochromic compositions of improved fatigue resistance
US5274132A (en) 1992-09-30 1993-12-28 Transitions Optical, Inc. Photochromic naphthopyran compounds
DE4234251A1 (en) 1992-10-10 1994-04-14 Roehm Gmbh Sulfur-containing poly (meth) acrylates
EP0593397B1 (en) 1992-10-15 1996-12-27 Ciba-Geigy Ag Polymerisable photochromic naphthacendiones, polymers of these monomers, their process of preparation and their use
TW242644B (en) 1992-10-30 1995-03-11 Ppg Industries Inc
US5405958A (en) 1992-12-21 1995-04-11 Transitions Optical, Inc. Photochromic spiro(indoline)naphthoxazine compounds
JPH06265830A (en) 1993-03-11 1994-09-22 Nikon Corp Colored plastic lens
WO1994020869A1 (en) 1993-03-12 1994-09-15 Ppg Industries, Inc. Novel benzopyrans
US5552091A (en) 1993-03-12 1996-09-03 Ppg Industries, Inc. Benzopyran compounds
JPH06331804A (en) 1993-05-20 1994-12-02 Nikon Corp Plastic lens
JP3269507B2 (en) 1993-05-20 2002-03-25 セイコーエプソン株式会社 Ink jet recording device
US5466398A (en) 1993-06-21 1995-11-14 Transitions Optical, Inc. Photochromic substituted naphthopyran compounds
US5384077A (en) 1993-06-21 1995-01-24 Transitions Optical, Inc. Photochromic naphthopyran compounds
US5470813A (en) 1993-11-23 1995-11-28 Arco Chemical Technology, L.P. Double metal cyanide complex catalysts
US5608115A (en) 1994-01-26 1997-03-04 Mitsui Toatsu Chemicals, Inc. Polythiol useful for preparing sulfur-containing urethane-based resin and process for producing the same
US5445850A (en) 1994-02-18 1995-08-29 Ppg Industries, Inc. Aminoplast cured acid etch resistant coating with good durability
US5618586A (en) 1994-03-29 1997-04-08 Ppg Industries, Inc. N-alkoxymethyl (meth)acrylamide functional polymers and their use in self-crosslinkable coating compositions
US5693738A (en) 1994-04-08 1997-12-02 Mitsui Toatsu Chemicals, Inc. Composition for urethane-base plastic lens, urethane-base plastic lens obtained from the composition, and process for the production of the plastic lens
JP3471073B2 (en) 1994-04-27 2003-11-25 株式会社トクヤマ Photochromic composition
US5976701A (en) 1994-04-29 1999-11-02 Ppg Industries Ohio, Inc. Flexible aminoplast-curable film-forming compositions and composite coating
EP0757701B1 (en) 1994-04-29 1999-03-10 Ppg Industries, Inc. Flexible aminoplast-curable film-forming compositions providing films having resistance to acid etching
US5482908A (en) 1994-09-08 1996-01-09 Arco Chemical Technology, L.P. Highly active double metal cyanide catalysts
US5645767A (en) 1994-11-03 1997-07-08 Transitions Optical, Inc. Photochromic indeno-fused naphthopyrans
WO1996018700A1 (en) 1994-12-16 1996-06-20 Ppg Industries, Inc Isocyanate cured coating having reduced yellowing
US5962617A (en) 1995-02-02 1999-10-05 Simula Inc. Impact resistant polyurethane and method of manufacture thereof
US6127505A (en) 1995-02-02 2000-10-03 Simula Inc. Impact resistant polyurethane and method of manufacture thereof
DE19512427A1 (en) 1995-04-03 1996-10-10 Inst Neue Mat Gemein Gmbh Composite adhesive for optical and optoelectronic applications
JPH08320534A (en) 1995-05-25 1996-12-03 Tokuyama Corp Photochromic hardenable composition
US5658501A (en) 1995-06-14 1997-08-19 Transitions Optical, Inc. Substituted naphthopyrans
JP3256415B2 (en) * 1995-06-30 2002-02-12 三井化学株式会社 Photopolymerized sulfur-containing urethane plastic lens
US5807975A (en) 1995-08-16 1998-09-15 Mitsubishi Gas Chemical Company,Inc. Alkyl sulfide type episulfide compound
US5646230A (en) 1995-12-21 1997-07-08 Bayer Corporation Isocyanate-terminated prepolymers, a process of producing polyurethane/polyurea elastomers therefrom, and the resultant elastomers
US5679756A (en) 1995-12-22 1997-10-21 Optima Inc. Optical thermoplastic thiourethane-urethane copolymers
US5945504A (en) 1996-01-17 1999-08-31 Mitsubishi Gas Chemical Company, Inc. Episulfide compound
IT1282106B1 (en) 1996-01-31 1998-03-12 Sola Optical Italia S P A TRANSPARENT PHOTOCROMATIC SUBSTRATE INCLUDING AN ANTI-REFLECTIVE SURFACE COATING
US5753146A (en) 1996-03-29 1998-05-19 Transitions Optical, Inc. Photochromic naphthopyran compositions of neutral color
US5770115A (en) 1996-04-19 1998-06-23 Ppg Industries, Inc. Photochromic naphthopyran compositions of improved fatigue resistance
EP0803504B1 (en) 1996-04-26 2001-09-19 Hoya Corporation The process of producing polythiol oligomer
US5811506A (en) 1997-02-03 1998-09-22 Simula Inc. Extrudable thermoplastic elastomeric urea-extended polyurethane
US5698141A (en) 1996-06-17 1997-12-16 Ppg Industries, Inc. Photochromic heterocyclic fused indenonaphthopyrans
FR2751763B1 (en) 1996-07-23 1998-10-09 Corning Inc PHOTOCHROMIC ARTICLE, ITS MANUFACTURE AND COMPOSITION FOR ITS MANUFACTURE
US5821287A (en) 1996-08-08 1998-10-13 National Science Council Photochromic pigment
US5739243A (en) 1996-11-27 1998-04-14 Ppg Industries, Inc. Polymerizable composition
US5811503A (en) 1996-11-27 1998-09-22 Ppg Industries, Inc. Polymerizable composition
US6509418B1 (en) 1997-02-19 2003-01-21 Prc-Desoto International, Inc. Sealants and potting formulations including mercapto-terminated polymers produced by the reaction of a polythiol and polyvinyl ether monomer
AU718471B2 (en) 1997-02-21 2000-04-13 Ppg Industries Ohio, Inc. Photochromic polyurethane coating and articles having such a coating
US6042737A (en) 1997-06-05 2000-03-28 Ppg Industries Ohio, Inc. Process for improving adhesion of coatings to polymeric substrates and articles produced thereby
US6025026A (en) 1997-06-30 2000-02-15 Transitions Optical, Inc. Process for producing an adherent polymeric layer on polymeric substrates and articles produced thereby
FR2765879B1 (en) * 1997-07-11 2002-06-07 Essilor Int NOVEL POLYMERIZABLE COMPOSITIONS AND HIGH REFRACTION OPTICAL LENSES OBTAINED FROM THESE COMPOSITIONS
CA2300997A1 (en) * 1997-08-22 1999-03-04 Akzo Nobel Nv Coating composition comprising a compound comprising at least one bicyclo-orthoester group and at least one other functional group
US6268055B1 (en) 1997-12-08 2001-07-31 Ppg Industries Ohio, Inc. Photochromic epoxy resin coating composition and articles having such a coating
US6353039B1 (en) 1997-12-15 2002-03-05 Ivoclar Ag Polymerizable composite material
CA2255381C (en) 1997-12-29 2008-09-16 Bayer Corporation Photochromic polyurethanes
US5917006A (en) 1998-01-16 1999-06-29 Ppg Industries Ohio, Inc. Optical resin composition
US6130307A (en) 1998-02-10 2000-10-10 Mitsubishi Gas Chemical Co., Inc. Composition for a resin
US5932681A (en) 1998-03-09 1999-08-03 Ppg Industries Ohio, Inc. Method of preparing an optical polymerizate
US5942158A (en) 1998-03-09 1999-08-24 Ppg Industries Ohio, Inc. One-component optical resin composition
US5962619A (en) 1998-03-16 1999-10-05 Arco Chemical Technology, L.P. Process for making clear polyurethane/urea elastomers
FR2777092B1 (en) * 1998-04-03 2003-02-14 Essilor Int OPTICAL LENS IN ORGANIC POLYMERIC TRANSPARENT MATERIAL WITH HIGH REFRACTIVE INDEX AND HIGH ABBE NUMBER
DE69903042T2 (en) 1998-07-10 2003-08-07 Transitions Optical Inc PHOTOCHROME SIX-LINKED HETEROCYCLIC-CONDENSED NAPHTHOPYRANE
US6329058B1 (en) 1998-07-30 2001-12-11 3M Innovative Properties Company Nanosize metal oxide particles for producing transparent metal oxide colloids and ceramers
BR9913869A (en) 1998-09-11 2004-12-28 Ppg Ind Ohio Inc Naphthoopyran Compound and Photochromic Articles
US6555028B2 (en) 1998-09-11 2003-04-29 Transitions Optical, Inc. Polymeric matrix compatibilized naphthopyrans
US6436525B1 (en) 1998-12-11 2002-08-20 Ppg Industries Ohio, Inc. Polyanhydride photochromic coating composition and photochromic articles
US6060001A (en) 1998-12-14 2000-05-09 Ppg Industries Ohio, Inc. Alkoxyacrylamide photochromic coatings compositions and photochromic articles
US6432544B1 (en) 1998-12-18 2002-08-13 Ppg Industries Ohio, Inc. Aminoplast resin photochromic coating composition and photochromic articles
US6506488B1 (en) 1998-12-18 2003-01-14 Ppg Industries Ohio, Inc. Aminoplast resin photochromic coating composition and photochromic articles
JP3642973B2 (en) 1999-03-10 2005-04-27 三井化学株式会社 New optical resin
US6669873B1 (en) * 1999-04-22 2003-12-30 Ppc Industries Ohio, Inc. Optical resin composition comprising thiol-ene prepolymer
US6174984B1 (en) 1999-06-14 2001-01-16 Uniroyal Chemical Company, Inc. Clear, resilient polyurethane elastomers
WO2001002449A2 (en) 1999-07-02 2001-01-11 Ppg Industries Ohio, Inc. Poly(meth)acrylic photochromic coating
US6150430A (en) 1999-07-06 2000-11-21 Transitions Optical, Inc. Process for adhering a photochromic coating to a polymeric substrate
US6342571B1 (en) 1999-08-20 2002-01-29 Ppg Industries Ohio, Inc. High refractive index optical resin composition
US6296785B1 (en) 1999-09-17 2001-10-02 Ppg Industries Ohio, Inc. Indeno-fused photochromic naphthopyrans
US6348604B1 (en) 1999-09-17 2002-02-19 Ppg Industries Ohio, Inc. Photochromic naphthopyrans
JP3676138B2 (en) 1999-09-20 2005-07-27 Ｈｏｙａ株式会社 Plastic spectacle lens excellent in ultraviolet absorption and manufacturing method thereof
JP2001131257A (en) 1999-11-09 2001-05-15 Mitsubishi Gas Chem Co Inc Composition for resin
ES2243326T3 (en) 1999-11-18 2005-12-01 Ppg Industries Ohio, Inc. PROCEDURE FOR PREPARATION OF OPTICAL POLYMERIZED.
US7098290B1 (en) * 1999-11-18 2006-08-29 Ppg Industries Ohio, Inc. Method of preparing an optical polymerizate
US6353102B1 (en) 1999-12-17 2002-03-05 Ppg Industries Ohio, Inc. Photochromic naphthopyrans
US6531076B2 (en) 2000-02-04 2003-03-11 Ppg Industries Ohio, Inc. Photochromic organic resin composition
AU2001231128A1 (en) 2000-02-04 2001-08-14 Ppg Industries Ohio, Inc. Photochromic coated articles
WO2001066623A1 (en) 2000-03-09 2001-09-13 Pbt Brands, Inc. Curable polythiol-cyclopolyene sealant compounds
CA2337955C (en) 2000-03-15 2006-07-25 Hoya Corporation Plastic lenses for spectacles
US20010047043A1 (en) 2000-03-20 2001-11-29 Okoroafor Michael O. Method of preparing a polymerizate
US6631021B2 (en) 2000-03-20 2003-10-07 Ppg Industries Ohio, Inc. Polyfunctional thiirane compounds
AU782220B2 (en) 2000-10-13 2005-07-14 Talex Optical Co., Ltd. Polyurethane resin composition and optical lens having impact resistance
US6433043B1 (en) 2000-11-28 2002-08-13 Transitions Optical, Inc. Removable imbibition composition of photochromic compound and kinetic enhancing additive
TW593450B (en) 2001-03-21 2004-06-21 Hoya Corp Transparent molded articles, optical components, plastic lenses and preparation method thereof
JP2004536933A (en) 2001-07-25 2004-12-09 ピーピージー インダストリーズ オハイオ， インコーポレイテッド High refractive index optical resin composition
US7767779B2 (en) 2001-11-14 2010-08-03 Essilor International Compagnie Generale D'optique High index and high impact resistant polythiourethane/urea material, method of manufacturing same and its use in the optical field
US20050282991A1 (en) 2001-11-16 2005-12-22 Bojkova Nina V High impact poly (urethane urea) polysulfides
US20030149217A1 (en) 2001-11-16 2003-08-07 Bojkova Nina V. High impact poly (urethane urea) polysulfides
US20030096935A1 (en) 2001-11-16 2003-05-22 Nagpal Vidhu J. Impact resistant polyureaurethane and method of preparation
US7144969B2 (en) 2001-11-16 2006-12-05 Ppg Industries Ohio, Inc. Impact resistant polyureaurethane and polyureaurethane prepolymer having low NCO/OH ratio
US7169375B2 (en) 2003-08-29 2007-01-30 General Electric Company Metal oxide nanoparticles, methods of making, and methods of use
JP2005248019A (en) * 2004-03-04 2005-09-15 Sumitomo Bakelite Co Ltd Resin composition and semiconductor device produced by using the same
WO2005100443A1 (en) * 2004-04-14 2005-10-27 Idemitsu Kosan Co., Ltd. Sulfur-containing compound, method for producing same, sulfur-containing polymer, and optical material
JP2005298736A (en) * 2004-04-14 2005-10-27 Idemitsu Kosan Co Ltd Sulfur-containing compound, method for producing the same, sulfur-containing polymer and optical material
US7378136B2 (en) 2004-07-09 2008-05-27 3M Innovative Properties Company Optical film coating
JP2007042241A (en) * 2005-08-05 2007-02-15 Matsushita Electric Ind Co Ltd Light-curing composite for optical disks, and optical disk

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0802208B1 (en) * 1996-04-19 2001-09-05 Mitsui Chemicals, Inc. Optical resin composition and use thereof
US5976422A (en) * 1998-03-09 1999-11-02 Ppg Industries Ohio, Inc. Optical resin composition
EP1116735A1 (en) * 1999-05-27 2001-07-18 Nof Corporation Monomer composition for optical plastic material, optical plastic material, and lens
US20040138401A1 (en) * 2002-11-05 2004-07-15 Nina Bojkova High impact poly (urethane urea) polysulfides

Also Published As

Publication number Publication date
HK1124626A1 (en) 2009-07-17
KR100985287B1 (en) 2010-10-04
EP1960453A2 (en) 2008-08-27
KR20080078719A (en) 2008-08-27
CN101331171B (en) 2011-07-06
WO2007078550A2 (en) 2007-07-12
IL191673A (en) 2015-10-29
JP4959716B2 (en) 2012-06-27
JP2009520058A (en) 2009-05-21
US8017720B2 (en) 2011-09-13
EP1960453B1 (en) 2013-02-13
US20070142605A1 (en) 2007-06-21
CN101331171A (en) 2008-12-24
IL191673A0 (en) 2008-12-29

Similar Documents

Publication Publication Date Title
WO2007078550A3 (en) Sulfur-containing oligomers and high index polyurethanes prepared therefrom
ATE373033T1 (en) HIGHLY FUNCTIONAL POLYISOCYANATES
EP2641928B1 (en) Composition for optical material
WO2007078549A3 (en) Polyurethanes, polyurethane(ureas) sulfur-containing polyurethanes and sulfur-containing polyurethane(ureas) and methods of preparation
DE502007004865D1 (en) PROCESS FOR THE PREPARATION OF POLYURETHANES
YU56500A (en) Process for making clear polyurethane/urea elastomers
ATE6938T1 (en) MODIFIED DIISOCYANATE COMPOSITIONS AND POLYURETHANES THEREOF.
DE502006004021D1 (en) MOLDED ON POLYURETHANE BASE, ITS MANUFACTURE AND USE
MY135777A (en) Composition for polyurethane elastomer having high hardness and excellent abrasion resistance
JP2002544306A5 (en)
WO2009036181A3 (en) Iii-nitride devices with recessed gates
WO2007139586A3 (en) Poly(ureaurethane)s, articles and coatings prepared therefrom and methods of making the same
BRPI1106997A2 (en) adhesive composition, method for bonding two or more substrates, and bonded assembly
WO2013072380A3 (en) Improved polyurethane foam composition
MX2010009320A (en) Polyurethane elastomer articles from low free diphenylmethane diisocyanate prepolymers.
ATE535557T1 (en) NCO PREPOLYMERS WITH LOW FREE MONOMERIC DIISOCYANATE CONTENT AND THEIR PRODUCTION
CA2128263A1 (en) Liquid methylene diphenyl diisocyanate
WO2009075358A1 (en) Novel block polyisocyanate and urethane composition containing the same
WO2002014443A3 (en) Urethane-based stain-release coatings
BR0107005A (en) Polyisocyanate compositions and a process for the production of flexible low density foams with compression adjustments by aging with low humidity of these polyisocyanate compositions
AU530399B2 (en) Processes
BR112014008703A2 (en) process for the production of a mixture of methylene diphenyl diisocyanate (mdi) isomers
BRPI0416657A (en) reactive polyurethane compositions of the nco and silyl group
MXPA03007954A (en) Polymeric allophanates of diphenylmethane diisocyanate, prepolymers of these polymeric allophanates, and processes for the preparation of the polymeric allophanates and the prepolymers thereof.
EP0153606A3 (en) Process for the production of polyurethane urea elastomers

Legal Events

Date Code Title Description
WWE Wipo information: entry into national phase

Ref document number: 200680047451.4

Country of ref document: CN

121 Ep: the epo has been informed by wipo that ep was designated in this application
WWE Wipo information: entry into national phase

Ref document number: 191673

Country of ref document: IL

WWE Wipo information: entry into national phase

Ref document number: 4460/DELNP/2008

Country of ref document: IN

WWE Wipo information: entry into national phase

Ref document number: 2008545653

Country of ref document: JP

NENP Non-entry into the national phase

Ref country code: DE

WWE Wipo information: entry into national phase

Ref document number: 2006844929

Country of ref document: EP

WWE Wipo information: entry into national phase

Ref document number: 1020087017178

Country of ref document: KR