CA2391854A1 - Optical resin composition - Google Patents

Optical resin composition Download PDF

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Publication number
CA2391854A1
CA2391854A1 CA002391854A CA2391854A CA2391854A1 CA 2391854 A1 CA2391854 A1 CA 2391854A1 CA 002391854 A CA002391854 A CA 002391854A CA 2391854 A CA2391854 A CA 2391854A CA 2391854 A1 CA2391854 A1 CA 2391854A1
Authority
CA
Canada
Prior art keywords
linkages
present
prepared
organic composition
resin composition
Prior art date
Legal status (The legal status 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 status listed.)
Granted
Application number
CA002391854A
Other languages
French (fr)
Other versions
CA2391854C (en
Inventor
Michael O. Okoroafor
Robert A. Smith
Marvin J. Graham
Robert D. Herold
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
PPG Industries Ohio Inc
Original Assignee
Ppg Industries Ohio, Inc.
Michael O. Okoroafor
Robert A. Smith
Marvin J. Graham
Robert D. Herold
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
Priority claimed from US09/690,595 external-priority patent/US7473754B1/en
Application filed by Ppg Industries Ohio, Inc., Michael O. Okoroafor, Robert A. Smith, Marvin J. Graham, Robert D. Herold filed Critical Ppg Industries Ohio, Inc.
Publication of CA2391854A1 publication Critical patent/CA2391854A1/en
Application granted granted Critical
Publication of CA2391854C publication Critical patent/CA2391854C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • 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
    • G02B1/04—Optical elements characterised by the material of which they are made; Optical coatings for optical elements made of organic materials, e.g. plastics
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F22/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides or nitriles thereof
    • C08F22/10—Esters
    • C08F22/1006—Esters of polyhydric alcohols or polyhydric phenols, e.g. ethylene glycol dimethacrylate
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F273/00—Macromolecular compounds obtained by polymerising monomers on to polymers of sulfur-containing monomers as defined in group C08F28/00
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
    • C08F283/006—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polymers provided for in C08G18/00
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
    • C08F290/02—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated end groups
    • C08F290/06—Polymers provided for in subclass C08G
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
    • C08F290/08—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated side groups
    • C08F290/14—Polymers provided for in subclass C08G
    • 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
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/30—Low-molecular-weight compounds
    • C08G18/38—Low-molecular-weight compounds having heteroatoms other than oxygen
    • C08G18/3855—Low-molecular-weight compounds having heteroatoms other than oxygen having sulfur
    • C08G18/3876—Low-molecular-weight compounds having heteroatoms other than oxygen having sulfur containing mercapto groups
    • 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
    • C08G18/81—Unsaturated isocyanates or isothiocyanates
    • C08G18/8108—Unsaturated isocyanates or isothiocyanates having only one isocyanate or isothiocyanate group
    • C08G18/8116—Unsaturated isocyanates or isothiocyanates having only one isocyanate or isothiocyanate group esters of acrylic or alkylacrylic acid having only one isocyanate or isothiocyanate group
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L51/00—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
    • C08L51/003—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers grafted on to macromolecular compounds obtained by reactions only involving unsaturated carbon-to-carbon bonds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L51/00—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
    • C08L51/08—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers grafted on to macromolecular compounds obtained otherwise than by reactions only involving unsaturated carbon-to-carbon bonds
    • 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
    • G02B1/04—Optical elements characterised by the material of which they are made; Optical coatings for optical elements made of organic materials, e.g. plastics
    • G02B1/041—Lenses

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The present invention is directed to a novel polymerizable organic composition comprising one or more radically polymerizable monomers with at least one radically polymerizable monomer having at least two (meth)acryloyl groups that have backbone linkages selected from thiourethane linkages, dithiourethane linkages, combinations of thiourethane linkages and dithiourethane linkages. The present invention is also directed to polymerizates prepared from the polymerizable organic composition, shaped articles prepared from the polymerisable compositions, and photochromic articles that may be prepared from the polymerizable organic composition of the present invention.
CA002391854A 1999-11-18 2000-11-18 Optical resin composition Expired - Fee Related CA2391854C (en)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US16626299P 1999-11-18 1999-11-18
US60/166,262 1999-11-18
US09/690,595 US7473754B1 (en) 2000-10-17 2000-10-17 Optical resin composition
US09/690,595 2000-10-17
PCT/US2000/031651 WO2001036506A1 (en) 1999-11-18 2000-11-18 Optical resin composition

Publications (2)

Publication Number Publication Date
CA2391854A1 true CA2391854A1 (en) 2001-05-25
CA2391854C CA2391854C (en) 2007-01-23

Family

ID=26862116

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002391854A Expired - Fee Related CA2391854C (en) 1999-11-18 2000-11-18 Optical resin composition

Country Status (11)

Country Link
EP (1) EP1265938A1 (en)
JP (1) JP2003514933A (en)
KR (1) KR100622165B1 (en)
CN (1) CN100494239C (en)
AU (1) AU780923B2 (en)
BR (1) BR0015757A (en)
CA (1) CA2391854C (en)
HU (1) HUP0203434A3 (en)
IL (2) IL149733A0 (en)
MX (1) MXPA02004959A (en)
WO (1) WO2001036506A1 (en)

Families Citing this family (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE10223652A1 (en) * 2002-05-28 2003-12-24 Basf Coatings Ag Graft copolymers based on polyurethane, their preparation and their use
JP2006072346A (en) * 2004-08-04 2006-03-16 Sanyo Chem Ind Ltd Resin composition for optical lens
IN2009DN05755A (en) * 2007-04-11 2015-07-24 Bayer Materialscience Ag
WO2009098887A1 (en) 2008-02-07 2009-08-13 Mitsui Chemicals, Inc. Polymerizable composition for optical material, optical material and method for producing optical material
JP5549253B2 (en) * 2009-03-03 2014-07-16 宇部興産株式会社 En thiol cured product and method for producing
US9051426B2 (en) 2011-09-08 2015-06-09 Ppg Industries Ohio, Inc. Polymerizable compositions containing ethylenically unsaturated monomers having episulfide functional groups and related methods
US9334345B2 (en) 2011-09-08 2016-05-10 Ppg Industries Ohio, Inc. Polymerizable compositions containing (meth)acrylate monomers having sulfide linkages
KR101292749B1 (en) 2012-01-09 2013-08-02 (주)베스트룸 Sealing material composition for glass and laminated glass using the same
EP3135703B1 (en) * 2014-04-25 2019-10-16 Mitsui Chemicals, Inc. Polymerizable composition for optical material, optical material, and method for producing optical material
US9464203B2 (en) * 2015-03-12 2016-10-11 Ppg Industries Ohio, Inc. Thiolene-based compositions with extended pot life
KR101831889B1 (en) * 2017-02-03 2018-02-26 에스케이씨 주식회사 Polythiol composition for plastic lens
KR101902974B1 (en) * 2017-03-31 2018-10-02 에스케이씨 주식회사 Dehydration method of polythiol compound
CN111225933B (en) * 2017-11-28 2022-10-04 三井化学株式会社 (meth) acrylic acid esters and use thereof
CN109876743A (en) * 2019-03-05 2019-06-14 上海甘田光学材料有限公司 A kind of light-sensitive microcapsule and the preparation method and application thereof containing photosensitive colour-changing material
CN112521607B (en) * 2020-12-03 2021-10-15 浙江大学 Polythiocarbonyl urethane compound and preparation method and application thereof

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3600359A (en) * 1968-11-21 1971-08-17 Brien Corp O Novel thiourethane-urethane acrylates
DE2361796A1 (en) * 1973-12-12 1975-06-19 Fahr Ag Maschf Pick-up and dispenser trailer for bales - has spiral load space with rotating horizontal cylinder for smooth bale handling
DE2361769A1 (en) * 1973-12-12 1975-06-19 Grace W R & Co Curable liquid unsatd thiol cpds contg. polar functional gps - cure to cross linked rubbery or rigid polythioethers
JP2851875B2 (en) * 1989-08-22 1999-01-27 呉羽化学工業株式会社 Plastic lens
FR2670485B1 (en) * 1990-12-14 1993-05-28 Rhone Poulenc Chimie NOVEL SULFUR COMPOUNDS AND NEW POLYMERS OBTAINED FROM SUCH SULFUR COMPOUNDS.
US5908876A (en) * 1996-04-19 1999-06-01 Mitsui Chemicals, Inc. Optical resin composition comprising a thiourethane prepolymer and use thereof
EP0803504B1 (en) * 1996-04-26 2001-09-19 Hoya Corporation The process of producing polythiol oligomer
US5932681A (en) * 1998-03-09 1999-08-03 Ppg Industries Ohio, Inc. Method of preparing an optical polymerizate
US5976422A (en) * 1998-03-09 1999-11-02 Ppg Industries Ohio, Inc. Optical resin composition

Also Published As

Publication number Publication date
CA2391854C (en) 2007-01-23
HUP0203434A3 (en) 2010-01-28
HUP0203434A2 (en) 2003-02-28
CN1414987A (en) 2003-04-30
AU1620201A (en) 2001-05-30
KR100622165B1 (en) 2006-09-07
BR0015757A (en) 2003-06-24
CN100494239C (en) 2009-06-03
IL149733A0 (en) 2002-11-10
KR20020060748A (en) 2002-07-18
AU780923B2 (en) 2005-04-28
JP2003514933A (en) 2003-04-22
WO2001036506A1 (en) 2001-05-25
MXPA02004959A (en) 2002-09-30
EP1265938A1 (en) 2002-12-18
IL149733A (en) 2009-11-18

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