WO2015004566A3 - Liquid bisacylphosphine oxide photoinitiator - Google Patents

Liquid bisacylphosphine oxide photoinitiator Download PDF

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Publication number
WO2015004566A3
WO2015004566A3 PCT/IB2014/062730 IB2014062730W WO2015004566A3 WO 2015004566 A3 WO2015004566 A3 WO 2015004566A3 IB 2014062730 W IB2014062730 W IB 2014062730W WO 2015004566 A3 WO2015004566 A3 WO 2015004566A3
Authority
WO
WIPO (PCT)
Prior art keywords
formula
alkylene
alkoxy
alkyl
independently
Prior art date
Application number
PCT/IB2014/062730
Other languages
French (fr)
Other versions
WO2015004566A2 (en
Inventor
Allan Francis Cunningham
Katharina Misteli
Kurt Dietliker
Beat GRIMM
Original Assignee
Basf Se
Basf (China) Company Limited
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 Basf Se, Basf (China) Company Limited filed Critical Basf Se
Priority to ES14822691T priority Critical patent/ES2720726T3/en
Priority to CN201480035777.XA priority patent/CN105339375A/en
Priority to US14/903,637 priority patent/US9796740B2/en
Priority to EP14822691.3A priority patent/EP3019508B1/en
Priority to KR1020167000121A priority patent/KR102257105B1/en
Priority to JP2016524916A priority patent/JP6573877B2/en
Priority to AU2014288876A priority patent/AU2014288876B2/en
Publication of WO2015004566A2 publication Critical patent/WO2015004566A2/en
Publication of WO2015004566A3 publication Critical patent/WO2015004566A3/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/50—Organo-phosphines
    • C07F9/53—Organo-phosphine oxides; Organo-phosphine thioxides
    • C07F9/5337—Phosphine oxides or thioxides containing the structure -C(=X)-P(=X) or NC-P(=X) (X = O, S, Se)
    • 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
    • C08F2/00—Processes of polymerisation
    • C08F2/46—Polymerisation initiated by wave energy or particle radiation
    • C08F2/48—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light
    • C08F2/50—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light with sensitising agents
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D4/00—Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004—Photosensitive materials
    • G03F7/027—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004—Photosensitive materials
    • G03F7/027—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
    • G03F7/028—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds with photosensitivity-increasing substances, e.g. photoinitiators
    • G03F7/029—Inorganic compounds; Onium compounds; Organic compounds having hetero atoms other than oxygen, nitrogen or sulfur

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  • Chemical & Material Sciences (AREA)
  • Physics & Mathematics (AREA)
  • Organic Chemistry (AREA)
  • General Physics & Mathematics (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Biochemistry (AREA)
  • Molecular Biology (AREA)
  • General Health & Medical Sciences (AREA)
  • Inorganic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Polymerisation Methods In General (AREA)
  • Dental Preparations (AREA)
  • Paints Or Removers (AREA)
  • Inks, Pencil-Leads, Or Crayons (AREA)
  • Adhesives Or Adhesive Processes (AREA)

Abstract

A photoinitiator mixture comprising the components (a) a compound of the Formula (I), wherein Ar1 and Ar2 independently of each other are Formula (IV) or naphthyl which is unsubstituted or substituted one or more times by R1, R2, R3 or R'; R1 and R3 independently of each other are C1-C4alkyl, C1-C4alkoxy or halogen; R2 is hydrogen, C1-C4alkyl, halogen, C1-C4alkoxy or C2-C20alkoxy which is interrupted by one or more O; Q is C1-C4alkylene; R4 is methyl or ethyl; R' and R" independently of each other are hydrogen or PG-Y-R'''-X-; PG is a polymerizable group or methyl or ethyl; Y is a direct bond, O or S; X is a direct bond, O or S; R''' is a direct bond, C1-C20alkylene or C2-C20alkylene which is interrupted by one or more O; (b) one or more compounds of the Formula (II), wherein Ar1, Ar2 and Q are as defined above, and R5 is for example C3-C30alkyl which is unsubstituted or substituted and (c) optionally a compound of the Formula (III), wherein R5 is as defined above; provides a liquid photoinitiator.
PCT/IB2014/062730 2013-07-08 2014-06-30 Liquid bisacylphosphine oxide photoinitiator WO2015004566A2 (en)

Priority Applications (7)

Application Number Priority Date Filing Date Title
ES14822691T ES2720726T3 (en) 2013-07-08 2014-06-30 Liquid photoinitiator of bisacylphosphine oxide
CN201480035777.XA CN105339375A (en) 2013-07-08 2014-06-30 Liquid bisacylphosphine oxide photoinitiator
US14/903,637 US9796740B2 (en) 2013-07-08 2014-06-30 Liquid bisacylphosphine oxide photoinitiator
EP14822691.3A EP3019508B1 (en) 2013-07-08 2014-06-30 Liquid bisacylphosphine oxide photoinitiator
KR1020167000121A KR102257105B1 (en) 2013-07-08 2014-06-30 Liquid bisacylphosphine oxide photoinitiator
JP2016524916A JP6573877B2 (en) 2013-07-08 2014-06-30 Liquid bisacylphosphine oxide photoinitiator
AU2014288876A AU2014288876B2 (en) 2013-07-08 2014-06-30 Liquid bisacylphosphine oxide photoinitiator

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP13175468.1 2013-07-08
EP13175468 2013-07-08

Publications (2)

Publication Number Publication Date
WO2015004566A2 WO2015004566A2 (en) 2015-01-15
WO2015004566A3 true WO2015004566A3 (en) 2015-04-09

Family

ID=48745829

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/IB2014/062730 WO2015004566A2 (en) 2013-07-08 2014-06-30 Liquid bisacylphosphine oxide photoinitiator

Country Status (9)

Country Link
US (1) US9796740B2 (en)
EP (1) EP3019508B1 (en)
JP (1) JP6573877B2 (en)
KR (1) KR102257105B1 (en)
CN (2) CN105339375A (en)
AU (1) AU2014288876B2 (en)
ES (1) ES2720726T3 (en)
TW (1) TWI635361B (en)
WO (1) WO2015004566A2 (en)

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US10379439B2 (en) * 2017-01-06 2019-08-13 Lawrence Livermore National Security, Llc Architected three dimensional graphene via additive manufacturing
US10858380B2 (en) * 2017-04-03 2020-12-08 Hewlett-Packard Development Company, L.P. Photo active agents
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WO2021070131A1 (en) 2019-10-10 2021-04-15 Igm Resins Italia S.R.L. Combination of photoinitiators and uses thereof
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Also Published As

Publication number Publication date
WO2015004566A2 (en) 2015-01-15
CN105339375A (en) 2016-02-17
EP3019508B1 (en) 2019-01-30
AU2014288876B2 (en) 2018-11-22
US9796740B2 (en) 2017-10-24
US20160168177A1 (en) 2016-06-16
JP6573877B2 (en) 2019-09-11
EP3019508A4 (en) 2017-04-12
ES2720726T3 (en) 2019-07-24
CN111116777A (en) 2020-05-08
KR20160029064A (en) 2016-03-14
EP3019508A2 (en) 2016-05-18
TWI635361B (en) 2018-09-11
TW201516568A (en) 2015-05-01
KR102257105B1 (en) 2021-05-28
AU2014288876A1 (en) 2016-02-04
JP2016535131A (en) 2016-11-10

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