KR930006035A - 알킬비스아실포스핀옥사이드 광개시제 및 이를 함유하는 조성물 - Google Patents

알킬비스아실포스핀옥사이드 광개시제 및 이를 함유하는 조성물 Download PDF

Info

Publication number
KR930006035A
KR930006035A KR1019920016952A KR920016952A KR930006035A KR 930006035 A KR930006035 A KR 930006035A KR 1019920016952 A KR1019920016952 A KR 1019920016952A KR 920016952 A KR920016952 A KR 920016952A KR 930006035 A KR930006035 A KR 930006035A
Authority
KR
South Korea
Prior art keywords
compound
formula
alkyl
alkoxy
production
Prior art date
Application number
KR1019920016952A
Other languages
English (en)
Other versions
KR100236584B1 (ko
Inventor
지. 레파드 데이비드
쾨흘러 만프레드
미제프 루보미어
Original Assignee
베르너 발데크
시바-가이기 아게
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 CH3322/91A external-priority patent/CH682666A5/de
Application filed by 베르너 발데크, 시바-가이기 아게 filed Critical 베르너 발데크
Publication of KR930006035A publication Critical patent/KR930006035A/ko
Application granted granted Critical
Publication of KR100236584B1 publication Critical patent/KR100236584B1/ko

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02Phosphorus compounds
    • C07F9/28Phosphorus compounds with one or more P—C bonds
    • C07F9/50Organo-phosphines
    • C07F9/53Organo-phosphine oxides; Organo-phosphine thioxides
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004Photosensitive materials
    • G03F7/027Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
    • G03F7/028Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds with photosensitivity-increasing substances, e.g. photoinitiators
    • G03F7/029Inorganic compounds; Onium compounds; Organic compounds having hetero atoms other than oxygen, nitrogen or sulfur
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02Phosphorus compounds
    • C07F9/28Phosphorus compounds with one or more P—C bonds
    • C07F9/50Organo-phosphines
    • C07F9/53Organo-phosphine oxides; Organo-phosphine thioxides
    • C07F9/5337Phosphine oxides or thioxides containing the structure -C(=X)-P(=X) or NC-P(=X) (X = O, S, Se)
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F2/00Processes of polymerisation
    • C08F2/46Polymerisation initiated by wave energy or particle radiation
    • C08F2/48Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light
    • C08F2/50Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light with sensitising agents
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING 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
    • C09D4/00Coating 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
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J4/00Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S430/00Radiation imagery chemistry: process, composition, or product thereof
    • Y10S430/1053Imaging affecting physical property or radiation sensitive material, or producing nonplanar or printing surface - process, composition, or product: radiation sensitive composition or product or process of making binder containing
    • Y10S430/1055Radiation sensitive composition or product or process of making
    • Y10S430/114Initiator containing
    • Y10S430/126Halogen compound containing

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Inorganic Chemistry (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • General Physics & Mathematics (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Polymerisation Methods In General (AREA)
  • Paints Or Removers (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Inks, Pencil-Leads, Or Crayons (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Macromonomer-Based Addition Polymer (AREA)

Abstract

본발명은 에틸렌형, 불포화 이중결합을 함유하는 화합물을 광중합시키는데 적합한 하기 일반식(Ⅰ)의 화합물에 관한 것이다:
상기식에서, R1은 C1-C18알킬, 시클로펜틸 또는 시클로헥실이고, R2와 R3은 서로 독립적으로, 비치환되거나 할로겐, C1-C4알킬 및/또는 C1-C4알콕시에 의해 일치환 내지 사치환된 페닐이며, 단, R2와 R3이 염소-치환 페닐인 경우 R1은 데실이 아니어야 한다.

Description

알킬비스아실포스핀옥사이드 광개시제 및 이를 함유하는 조성물
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (20)

  1. 하기 일반식(Ⅰ)의 화합물:
    상기식에서, R1은 C1-C18알킬, 시클로펜틸 또는 시클로헥실이고, R2와 R3은 서로 독립적으로, 비치환되거나 할로겐, C1-C4알킬 및/또는 C1-C4알콕시에서 1, 2, 3 또는 4개의 치환기를 갖는 페닐이며, 단, R2와 R3이 염소-치환 페닐인 경우 R1은 데실이 아니어야 한다.
  2. 제1항에 있어서, R2와 R3이 동일한 화합물.
  3. 제2항에 있어서, R1이 C1-C18또는 시클로헥실이고, R2와 R3이 염소, C1-C4알킬 및 C1-C4알콕시에서 1, 2, 3 또는 4개의 치환기를 갖는 페닐인 화합물.
  4. 제2항에 있어서, R1이 시클로펜틸, 시클로헥실이고, C1-C8알킬이고, R2와 R3이 할로겐-치환 페닐인 화합물.
  5. 제3항에 있어서, R1이 C4-C8알킬 또는 시클로헥실인 화합물.
  6. 제2항에 있어서, R2와 R3이 2, 6-또는 2, 4, 6-치환 페닐인 화합물.
  7. 제2항에 있어서, R2와 R3이 C1-C4알콕시 및/또는 C1-C4알킬에 의해 치환된 페닐인 화합물.
  8. 제7항에 있어서, R2와 R3이 C1-C4알콕시, 특히 메톡시에 의해 치환된 페닐인 화합물.
  9. (a) 에틸렌형 불포화 광중합성 화합물 하나 이상과, (b) 광개시제로서 제1항에 따를 일반식(Ⅰ)의 화합물 하나 이상을 포함하는 조성물.
  10. 제9항에 있어서, 성분 (b)외에도 다른 광개시제 및/또는 첨가제가 존재하는 조성물.
  11. 제9항에 있어서, 성분 (b)가 조성물의 총 고체함량을 기준으로 0.05 내지 15종량%의 양으로 존재하는 조성물.
  12. 제10항에 있어서, 추가의 광개시제가 일반식(Ⅱ)의 화합물 및/또는 하기 일반식(Ⅲ)의 화합물 또는 그의 혼합물인 조성물:
    상기식에서, R4는 수소, C1-C18알킬, C1-C18알콕시, -OCH2CH2-OR8,또는기이고, 여기서 n은 2내지 10의 값이며, G는 하기식의 라디칼이고:
    R5와 R6은 서로 독립적으로, 수소, C1-C16알킬, 페닐, C1-C16알콕시 또는 -O(CH2CH2O)n-C1-C16알킬이고, m은 1내지 20의 수이며, 또는 R5와 R6은, 이들이 붙어있는 탄소원자와 함께 시클로헥실 고리를 형성하고, R7은 히드록시, C1-C16알콕시 또는 -O(CH2CH2O)n-C1-C16알킬이고, R8은 수소 또는 하기식의 기이며:
    단, R5, R6및 R7이 모두 동시에 C1-C16알콕시 또는 -O(CH2CH2O)n-C1-C16알킬이어서는 않되며, R9, R10및 R11은 서로 독립적으로 수소 또는 메틸이다.
  13. 제12항에 있어서, 일반식(Ⅱ)의 R5와 R6이 서로 독립적으로, C1-C16이거나, 또는 이들이 붙어 있는 탄소원자와 함께 시클로헥실 고리를 형성하고, R7이 히드록시인 조성물.
  14. 제12항에 있어서, 일반식(Ⅰ)의 화합물과 일반식(Ⅱ) 및/또는 (Ⅲ)의 화합물과의 혼합물내에서 일반식(Ⅰ)의 화합물의 비율이 5 내지 95%인 조성물.
  15. 제12항에 있어서, 일반식(Ⅰ)의 R1이 n-부틸, 이소부틸 또는 2, 4, 4-트리메틸-1-펜틸이고, R2와 R3이 서로 동일한 것으로, 2, 6-디메톡시페닐 또는 2, 4, 6-트리메틸페닐이고, 일반식(Ⅱ)의 R5와 R6이 서로 동일한 것으로서 메틸이며, R7이 히드록시 또는 이소프로폭시인 조성물.
  16. 제12항에 있어서, R1이 n-부틸, 이소부틸 또는 2, 4, 4-트리메틸-1-펜틸이고, R2와 R3이 서로 동일한 것으로, 2, 6-디메톡시페닐 또는 2, 4, 6-트리메틸페닐인 일반식(Ⅰ)의 화합물과, R9및 R10이 수소이고, R11이 메틸인 일반식(Ⅲ)의 화합물 20%와 일반식(Ⅲ)의 R9및 R10및 R11이 메틸인 일반식(Ⅲ)의 화합물 80%로 된 일반식(Ⅲ) 화합물의 혼합물이 존재하는 조성물.
  17. 제9항 내지 제16항중 어느 하나에 따를 조성물을 200내지 60nm범위의 빛에 노출시켜서, 에틸렌형 불포화 이중결합을 함유한 화합물을 광중합시키는 방법.
  18. 제17항에 있어서, 도료 또는 와니스 제조, 채색 코팅 제조, 투명 또는 채색 수성 분산액 제조, 인쇄 잉크 제조, 벌크 경화 또는 입체평판법에 의한 3차원 물품생산, 치과용 충진재 제조, 복합재 제조, 인쇄판 생산, 스크린 인쇄용 마스크 생산, 인쇄 전자회로용 감광성내시막 제조, 접착제 제조, 광학섬유용 코팅 제조, 또는 전자부품의 코팅 또는 봉입을 위한 방법.
  19. 제17항에 있어서, 목재 및 금속을 코팅시키기 위한 백색 도료 또는 와니스 제조, 건물 마무리칠 및 도로표시용 일광-경화성 도료 제조, 복합재 제조, 인쇄판 생산, 스크린 인쇄용 마스크 생산, 인쇄 전자회로용 감광성내식막 제조, 접착제 제조, 광학섬유용 코팅 제조, 또는 전자부품의 코팅 또는 봉입을 위한 방법.
  20. 제17항에 있어서, 벌크 경화 또는 입체평판기술에 의해 실시되는 방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019920016952A 1991-09-23 1992-09-17 알킬비스아실포스핀옥사이드 광개시제 및 이를 함유하는 조성물 KR100236584B1 (ko)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
CH280991 1991-09-23
CH91-8/2809 1991-09-23
CH3322/91A CH682666A5 (de) 1991-11-14 1991-11-14 Alkyl-Bisacylphosphinoxide.
CH91-7/3322 1991-11-14

Publications (2)

Publication Number Publication Date
KR930006035A true KR930006035A (ko) 1993-04-20
KR100236584B1 KR100236584B1 (ko) 2000-02-01

Family

ID=25691451

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1019920016952A KR100236584B1 (ko) 1991-09-23 1992-09-17 알킬비스아실포스핀옥사이드 광개시제 및 이를 함유하는 조성물

Country Status (20)

Country Link
US (2) US5399770A (ko)
JP (1) JP3211039B2 (ko)
KR (1) KR100236584B1 (ko)
AT (1) AT401265B (ko)
AU (1) AU655675B2 (ko)
BE (1) BE1006011A4 (ko)
BR (1) BR9203707A (ko)
CA (1) CA2078722C (ko)
CZ (1) CZ292028B6 (ko)
DE (1) DE4231579C2 (ko)
ES (1) ES2050607B1 (ko)
FR (1) FR2681599B1 (ko)
GB (1) GB2259704B (ko)
HK (1) HK1000208A1 (ko)
IT (1) IT1255509B (ko)
MX (1) MX9205345A (ko)
NL (1) NL194946C (ko)
RU (1) RU2091385C1 (ko)
SE (2) SE503060C2 (ko)
SK (2) SK281581B6 (ko)

Families Citing this family (136)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4336748C3 (de) * 1992-11-17 2001-09-06 Ciba Sc Holding Ag Verfahren zur Blitztrocknung und Blitzhärtung, Verwendung des Verfahrens und dafür geeignete Vorrichtungen
ZA941879B (en) * 1993-03-18 1994-09-19 Ciba Geigy Curing compositions containing bisacylphosphine oxide photoinitiators
DK0693002T3 (da) 1993-04-01 1998-06-02 Ppg Industries Inc Midler til og fremgangsmåder til fremstilling af strålingshærdbare højglansovertræk
TW381106B (en) * 1994-09-02 2000-02-01 Ciba Sc Holding Ag Alkoxyphenyl-substituted bisacylphosphine oxides
CA2197787A1 (en) * 1994-09-08 1996-03-14 David George Leppard Novel acylphosphine oxides
JP3117394B2 (ja) * 1994-11-29 2000-12-11 帝人製機株式会社 光学的立体造形用樹脂組成物
JPH08171209A (ja) * 1994-12-15 1996-07-02 Japan Synthetic Rubber Co Ltd 放射線硬化性組成物
US6117612A (en) * 1995-04-24 2000-09-12 Regents Of The University Of Michigan Stereolithography resin for rapid prototyping of ceramics and metals
US6284185B1 (en) 1995-04-28 2001-09-04 Nippon Kayaku Kabushiki Kaisha Ultraviolet-curable adhesive composition for bonding opaque substrates
KR100491543B1 (ko) 1995-04-28 2005-12-29 니폰 가야꾸 가부시끼가이샤 자외선경화형접착제조성물
US5707781A (en) * 1995-05-05 1998-01-13 Bayer Corporation Photopolymerizable compositions having acyl or diacyl phosphine oxide and a fluorescent optical brightner
CH691970A5 (de) * 1996-03-04 2001-12-14 Ciba Sc Holding Ag Alkylphenylbisacylphosphinoxide und Photoinitiatormischungen.
US6361925B1 (en) 1996-03-04 2002-03-26 Ciba Specialty Chemicals Corporation Photoinitiator mixtures and compositions with alkylphenylbisacylphosphine oxides
GB9605712D0 (en) * 1996-03-19 1996-05-22 Minnesota Mining & Mfg Novel uv-curable compositions
EP0883653A1 (en) * 1996-04-05 1998-12-16 Minnesota Mining And Manufacturing Company Visible light polymerizable composition
DE69710657T3 (de) * 1996-08-23 2007-07-05 Showa Denko K.K. Photohärtbare Zusammensetzung und Härtungsverfahren
SG53043A1 (en) * 1996-08-28 1998-09-28 Ciba Geigy Ag Molecular complex compounds as photoinitiators
DE19650562A1 (de) * 1996-12-05 1998-06-10 Basf Ag Photoinitiatorgemische, enthaltend Acylphosphinoxide und Benzophenonderivate
US6075065A (en) * 1996-12-20 2000-06-13 Takeda Chemical Industries, Ltd. Photocurable resin composition and a method for producing the same
US5922783A (en) * 1997-02-27 1999-07-13 Loctite Corporation Radiation-curable, cyanoacrylate-containing compositions
US6197422B1 (en) 1997-05-06 2001-03-06 Dsm, N.V. Ribbon assemblies and radiation-curable ink compositions for use in forming the ribbon assemblies
EP1408017A3 (en) * 1997-05-06 2006-01-11 DSM IP Assets B.V. Radiation curable ink compositions
US6130980A (en) * 1997-05-06 2000-10-10 Dsm N.V. Ribbon assemblies and ink coating compositions for use in forming the ribbon assemblies
CN100519674C (zh) * 1997-05-06 2009-07-29 Dsm;Ip;财产有限公司 油墨涂层组合物、其固化方法、光导玻璃纤维和带状组件
US6301415B1 (en) 1997-08-14 2001-10-09 Dsm N.V Optical glass fiber ribbon assemblies, matrix forming compositions radiation-curable compositions
US6391936B1 (en) 1997-12-22 2002-05-21 Dsm N.V. Radiation-curable oligomers radiation-curable compositions, coated optical glass fibers, and ribbon assemblies
DE19907957A1 (de) * 1998-02-27 1999-09-02 Ciba Geigy Ag Pigmentierte photohärtbare Zusammensetzung
DK1062288T3 (da) 1998-03-13 2003-08-04 Akzo Nobel Nv Ikke-vandig belægningssammensætning baseret på en oxidativt tørrende alkydharpiks og en fotoinitiator
DE19812859A1 (de) * 1998-03-24 1999-09-30 Basf Ag Photoinitiatorgemische
CN1172995C (zh) * 1998-07-31 2004-10-27 三菱丽阳株式会社 涂层剂及具有涂层的树脂模塑制品
DE19851567A1 (de) * 1998-11-09 2000-05-11 Emtec Magnetics Gmbh Durch UV-Bestrahlung härtbare Bindemittelzusammensetzung für magnetische Aufzeichnungsmedien und Photoinitiatormischung
WO2000032612A1 (en) * 1998-11-30 2000-06-08 Ciba Specialty Chemicals Holding Inc. Process for preparing acylphosphines and derivatives
SE9904080D0 (sv) 1998-12-03 1999-11-11 Ciba Sc Holding Ag Fotoinitiatorberedning
DE60006210T2 (de) 1999-12-08 2004-07-15 Ciba Specialty Chemicals Holding Inc. Neues Photoinitiatorsystem aus Phosphinoxidverbindungen und wenig gefärbte härtbare Zusammensetzungen
GB2360283B (en) 2000-02-08 2002-08-21 Ciba Sc Holding Ag Monoacylarylphosphines and acylphosphine oxides and sulphides
GB2365430B (en) * 2000-06-08 2002-08-28 Ciba Sc Holding Ag Acylphosphine photoinitiators and intermediates
US6908663B1 (en) * 2000-11-15 2005-06-21 Awi Licensing Company Pigmented radiation cured wear layer
US6737216B2 (en) * 2000-12-08 2004-05-18 E.I. Du Pont De Nemours And Company Laser engravable flexographic printing element and a method for forming a printing plate from the element
JP3969109B2 (ja) * 2002-02-08 2007-09-05 コニカミノルタホールディングス株式会社 感光性平版印刷版及びその記録方法
DE10206117A1 (de) * 2002-02-13 2003-08-14 Basf Ag Acyl- und Bisacylphosphinderivate
DE10244684A1 (de) * 2002-09-24 2004-04-01 Basf Ag Verfahren zur Herstellung von Acylphosphinoxiden
WO2005021634A2 (en) * 2003-02-20 2005-03-10 Texas Research International, Inc. Ultraviolet light curing compositions for composite repair
DE10315671A1 (de) * 2003-04-04 2004-10-14 Basf Ag Verfahren zur Herstellung von Acylphosphinoxid-Feststoffen
TW200523265A (en) * 2003-07-31 2005-07-16 Basf Ag A process for the preparation of acylphosphines
US20050176841A1 (en) * 2003-12-30 2005-08-11 Krohn Roy C. UV curable ink compositions
US20050270755A1 (en) * 2004-06-04 2005-12-08 Inventec Corporation Method for preventing pins of semiconductor package from short circuit during soldering
US20060033793A1 (en) * 2004-08-10 2006-02-16 Webster Grant A Coupling agent patterning
WO2006075712A1 (ja) * 2005-01-14 2006-07-20 Kaneka Corporation 活性エネルギー線硬化型硬化性組成物および該硬化物
EP1749513B1 (de) 2005-08-01 2009-03-04 Ivoclar Vivadent AG Photopolymerisierbare Dentalmaterialien mit Bisacylphosphinoxiden als Initiator
WO2007018287A1 (ja) 2005-08-11 2007-02-15 Kyowa Hakko Chemical Co., Ltd. 樹脂組成物
US7915319B2 (en) * 2005-12-19 2011-03-29 Henkel Corporation Visible light curing systems, methods for reducing health risks to individuals exposed to systems designed to cure curable compositions by exposure to radiation, methods for bonding substrates and visible light curing compositions
US20100234484A1 (en) * 2006-07-04 2010-09-16 Carsten Schellenberg Water based concentrated product forms of photoinitiators made by a heterophase polymerization technique
DE102006050153A1 (de) 2006-10-25 2008-05-08 Ivoclar Vivadent Ag Mikroverkapselte Photoinitiatoren und deren Verwendung für Dentalmaterialien
WO2008073729A2 (en) * 2006-12-11 2008-06-19 Dow Global Technologies Inc. Aldehyde and alcohol compositions derived from seed oils
JP5378804B2 (ja) * 2007-01-17 2013-12-25 クラレノリタケデンタル株式会社 重合性単量体含有組成物
EP1958994B1 (en) 2007-01-31 2010-12-08 FUJIFILM Corporation Ink set for inkjet recording and inkjet recording method
JP5227521B2 (ja) 2007-02-26 2013-07-03 富士フイルム株式会社 インク組成物、インクジェット記録方法、印刷物、及び、インクセット
CN101663336B (zh) * 2007-03-20 2012-10-10 可乐丽则武齿科株式会社 聚合性单体、聚合性组合物及牙科用材料
JP4601009B2 (ja) 2007-03-30 2010-12-22 富士フイルム株式会社 インクジェット記録用インクセット及びインクジェット記録方法
JP5306681B2 (ja) 2007-03-30 2013-10-02 富士フイルム株式会社 重合性化合物、重合体、インク組成物、印刷物及びインクジェット記録方法
JP5243072B2 (ja) 2007-03-30 2013-07-24 富士フイルム株式会社 インク組成物、並びに、それを用いた画像記録方法及び画像記録物
EP2129659B1 (en) 2007-04-04 2013-05-29 Basf Se Alpha-hydroxyketones
US9207373B2 (en) 2007-04-10 2015-12-08 Stoncor Group, Inc. Methods for fabrication and highway marking usage of agglomerated retroreflective beads
US8076393B2 (en) 2007-09-26 2011-12-13 Fujifilm Corporation Ink composition, inkjet recording method, and printed material
JP5148235B2 (ja) 2007-09-28 2013-02-20 富士フイルム株式会社 インク組成物
JP5227560B2 (ja) 2007-09-28 2013-07-03 富士フイルム株式会社 インク組成物、インクジェット記録方法、印刷物、及び、成形印刷物の製造方法
JP5236238B2 (ja) 2007-09-28 2013-07-17 富士フイルム株式会社 インクジェット記録用ホワイトインク組成物
GB0724863D0 (en) 2007-12-21 2008-01-30 Unilever Plc Fabric treatment active
JP5457636B2 (ja) 2008-01-22 2014-04-02 富士フイルム株式会社 光硬化性組成物、光硬化性インク組成物、光硬化物の製造方法、及び、インクジェット記録方法
JP5254632B2 (ja) 2008-02-07 2013-08-07 富士フイルム株式会社 インク組成物、インクジェット記録方法、印刷物、及び、成形印刷物
JP4914862B2 (ja) 2008-03-26 2012-04-11 富士フイルム株式会社 インクジェット記録方法、及び、インクジェット記録装置
JP5414367B2 (ja) 2008-06-02 2014-02-12 富士フイルム株式会社 顔料分散物及びそれを用いたインク組成物
US8507726B2 (en) 2008-11-03 2013-08-13 Basf Se Photoinitiator mixtures
JP2010180330A (ja) 2009-02-05 2010-08-19 Fujifilm Corp 非水系インク、インクセット、画像記録方法、画像記録装置、および記録物
JP5350827B2 (ja) 2009-02-09 2013-11-27 富士フイルム株式会社 インク組成物、及び、インクジェット記録方法
JP5349097B2 (ja) 2009-03-19 2013-11-20 富士フイルム株式会社 インク組成物、インクジェット記録方法、印刷物、及び、成形印刷物の製造方法
DE102009016025B4 (de) 2009-04-02 2014-12-11 Voco Gmbh Kunststoffmodifizierter Glasionomerzement, seine Verwendung sowie Verfahren zu seiner Herstellung
JP5424764B2 (ja) 2009-07-28 2014-02-26 富士フイルム株式会社 顔料分散物、インク組成物、及び、インクジェット記録方法
JP2011068783A (ja) 2009-09-25 2011-04-07 Fujifilm Corp インク組成物、及び、インクジェット記録方法
JP5530141B2 (ja) 2009-09-29 2014-06-25 富士フイルム株式会社 インク組成物及びインクジェット記録方法
JP5437824B2 (ja) 2010-01-14 2014-03-12 富士フイルム株式会社 インクジェットインク組成物、及び、インクジェット記録方法
US9248468B2 (en) 2010-01-15 2016-02-02 Texas Research International, Inc. Ultraviolet light curing compositions for composite repair
DE102010003884A1 (de) 2010-04-12 2011-10-13 Voco Gmbh Dualhärtende, mehrkomponentige dentale Zusammensetzung
DE102010003881A1 (de) 2010-04-12 2011-10-13 Voco Gmbh Dentale Abdeckmasse
DE102010003883A1 (de) 2010-04-12 2011-10-13 Voco Gmbh Lichthärtbares Kompositmaterial
WO2012012067A1 (en) * 2010-06-30 2012-01-26 Dsm Ip Assets B.V. D1492 liquid bapo photoinitiator and its use in radiation curable compositions
JP5687964B2 (ja) 2010-07-27 2015-03-25 富士フイルム株式会社 インクジェットインク組成物、インクジェット記録方法、及び、印刷物
EP2436363B1 (de) 2010-09-30 2017-01-18 VOCO GmbH Zusammensetzung umfassend ein Monomer mit einem polyalicyclischen Strukturelement zum Füllen und/oder Versiegeln eines Wurzelkanals
US8669302B2 (en) 2010-09-30 2014-03-11 Voco Gmbh Composite material comprising a monomer with a polyalicyclic structure element as a sealing material
EP2436364B1 (de) 2010-09-30 2017-05-31 VOCO GmbH Lackzusammensetzung umfassend ein Monomer mit einem polyalicyclischen Strukturelement
EP2436365B1 (de) 2010-09-30 2017-03-08 VOCO GmbH Kompositmaterial umfassend ein Monomer mit einem polyalicyclischen Strukturelement
EP2436668B1 (de) 2010-09-30 2012-09-12 VOCO GmbH Polymerisierbare Verbindungen umfassend ein polyalicyclisches Strukturelement
EP2450025B1 (de) 2010-11-08 2012-11-28 VOCO GmbH Polymerisierbare Phosphorsäurederivate umfassend ein polyalicyclisches Strukturelement
JP5240799B2 (ja) 2010-11-25 2013-07-17 富士フイルム株式会社 インクセット、インクジェット記録方法、及び、インクジェット記録装置
JP2012113228A (ja) 2010-11-26 2012-06-14 Sony Corp 表示装置およびその製造方法
DE102011003289A1 (de) 2011-01-27 2012-08-02 Voco Gmbh Dentale provisorische Suprakonstruktionen sowie Materialien zu ihrer Herstellung und entsprechende Verfahren
JP5349543B2 (ja) 2011-02-03 2013-11-20 富士フイルム株式会社 インクジェットインク組成物、インクセット、インクジェット記録方法、及び、印刷物
US8816211B2 (en) 2011-02-14 2014-08-26 Eastman Kodak Company Articles with photocurable and photocured compositions
US20120207935A1 (en) 2011-02-14 2012-08-16 Deepak Shukla Photocurable inks and methods of use
US20120208914A1 (en) 2011-02-14 2012-08-16 Deepak Shukla Photoinitiator compositions and uses
JP5351293B2 (ja) 2011-02-16 2013-11-27 富士フイルム株式会社 インクジェットインク組成物及びその製造方法、並びに、インクジェット記録方法
JP5474882B2 (ja) 2011-07-12 2014-04-16 富士フイルム株式会社 インクジェットインク組成物、及び、インクジェット記録方法
JP5419934B2 (ja) 2011-07-12 2014-02-19 富士フイルム株式会社 インクジェットインク組成物、及び、インクジェット記録方法
JP5566979B2 (ja) 2011-09-22 2014-08-06 富士フイルム株式会社 インクジェット記録用インク組成物、インクパック、及び、インクジェット記録方法
DE102012001979A1 (de) 2012-02-02 2013-08-08 Voco Gmbh Härtbares Gemisch umfassend Weichmacher mit einem polyalicyclischen Strukturelement zur Anwendung bei der Herstellung dentaler Werkstoffe
DE102012001978A1 (de) 2012-02-02 2013-08-08 Voco Gmbh Dentale Kompositmaterialien enthaltend tricyclische Weichmacher
JP2013193349A (ja) 2012-03-21 2013-09-30 Fujifilm Corp インクジェット記録装置およびインクジェット記録方法
JP5718845B2 (ja) 2012-03-30 2015-05-13 富士フイルム株式会社 インクジェット記録方法及び印刷物
JP5758832B2 (ja) 2012-03-30 2015-08-05 富士フイルム株式会社 活性線硬化型インクジェットインク組成物、インクジェット記録方法、及び、印刷物
DE102012212429A1 (de) 2012-07-16 2014-01-16 Voco Gmbh Dentalhandgerät, Verfahren und Verwendung desselben zum Aushärten lichthärtbaren Materials
DE102012214540A1 (de) 2012-08-15 2014-02-20 Helmholtz-Zentrum für Infektionsforschung GmbH Zahnfüllungsmaterialien und Zahnlacke zur Hemmung der Biofilmbildung von Streptococcus mutans und deren Herstellung
JP5642125B2 (ja) 2012-08-24 2014-12-17 富士フイルム株式会社 インクジェット記録方法
JP5752652B2 (ja) 2012-08-29 2015-07-22 富士フイルム株式会社 インクジェットインク組成物及びその製造方法、インクジェット記録方法、並びに、顔料分散物及びその製造方法
DE102013008176A1 (de) 2012-10-05 2014-04-10 Voco Gmbh Kit und Verfahren zur indirekten chairside Herstellung von Kompositinlays
JP5788918B2 (ja) 2013-02-19 2015-10-07 富士フイルム株式会社 インクジェット記録方法及びインクジェット記録装置
JP5980702B2 (ja) 2013-03-07 2016-08-31 富士フイルム株式会社 インクジェットインク組成物、インクジェット記録方法、及び、成型印刷物の製造方法
JP5939640B2 (ja) 2013-03-08 2016-06-22 富士フイルム株式会社 多層構成物、及び、多層構成物の製造方法
EP3004260B1 (en) 2013-05-30 2020-06-17 Henkel IP & Holding GmbH Primer compositions for injection molding
EP2821436A1 (en) 2013-07-01 2015-01-07 Allnex Belgium, S.A. Transparent composite composition
JP5939644B2 (ja) 2013-08-30 2016-06-22 富士フイルム株式会社 画像形成方法、インモールド成型品の製造方法、及び、インクセット
CN105884824A (zh) * 2014-10-16 2016-08-24 郑成 酰基膦(氧)或磺酰膦(氧)类化合物的制备方法
DE102014116389A1 (de) 2014-11-11 2016-05-12 Voco Gmbh Radikalisch härtbare dentale Zusammensetzungen
DE102014116402A1 (de) 2014-11-11 2016-05-12 Voco Gmbh Verwendung radikalisch härtbarer Zusammensetzungen in generativen Fertigungsverfahren
CN104558031B (zh) * 2014-12-09 2016-08-03 天津久联科技有限公司 一种苯基双(2,4,6-三甲基苯甲酰基)氧化膦的制备方法
CN105884809A (zh) * 2015-01-14 2016-08-24 郑成 酰基膦(氧)或磺酰膦(氧)类化合物的制备方法
GB2542629B (en) 2015-09-28 2020-05-06 Henkel IP & Holding GmbH Polystyrene copolymer curable primer compositions for injection molding
WO2018047484A1 (ja) * 2016-09-07 2018-03-15 富士フイルム株式会社 光重合開始剤、重合性組成物、インクジェット記録方法、並びに、アシルホスフィンオキシド化合物
DE102017103084A1 (de) 2017-02-15 2018-08-16 Voco Gmbh Dentaler Kompositblock zur Herstellung permanenter indirekter Restaurationen im CAD/CAM Verfahren
CN110325601B (zh) 2017-02-28 2022-03-15 富士胶片株式会社 喷墨用液体组合物以及喷墨记录方法
DE102017105841A1 (de) 2017-03-17 2018-09-20 Voco Gmbh Fräsrohling zur Herstellung einer indirekten dentalen Restauration, entsprechende Verwendungen und Verfahren
RU2684387C2 (ru) * 2017-05-03 2019-04-08 Федеральное государственное бюджетное учреждение науки Байкальский институт природопользования Сибирского отделения Российской академии наук (БИП СО РАН) Фотополимерная композиция для изготовления термостойких объектов методом лазерной стереолитографии
EP3409680B1 (en) 2017-05-30 2021-01-06 IGM Group B.V. Synthesis of bis(acyl)phosphines by activation of unreactive metal phosphides
DE102018103415A1 (de) 2018-02-15 2019-08-22 Voco Gmbh Dentale Formkörper mit kontinuierlichem Farbverlauf
DE102018114690A1 (de) 2018-06-19 2019-12-19 Voco Gmbh Thermowirksame dentale Kompositzusammensetzung
WO2020167621A1 (en) 2019-02-14 2020-08-20 Sirrus, Inc. Particles encapsulated with dicarbonyl-substituted-1- alkenes
DE102019122174A1 (de) 2019-08-19 2021-02-25 Voco Gmbh Dentale polymerisierbare Zusammensetzung auf der Basis kondensierter Silane

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3668093A (en) * 1971-05-06 1972-06-06 Du Pont Photoinitiation of vinyl polymerization by triaroylphosphines
DE3443221A1 (de) * 1984-11-27 1986-06-05 ESPE Fabrik pharmazeutischer Präparate GmbH, 8031 Seefeld Bisacylphosphinoxide, ihre herstellung und verwendung
IT1187703B (it) * 1985-07-23 1987-12-23 Lamberti Fratelli Spa Benzofenoni sostituiti e loro miscele liquide,atti all'impiego come iniziatori di fotopolimerizzazione
DE3534645A1 (de) * 1985-09-28 1987-04-02 Merck Patent Gmbh Copolymerisierbare fotoinitiatoren
DE3633436A1 (de) * 1986-10-01 1988-04-14 Basf Ag Photopolymerisierbare aufzeichnungsmasse, insbesondere zur herstellung von druckplatten und reliefformen
EP0413657B1 (de) * 1989-08-04 1996-12-27 Ciba SC Holding AG Mono- und Diacylphosphinoxide
DE59201477D1 (de) * 1991-01-14 1995-04-06 Ciba Geigy Ag Bisacylphosphinsulfide.

Also Published As

Publication number Publication date
AU2525192A (en) 1993-04-01
SE9202668D0 (sv) 1992-09-16
ES2050607B1 (es) 1995-11-16
GB2259704B (en) 1995-05-17
SE9202668L (sv) 1993-03-24
CZ290592A3 (en) 1993-08-11
NL194946B (nl) 2003-04-01
FR2681599A1 (fr) 1993-03-26
HK1000208A1 (en) 1998-02-06
SK290592A3 (en) 2001-05-10
DE4231579A1 (de) 1993-03-25
SK281581B6 (sk) 2001-05-10
NL194946C (nl) 2003-08-04
CZ292028B6 (cs) 2003-07-16
US5472992A (en) 1995-12-05
CA2078722A1 (en) 1993-03-24
CA2078722C (en) 2003-01-07
SE503060C2 (sv) 1996-03-18
ES2050607A1 (es) 1994-05-16
SE509829C2 (sv) 1999-03-08
RU2091385C1 (ru) 1997-09-27
IT1255509B (it) 1995-11-09
JP3211039B2 (ja) 2001-09-25
GB9219402D0 (en) 1992-10-28
ITMI922173A0 (it) 1992-09-22
NL9201641A (nl) 1993-04-16
DE4231579C2 (de) 2002-11-07
JPH05345790A (ja) 1993-12-27
AT401265B (de) 1996-07-25
SE9501365D0 (sv) 1995-04-12
SK137199A3 (en) 2001-05-10
US5399770A (en) 1995-03-21
ITMI922173A1 (it) 1994-03-22
MX9205345A (es) 1993-04-01
AU655675B2 (en) 1995-01-05
GB2259704A (en) 1993-03-24
BE1006011A4 (fr) 1994-04-19
SK281582B6 (sk) 2001-05-10
FR2681599B1 (fr) 1995-08-04
KR100236584B1 (ko) 2000-02-01
BR9203707A (pt) 1993-04-20
ATA188592A (de) 1995-12-15
SE9501365L (sv) 1995-04-12

Similar Documents

Publication Publication Date Title
KR930006035A (ko) 알킬비스아실포스핀옥사이드 광개시제 및 이를 함유하는 조성물
KR960010669A (ko) 알콕시페닐-치환 비스아실포스핀 옥시드
US4707432A (en) Ferrocenium/alpha-cleavage photoinitiator systems for free radical polymerizable compositions
TW494123B (en) A borate compound and a composition containing the same
RU2180667C2 (ru) Алкилфенилбисацилфосфиноксиды, их смеси, фотополимеризуемая композиция, содержащая их, способ фотополимеризации и субстрат, покрытый этой композицией
EP0057474B1 (de) Acylphosphinoxidverbindungen, ihre Herstellung und Verwendung
US4666952A (en) Photopolmerizable mixtures containing tertiary amines as photoactivators
RU97103536A (ru) Алкилфенилбисацилфосфоноксиды и смеси фотоинициаторов
US5605941A (en) Vinyl ether compounds having additional functional groups other than vinyl ether groups and the use thereof in the formulation of curable compositions
RU2005116302A (ru) Улучшение стабильности фотоинициаторов при хранении
EP0007508A2 (de) Acylphosphinoxidverbindungen, ihre Herstellung und ihre Verwendung
JP2005501124A5 (ko)
KR970027090A (ko) 산에 안정한 광중합용 붕산염
JP2006515833A5 (ko)
JPH07278167A (ja) ビスアシルホスフィン
KR950032245A (ko) 이합체성 비스아실포스핀, 옥사이드 및 술파이드 화합물 및 이들 화합물을 포함하는 조성물
KR970028793A (ko) 폴리보란으로부터 얻은 붕산염 광개시제
DE19618720A1 (de) Bisacyl-bisphosphine, -oxide und -sulfide
CA2119206A1 (en) Curing compositions containing bisacylphosphine oxide photoinitiators
SG160355A1 (en) Photosensitive resin composition, photosensitive element, method for forming resist pattern and method for producing printed wiring board
KR930021649A (ko) 플루오르를 함유하지 않는 티타노센 및 그의 용도
CN111825781A (zh) 一种含有敏化剂和硫鎓盐的光引发剂组合物及其在led阳离子光固化组合物中的应用
DE69506886T2 (de) Neue acylphosphinoxide
US4188224A (en) Photopolymerizable composition containing anthrones
JPS5575405A (en) Photopolymerizable composition

Legal Events

Date Code Title Description
N231 Notification of change of applicant
A201 Request for examination
E701 Decision to grant or registration of patent right
GRNT Written decision to grant
FPAY Annual fee payment

Payment date: 20100930

Year of fee payment: 12

LAPS Lapse due to unpaid annual fee