DE2904626C2 - - Google Patents
Info
- Publication number
- DE2904626C2 DE2904626C2 DE2904626A DE2904626A DE2904626C2 DE 2904626 C2 DE2904626 C2 DE 2904626C2 DE 2904626 A DE2904626 A DE 2904626A DE 2904626 A DE2904626 A DE 2904626A DE 2904626 C2 DE2904626 C2 DE 2904626C2
- Authority
- DE
- Germany
- Prior art keywords
- mixtures
- epoxy
- hydroxyl groups
- substances
- complex salts
- 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.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C381/00—Compounds containing carbon and sulfur and having functional groups not covered by groups C07C301/00 - C07C337/00
- C07C381/12—Sulfonium compounds
-
- 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 System
- C07F9/90—Antimony compounds
- C07F9/902—Compounds without antimony-carbon linkages
-
- 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
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/68—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the catalysts used
- C08G59/687—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the catalysts used containing sulfur
-
- 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
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/04—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers only
- C08G65/06—Cyclic ethers having no atoms other than carbon and hydrogen outside the ring
- C08G65/08—Saturated oxiranes
- C08G65/10—Saturated oxiranes characterised by the catalysts used
- C08G65/105—Onium 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
Description
Ein 100 ml fassender Kolben, der mit einem Rückflußkühler ausgerüstet ist, wird mit 20,2 g Diphenylsulfoxid, 20,5 g Diphenylsulfid und 19,9 g Phosphorpentoxid beschickt. Das Gemisch wird 3 Stunden in einem Dampfbad erhitzt und dann portionsweise in 2500 ml gerührtes heißes Wasser eingetragen. Die leicht trübe Lösung läßt man abkühlen, dekantiert von einer kleinen Menge unlöslichem Öl und filtriert über ein Filterhilfsmittel. Das klare Filtrat wird unter Rühren mit 25,9 g pulverförmigem NaSbF₆ versetzt. Das Reaktionsprodukt scheidet sich in Form eines viskosen Öls ab. Die wäßrige Schicht wird abdekantiert. Die ölige Schicht wird in 400 ml Methylenchlorid gelöst, getrocknet und unter vermindertem Druck vom Lösungsmittel befreit. Man erhält 26,7 g der Verbindung der Formel
gefunden:
C 47,4; H 3,0%;
berechnet:
C 47,5; H 3,1%.
Claims (4)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US05/876,114 US4173476A (en) | 1978-02-08 | 1978-02-08 | Complex salt photoinitiator |
Publications (2)
Publication Number | Publication Date |
---|---|
DE2904626A1 DE2904626A1 (de) | 1979-08-09 |
DE2904626C2 true DE2904626C2 (de) | 1989-10-05 |
Family
ID=25367025
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE19792904626 Granted DE2904626A1 (de) | 1978-02-08 | 1979-02-07 | Triarylsulfoniumkomplexsalze, verfahren zu ihrer herstellung und diese salze enthaltende photopolymerisierbare gemische |
DE2954646A Expired - Lifetime DE2954646C2 (de) | 1978-02-08 | 1979-02-07 |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE2954646A Expired - Lifetime DE2954646C2 (de) | 1978-02-08 | 1979-02-07 |
Country Status (15)
Country | Link |
---|---|
US (1) | US4173476A (de) |
JP (1) | JPS54151936A (de) |
AR (1) | AR223168A1 (de) |
AU (1) | AU521611B2 (de) |
BE (1) | BE874004A (de) |
BR (1) | BR7900747A (de) |
CA (1) | CA1121092A (de) |
CH (1) | CH640222A5 (de) |
DE (2) | DE2904626A1 (de) |
FR (1) | FR2416884A1 (de) |
GB (1) | GB2014144B (de) |
IN (1) | IN154811B (de) |
SE (1) | SE446862B (de) |
SU (1) | SU1178334A3 (de) |
ZA (1) | ZA786897B (de) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE10023353A1 (de) * | 2000-05-12 | 2001-11-29 | Osram Opto Semiconductors Gmbh | Optoelektronisches Bauelement und Verfahren zur Herstellung |
EP1973000A2 (de) | 2007-03-22 | 2008-09-24 | FUJIFILM Corporation | Automatische Tauchentwicklungsvorrichtung und Verfahren für Lithografiedruckplatten |
EP1975710A2 (de) | 2007-03-30 | 2008-10-01 | FUJIFILM Corporation | Plattenherstellungsverfahren eines Lithografiedruckplattenvorläufers |
Families Citing this family (253)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4407759A (en) * | 1974-05-02 | 1983-10-04 | General Electric Company | Photoinitiators |
US4299938A (en) * | 1979-06-19 | 1981-11-10 | Ciba-Geigy Corporation | Photopolymerizable and thermally polymerizable compositions |
US4286047A (en) * | 1979-07-25 | 1981-08-25 | Minnesota Mining And Manufacturing Company | Pressure-sensitive adhesive susceptible to ultraviolet light-induced detackification |
US4250203A (en) * | 1979-08-30 | 1981-02-10 | American Can Company | Cationically polymerizable compositions containing sulfonium salt photoinitiators and odor suppressants and method of polymerization using same |
US4374066A (en) * | 1979-09-28 | 1983-02-15 | General Electric Company | Method for making triarylsulfonium salts |
ZA805273B (en) * | 1979-09-28 | 1981-11-25 | Gen Electric | Process of deep section curing photocurable compositions |
GB2069486B (en) * | 1980-02-19 | 1984-09-26 | Gen Electric | Method for making triarylsulphonium salts |
US4339567A (en) * | 1980-03-07 | 1982-07-13 | Ciba-Geigy Corporation | Photopolymerization by means of sulphoxonium salts |
US4367251A (en) * | 1980-04-21 | 1983-01-04 | General Electric Company | UV Curable compositions and substrates treated therewith |
US4319974A (en) * | 1980-04-21 | 1982-03-16 | General Electric Company | UV Curable compositions and substrates treated therewith |
US4362263A (en) * | 1980-04-24 | 1982-12-07 | Westinghouse Electric Corp. | Solderable solventless UV curable enamel |
US4383025A (en) * | 1980-07-10 | 1983-05-10 | Ciba-Geigy Corporation | Photopolymerization by means of sulfoxonium salts |
US4398014A (en) * | 1980-11-04 | 1983-08-09 | Ciba-Geigy Corporation | Sulfoxonium salts and their use as polymerization catalysts |
US4818776A (en) * | 1983-02-07 | 1989-04-04 | Union Carbide Corporation | Photocopolymerizable compositions based on epoxy and hydroxyl-containing organic materials having primary hydroxyl content |
US4874798A (en) * | 1983-02-07 | 1989-10-17 | Union Carbide Corporation | Photocopolymerizable compositions based on epoxy and hydroxyl-containing organic materials and substituted cycloaliphatic monoepoxide reactive diluents |
US4622349A (en) * | 1983-02-07 | 1986-11-11 | Union Carbide Corporation | Blends of epoxides and monoepoxides |
US4814361A (en) * | 1983-02-07 | 1989-03-21 | Union Carbide Corporation | Blends of epoxides and monoepoxides |
US4812488A (en) * | 1983-02-07 | 1989-03-14 | Union Carbide Corporation | Photocopolymerizable compositions based on hydroxyl-containing organic materials and substituted cycloaliphatic monoepoxide reactive diluents |
US4593051A (en) * | 1983-02-07 | 1986-06-03 | Union Carbide Corporation | Photocopolymerizable compositons based on epoxy and polymer/hydroxyl-containing organic materials |
GB2137626B (en) * | 1983-03-31 | 1986-10-15 | Sericol Group Ltd | Water based photopolymerisable compositions and their use |
JPS6121126A (ja) * | 1984-07-11 | 1986-01-29 | Suriibondo:Kk | 紫外線硬化性樹脂組成物 |
US4946817A (en) * | 1984-07-17 | 1990-08-07 | The Dow Chemical Company | Latent catalysts for epoxy-containing compounds |
US5503937A (en) * | 1984-07-17 | 1996-04-02 | The Dow Chemical Company | Curable composition which comprises adducts of heterocyclic compounds |
US4594291A (en) * | 1984-07-17 | 1986-06-10 | The Dow Chemical Company | Curable, partially advanced epoxy resins |
US4554342A (en) * | 1984-07-30 | 1985-11-19 | Shell Oil Company | Heat-curable compositions comprising an epoxy resin, an amine and a sulfonium salt |
DE3537401A1 (de) * | 1984-10-22 | 1986-04-24 | General Electric Co., Schenectady, N.Y. | Verfahren zur herstellung von triarylsulfoniumsalzen |
JPS61190524A (ja) * | 1985-01-25 | 1986-08-25 | Asahi Denka Kogyo Kk | エネルギ−線硬化性組成物 |
US4694029A (en) * | 1985-04-09 | 1987-09-15 | Cook Paint And Varnish Company | Hybrid photocure system |
US5012001A (en) * | 1985-09-03 | 1991-04-30 | General Electric Company | Triaryl sulfonium photoinitiators |
US4882245A (en) * | 1985-10-28 | 1989-11-21 | International Business Machines Corporation | Photoresist composition and printed circuit boards and packages made therewith |
US4892894A (en) * | 1985-11-07 | 1990-01-09 | Union Carbide Chemical And Plastics Company Inc. | Photocopolymerizable compositions based on epoxy and hydroxyl-containing organic materials |
US4654379A (en) * | 1985-12-05 | 1987-03-31 | Allied Corporation | Semi-interpenetrating polymer networks |
DE3604580A1 (de) * | 1986-02-14 | 1987-08-20 | Basf Ag | Haertbare mischungen, enthaltend n-sulfonylaminosulfoniumsalze als kationisch wirksame katalysatoren |
US4690957A (en) * | 1986-02-27 | 1987-09-01 | Mitsubishi Denki Kabushiki Kaisha | Ultra-violet ray curing type resin composition |
US4751138A (en) | 1986-08-11 | 1988-06-14 | Minnesota Mining And Manufacturing Company | Coated abrasive having radiation curable binder |
US4857562A (en) * | 1987-01-30 | 1989-08-15 | General Electric Company | UV curable epoxy resin compositions with delayed cure |
US4760013A (en) * | 1987-02-17 | 1988-07-26 | International Business Machines Corporation | Sulfonium salt photoinitiators |
US4975300A (en) * | 1987-12-31 | 1990-12-04 | Minnesota Mining And Manufacturing Company | Method for curing an organic coating using condensation heating and radiation energy |
DE3806745A1 (de) * | 1988-03-02 | 1989-09-14 | Henkel Kgaa | Lichtinduziert dunkelhaertende klebstoffe |
EP0379464B1 (de) * | 1989-01-16 | 1993-02-10 | Ciba-Geigy Ag | Araliphatische Sulfoniumsalze und deren Verwendung |
US5247113A (en) * | 1989-01-16 | 1993-09-21 | Ciba-Geigy Corporation | Araliphatic sulfonium and their use |
DE3902114A1 (de) * | 1989-01-25 | 1990-08-02 | Basf Ag | Strahlungsempfindliche, ethylenisch ungesaettigte, copolymerisierbare sulfoniumsalze und verfahren zu deren herstellung |
EP0410606B1 (de) | 1989-07-12 | 1996-11-13 | Fuji Photo Film Co., Ltd. | Polysiloxane und positiv arbeitende Resistmasse |
US5098816A (en) * | 1989-10-10 | 1992-03-24 | International Business Machines Corporation | Method for forming a pattern of a photoresist |
US5110711A (en) * | 1989-10-10 | 1992-05-05 | International Business Machines Corporation | Method for forming a pattern |
US5059512A (en) * | 1989-10-10 | 1991-10-22 | International Business Machines Corporation | Ultraviolet light sensitive photoinitiator compositions, use thereof and radiation sensitive compositions |
CA2034400A1 (en) * | 1990-04-30 | 1991-10-31 | James Vincent Crivello | Method for making triarylsulfonium hexafluorometal or metalloid salts |
KR100189642B1 (ko) * | 1991-02-18 | 1999-06-01 | 디어터 크리스트 | 전자 부품 및 조립체를 피복시키거나 접착시키는 방법 |
AU664431B2 (en) * | 1992-03-03 | 1995-11-16 | Minnesota Mining And Manufacturing Company | Thermosetting binder for an abrasive article |
JP2751779B2 (ja) * | 1992-08-28 | 1998-05-18 | 日本電気株式会社 | 光分解性高分子化合物およびフォトレジスト組成物 |
US6485589B1 (en) | 1993-04-15 | 2002-11-26 | 3M Innovative Properties Company | Melt-flowable materials and method of sealing surfaces |
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US5436063A (en) * | 1993-04-15 | 1995-07-25 | Minnesota Mining And Manufacturing Company | Coated abrasive article incorporating an energy cured hot melt make coat |
US5856373A (en) * | 1994-10-31 | 1999-01-05 | Minnesota Mining And Manufacturing Company | Dental visible light curable epoxy system with enhanced depth of cure |
US5550171A (en) * | 1995-05-31 | 1996-08-27 | International Business Machines Corporation | Polymeric sulfonium salt photoinitiators |
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US2514186A (en) * | 1945-10-22 | 1950-07-04 | Firestone Tire & Rubber Co | Antimony phenol sulfides |
US2581930A (en) * | 1950-01-25 | 1952-01-08 | Firestone Tire & Rubber Co | Stabilization of rubber with a mixture of a phenol sulfide and trivalent antimony oxide |
US2807648A (en) * | 1955-09-16 | 1957-09-24 | Stauffer Chemical Co | Process for making sulfonium compounds |
US3018262A (en) * | 1957-05-01 | 1962-01-23 | Shell Oil Co | Curing polyepoxides with certain metal salts of inorganic acids |
NL128404C (de) * | 1959-12-24 | |||
US3691133A (en) * | 1971-03-25 | 1972-09-12 | Union Carbon Corp | Polyepoxide compositions containing dicyandiamide and an iodonium, phosphonium, or sulfonium salt |
US4058400A (en) * | 1974-05-02 | 1977-11-15 | General Electric Company | Cationically polymerizable compositions containing group VIa onium salts |
GB1512981A (en) * | 1974-05-02 | 1978-06-01 | Gen Electric | Curable epoxide compositions |
US4058401A (en) * | 1974-05-02 | 1977-11-15 | General Electric Company | Photocurable compositions containing group via aromatic onium salts |
US4069054A (en) * | 1975-09-02 | 1978-01-17 | Minnesota Mining And Manufacturing Company | Photopolymerizable composition containing a sensitized aromatic sulfonium compound and a cationacally polymerizable monomer |
US4108747A (en) * | 1976-07-14 | 1978-08-22 | General Electric Company | Curable compositions and method for curing such compositions |
US4102687A (en) * | 1977-02-14 | 1978-07-25 | General Electric Company | UV Curable composition of a thermosetting condensation resin and Group VIa onium salt |
-
1978
- 1978-02-08 US US05/876,114 patent/US4173476A/en not_active Expired - Lifetime
- 1978-12-08 ZA ZA786897A patent/ZA786897B/xx unknown
- 1978-12-29 CA CA000318857A patent/CA1121092A/en not_active Expired
-
1979
- 1979-02-05 SE SE7900980A patent/SE446862B/sv unknown
- 1979-02-07 FR FR7903070A patent/FR2416884A1/fr active Granted
- 1979-02-07 GB GB7904234A patent/GB2014144B/en not_active Expired
- 1979-02-07 JP JP1318879A patent/JPS54151936A/ja active Granted
- 1979-02-07 AR AR275421A patent/AR223168A1/es active
- 1979-02-07 AU AU44025/79A patent/AU521611B2/en not_active Ceased
- 1979-02-07 DE DE19792904626 patent/DE2904626A1/de active Granted
- 1979-02-07 BR BR7900747A patent/BR7900747A/pt unknown
- 1979-02-07 DE DE2954646A patent/DE2954646C2/de not_active Expired - Lifetime
- 1979-02-07 BE BE0/193326A patent/BE874004A/xx not_active IP Right Cessation
- 1979-02-07 SU SU792723099A patent/SU1178334A3/ru active
- 1979-02-07 CH CH121379A patent/CH640222A5/de not_active IP Right Cessation
-
1982
- 1982-09-13 IN IN1059/CAL/82A patent/IN154811B/en unknown
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE10023353A1 (de) * | 2000-05-12 | 2001-11-29 | Osram Opto Semiconductors Gmbh | Optoelektronisches Bauelement und Verfahren zur Herstellung |
EP1973000A2 (de) | 2007-03-22 | 2008-09-24 | FUJIFILM Corporation | Automatische Tauchentwicklungsvorrichtung und Verfahren für Lithografiedruckplatten |
EP1975710A2 (de) | 2007-03-30 | 2008-10-01 | FUJIFILM Corporation | Plattenherstellungsverfahren eines Lithografiedruckplattenvorläufers |
Also Published As
Publication number | Publication date |
---|---|
AR223168A1 (es) | 1981-07-31 |
GB2014144A (en) | 1979-08-22 |
AU521611B2 (en) | 1982-04-22 |
SE446862B (sv) | 1986-10-13 |
JPS6326105B2 (de) | 1988-05-27 |
BE874004A (fr) | 1979-08-07 |
CA1121092A (en) | 1982-03-30 |
DE2954646C2 (de) | 1991-01-24 |
IN154811B (de) | 1984-12-15 |
JPS54151936A (en) | 1979-11-29 |
BR7900747A (pt) | 1979-08-28 |
FR2416884A1 (fr) | 1979-09-07 |
CH640222A5 (de) | 1983-12-30 |
ZA786897B (en) | 1980-07-30 |
GB2014144B (en) | 1982-07-28 |
US4173476A (en) | 1979-11-06 |
SU1178334A3 (ru) | 1985-09-07 |
FR2416884B1 (de) | 1984-08-17 |
SE7900980L (sv) | 1979-08-09 |
DE2904626A1 (de) | 1979-08-09 |
AU4402579A (en) | 1979-08-16 |
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