CA2221014A1 - Composes polymeres polyioniques, leur procede de preparation et leur utilisation comme photoamorceurs - Google Patents

Composes polymeres polyioniques, leur procede de preparation et leur utilisation comme photoamorceurs

Info

Publication number
CA2221014A1
CA2221014A1 CA 2221014 CA2221014A CA2221014A1 CA 2221014 A1 CA2221014 A1 CA 2221014A1 CA 2221014 CA2221014 CA 2221014 CA 2221014 A CA2221014 A CA 2221014A CA 2221014 A1 CA2221014 A1 CA 2221014A1
Authority
CA
Canada
Prior art keywords
group
carbon atoms
groups
chosen
perhaloalkyl
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
CA 2221014
Other languages
English (en)
Other versions
CA2221014C (fr
Inventor
Alain Vallee
Michel Armand
Xavier Ollivrin
Christophe Michot
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.)
Hydro Quebec
Original Assignee
Individual
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 CA002187046A external-priority patent/CA2187046A1/fr
Application filed by Individual filed Critical Individual
Priority to CA 2221014 priority Critical patent/CA2221014C/fr
Publication of CA2221014A1 publication Critical patent/CA2221014A1/fr
Application granted granted Critical
Publication of CA2221014C publication Critical patent/CA2221014C/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C307/00—Amides of sulfuric acids, i.e. compounds having singly-bound oxygen atoms of sulfate groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
    • C07C307/02—Monoamides of sulfuric acids or esters thereof, e.g. sulfamic acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
    • C07C309/78—Halides of sulfonic acids
    • C07C309/79—Halides of sulfonic acids having halosulfonyl groups bound to acyclic carbon atoms
    • C07C309/80—Halides of sulfonic acids having halosulfonyl groups bound to acyclic carbon atoms of a saturated carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/48—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups having nitrogen atoms of sulfonamide groups further bound to another hetero atom
    • 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
    • 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
    • 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
    • C08F8/00—Chemical modification by after-treatment
    • C08F8/44—Preparation of metal salts or ammonium salts
    • 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
    • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04—Polysiloxanes
    • C08G77/38—Polysiloxanes modified by chemical after-treatment
    • C08G77/382—Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon
    • C08G77/392—Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon 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
    • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04—Polysiloxanes
    • C08G77/38—Polysiloxanes modified by chemical after-treatment
    • C08G77/382—Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon
    • C08G77/398—Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon containing boron or metal atoms
    • 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
    • G03F7/039—Macromolecular compounds which are photodegradable, e.g. positive electron resists

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Physics & Mathematics (AREA)
  • General Chemical & Material Sciences (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • General Physics & Mathematics (AREA)
  • Inorganic Chemistry (AREA)
  • Polymerisation Methods In General (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Abstract

Composé ionique polymère ou oligomère constitué par une partie polycationique (A+)p comprenant plusieurs unités ionium et un nombre d'anions X- suffisant pour assurer la neutralité électrique du composé, caractérisé en ce que: - les unités onium sont choisies dans le groupe constitué par les biaryliodonium, les arylsulfonium les arylacylsulfonium les diazonium, les cations organométalliques comprenant un métal de transition complexé par au moins un cycle insaturé comprenant de 4 à 12 atomes de carbone; - X- est un anion imidure ¢RFSO2NSO2R'F!- ou un anion méthylure ¢RFSO2C(Q)SO2R'F!- dans lesquels: 1) Q représente: - H-, Cl-, F-, Br- ou CN-; - un radical alkyle ayant de 1 à 30 atomes de carbone; - un radical aryle ou alkylaryle ou arylalkyle ayant de 6 à 30 atomes de carbone; - un groupe R"F ou un groupe R"FSO2; 2) RF et R'F, ainsi que R"F le cas échéant lorsque X- est un anion méthylure, sont choisis indépendamment l'un de l'autre dans le groupe constitué par le fluor, les groupements perhaloalkyles ayant de 1 à 30 atomes de carbone, les groupements (perhaloalkyl)alkyloxy, les groupements cycloaliphatiques perhalogénés ayant de 3 à 30 atomes de carbone contenant éventuellement des hétéroatomes choisis parmi O et N, et/ou portant éventuellement au moins un chaînon perhaloalkyle, les groupements aryles perhalogénés ayant de 6 à 30 atomes de carbone; ou bien 3) RF et R'F forment ensemble un radical divalent formant un cycle respectivement avec le groupe -SO2-N-SO2- ou avec le groupe - SO2-C(Q)-SO2-, ou bien, lorsque X- est un anion méthylure, R"F forme avec l'un des radicaux RF ou R'F un radical divalent formant un cycle respectivement avec le groupe -SO2-C-SO2- ou avec le groupe -SO2-C-, ledit radical divalent étant choisi parmi les radicaux alkylènes perfluorés ayant de 2 à 12 atomes de carbone, le troisième radical présent le cas échéant étant choisi parmi les radicaux monovalents cités ci-dessus en 2); 4) p représente le nombre d'unités onium. Les monomères et polymères sont utiles comme photoamorceurs pour la polymérisation ou la réticulation de monomères par voie cationique, ou pour la modification de polymères, notamment lorsqu'ils sont utilisés comme photorésists.
CA 2221014 1996-10-03 1997-10-03 Composes polymeres polyioniques, leur procede de preparation et leur utilisation comme photoamorceurs Expired - Lifetime CA2221014C (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CA 2221014 CA2221014C (fr) 1996-10-03 1997-10-03 Composes polymeres polyioniques, leur procede de preparation et leur utilisation comme photoamorceurs

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
CA002187046A CA2187046A1 (fr) 1996-10-03 1996-10-03 Sulfonylimidures et sulfonylmethylures, leur utilisation comme photoinitiateur
CA2,187,046 1996-10-03
CA 2221014 CA2221014C (fr) 1996-10-03 1997-10-03 Composes polymeres polyioniques, leur procede de preparation et leur utilisation comme photoamorceurs

Publications (2)

Publication Number Publication Date
CA2221014A1 true CA2221014A1 (fr) 1998-04-03
CA2221014C CA2221014C (fr) 2007-06-19

Family

ID=25678712

Family Applications (1)

Application Number Title Priority Date Filing Date
CA 2221014 Expired - Lifetime CA2221014C (fr) 1996-10-03 1997-10-03 Composes polymeres polyioniques, leur procede de preparation et leur utilisation comme photoamorceurs

Country Status (1)

Country Link
CA (1) CA2221014C (fr)

Also Published As

Publication number Publication date
CA2221014C (fr) 2007-06-19

Similar Documents

Publication Publication Date Title
KR840004128A (ko) 모노알릴아민 폴리머 생산을 위한 공정
CA2135561A1 (fr) Compose de metal de transition, composant d'un catalyseur pour la polymerisation des olefines comprenant le compose de metal de transition, catalyseur pour la polymerisation des olefines comprenant le composant du catalyseur pour la polymerisation des olefines et procede pour la polymerisation des
KR900011793A (ko) 올레핀 중합용 촉매
EP0834502A3 (fr) Composés polymères polyioniques, leur procédé de préparation et leur utilisation comme photoamorceurs
CA2274762A1 (fr) Compositions a base de polybutadiene pour lentilles de contact
KR870000289A (ko) 트리시클로데칸의 (메트)-아크릴산 유도체의 제조방법
BR9710219A (pt) Processo para a sintese de polímeros agente de transferéncia de cadeia e polímero
BR9604887A (pt) Novos (co)polímeros e um novo processo de polimerização com base em polimerização de radical de transferência de átomo (ou de grupo)
IT8221305A0 (it) Acceleratori di polimerizzazione formati da gomme viniliche per siliconi polimerizzati per addizione.
GB1524485A (en) Cationic crosslinkable polymers
CA2305487A1 (fr) Poudres redispersables dans l'eau de polymeres filmogenes prepares a partir de monomeres a insaturation ethylenique et contenant des naphtalenesulfonates
RU95113585A (ru) Катализатор и способ полимеризации олефинов, полиолефины
WO2000050669A3 (fr) Adjuvants utiles pour l'electrodeposition de zinc et d'alliages de zinc et procedes d'electrodeposition
ATE358142T1 (de) Geträgerter polymerisationskatalysator
ATE209177T1 (de) Von einem aromatischen oder heteroaromatischen radikal substituierte biphenylderivate und diese enthaltende pharmaceutische und kosmetische compositionen
ATE396212T1 (de) Monomere, polymere und damit hergestellte ophthalmische linsen und kontaktlinsen
DE59913581D1 (de) Sprengstoffe, enthaltend modifizierte Copolymere aus Polyisobutylen und Maleinsäureanhydrid als Emulgatoren
KR910016775A (ko) 방향족비닐화합물 중합용촉매 및 방향족비닐화합물 중합체의 제조방법
CA2221014A1 (fr) Composes polymeres polyioniques, leur procede de preparation et leur utilisation comme photoamorceurs
CA2049118A1 (fr) Hydrogenation selective de polymeres a base de diolefines conjuguees
KR960007594A (ko) 2,3- 다리걸친 1,4-디히드로피리딘, 그의 제조 방법 및 그의 약제로서의 용도
DE60018441D1 (de) Blockcopolymer mit einem von oxazolin herrührenden segment
CA2218434A1 (fr) Sulfonylimidures et sulfonylmethylures ioniques fluores, leur procede de preparation et leur utilisation comme photoamorceurs
Sanghvi et al. Effect of partitioning of monomer on the reactivities of monomers in microemulsion
ATE299919T1 (de) Elektrotauchlackierungszusammensetzungen, die polyvinylpyrrolidon als antikratermittel enthalten

Legal Events

Date Code Title Description
EEER Examination request
MKEX Expiry

Effective date: 20171003