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    • 1. 发明授权
    • O-acyloxime photoinitiators
    • O-酰基肟光引发剂
    • US06596445B1
    • 2003-07-22
    • US09338152
    • 1999-06-23
    • Akira MatsumotoHidetaka OkaMasaki OhwaHisatoshi KuraJean-Luc BirbaumKurt Dietliker
    • Akira MatsumotoHidetaka OkaMasaki OhwaHisatoshi KuraJean-Luc BirbaumKurt Dietliker
    • C07C25164
    • C07C251/66B33Y70/00C07C251/68C07C323/47C07D295/135C07D335/18C08F2/50G03F7/0007G03F7/002G03F7/0045G03F7/031G03F7/0388
    • Oximeester compounds of the formulae I, II, III and IV wherein R1 is phenyl, C1-C20alkyl or C2-C20alkyl optionally interrupted by —O—, C2-C20alkanoyl or benzoyl, or R1 is C2-C12alkoxycarbonyl or phenoxycarbonyl; R1′ is C2-C12alkoxycarbonyl, or R1′ is phenoxycarbonyl, or R1′ is —CONR10R11 or CN; R2 is C2-C12alkanoyl, C4-C6alkenoyl, benzoyl, C2-C6alkoxycarbonyl or phenoxycarbonyl; R3, R4, R5, R6 and R7 are hydrogen, halogen, C1-C12alkyl, cyclopentyl, cyclohexyl, phenyl, benzyl, benzoyl, C2-C12alkanoyl, C2-C12alkoxycarbonyl, phenoxycarbonyl or a group OR8, SR9, SOR9, SO2R9 or NR10R11; R4′, R5′ and R6′ are hydrogen, halogen, C1-C12alkyl, cyclopentyl, cyclohexyl, phenyl, benzyl, benzoyl, C2-C12-alkanoyl, C2-C12alkoxycarbonyl, phenoxycarbonyl, or are a group OR8, SR9, SOR9, SO2R9, NR10R11; provided that at least one of R3, R4, R5, R6, R7, R′4, R′5 and R′6 is OR8, SR9 or NR10R11; R8, R9, R10 and R11 are for example hydrogen, C1-C12alkyl, phenyl; are suitable as initiators for the photopolymerization of radically polymerizable compounds.
    • 式I,II,III和IV其中R 1的肟酯化合物是苯基,任选被-O - ,C 2 -C 20烷酰基或苯甲酰基中断的C 1 -C 20烷基或C 2 -C 20烷基,或者R 1是C 2 -C 12烷氧基羰基或苯氧基羰基; R1'是C2-C12烷氧基羰基,或R1'是苯氧基羰基,或R1'是-CONR10R11或CN; R2是C2-C12烷酰基,C4-C6链烯酰基,苯甲酰基,C2-C6烷氧基羰基或苯氧基羰基; R3,R4,R5,R6和R7是氢,卤素,C1-C12烷基,环戊基,环己基,苯基,苄基,苯甲酰基,C2-C12烷酰基,C2-C12烷氧基羰基,苯氧基羰基或OR8,SR9,SOR9,SO2R9或NR10R11; R4',R5'和R6'为氢,卤素,C1-C12烷基,环戊基,环己基,苯基,苄基,苯甲酰基,C2-C12-烷酰基,C2-C12烷氧基羰基,苯氧基羰基,或为OR8,SR9,SOR9,SO2R9 ,NR10R11; 条件是R3,R4,R5,R6,R7,R'4,R'5和R'6中的至少一个是OR8,SR9或NR10R
    • 2. 发明授权
    • Photopolymerizable thermosetting resin compositions
    • 光聚合性热固性树脂组合物
    • US06485885B1
    • 2002-11-26
    • US09720441
    • 2000-12-22
    • Hidetaka OkaMasaki OhwaAkira MatsumotoHisatoshi Kura
    • Hidetaka OkaMasaki OhwaAkira MatsumotoHisatoshi Kura
    • G03F7004
    • G03F7/031G03F7/038
    • Compositions comprising (A) an oligomer or polymer containing at least one carboxylic acid group in the molecule; (B) at least one compound of formulas (I, II, III, IV, V or VI), wherein R1 inter alia is phenyl or alkyl; R2 is for example C2-C12alkonoyl which is unsubstituted or substituted or is benzoyl; R3, R4, R5, R6 and R7 independently of one another are for instance hydrogen, C1-C12alkyl, cyclohexyl or phenyl which is unsubstituted or substituted, or are benzyl, benzoyl, C2-C12alkanoyl or phenoxycarbonyl; R8 is for example hydrogen or C1-C12alkyl or a group (B); M is for example C1-C12alkylene, cyclohexylene or phenylene; M1 inter alia is a direct bond or C1-C12alkylenoxy; and Ar is a 5- or 6-membered aromatic heterocyclic ring; (C) a photopolymerizable reactive or unreactive diluent; and (D) as a thermosetting component an epoxy compound containing at least two epoxy groups in one molecule; are highly suitable as resists which are alkaline developable.
    • 包含(A)在分子中含有至少一个羧酸基团的低聚物或聚合物的组合物; (B)至少一种式(I,II,III,IV,V或VI)化合物,其中R 1特别是苯基或烷基; R2是例如未取代或取代的C 2 -C 12烷氧基或苯甲酰基; R 3,R 4,R 5,R 6和R 7彼此独立地是例如氢,C 1 -C 12烷基,环己基或未取代或取代的苯基,或者是苄基,苯甲酰基,C 2 -C 12烷酰基或苯氧基羰基; R8是例如氢或C1-C12烷基或基团(B); M为例如C 1 -C 12亚烷基,亚环己基或亚苯基; M1特别是直接键或C1-C12亚烷基氧基; 且Ar为5-或6-元芳族杂环; (C)可光聚合反应性或非活性稀释剂; 和(D)作为热固性组分在一个分子中含有至少两个环氧基团的环氧化合物; 非常适合作为碱性显影的抗蚀剂。
    • 4. 发明申请
    • OXIME ESTER PHOTOINITIATORS
    • OXIME ESTER光敏剂
    • US20100136467A1
    • 2010-06-03
    • US12598481
    • 2008-04-28
    • Akira MatsumotoJunichi TanabeHisatoshi KuraMasaki Ohwa
    • Akira MatsumotoJunichi TanabeHisatoshi KuraMasaki Ohwa
    • G03F1/00C07D409/06C07D335/08C07D417/12C07D409/14G03F7/20
    • C07D409/06B33Y70/00C07D209/86C07D335/16C07D405/12C07D409/14C07D417/12
    • Compounds of the formula (I) and (II) M1, M2 and M3 independently of one another are no bond, a direct bond, CO, O, S, SO, SO2or NR14; provided that at least one of M1, M2 or M3 is a direct bond, CO, O, S, SO, SO2 or NR14; M4 is a direct bond, CR″3R″4, CS, O, S, SO, or SO2; Y is S or NR18; R1 for example is hydrogen, C3-C8cycloalkyl, phenyl or napthyl, both of which are optionally substituted; R2 for example is C1-C20alkyl; R″2 has one of the meanings given for R2; R3 and R4 are for example hydrogen, halogen, C1-C20alkyl; R′3, R′4, R″3 and R″4 indepedently of one another have one of the meanings given for R3 and R4; and R5 is for example hydrogen, halogen, C1-C20alkyl; provided that in the compounds of the formula (I) at least two oxime ester groups are present and provided that at least one specified substituent R2 or R″2 is present; exhibit an unexpectedly good performance in photopolymerization reactions.
    • 式(I)和(II)中的M1,M2和M3彼此独立的化合物不是键,直接键,CO,O,S,SO,SO 2或NR 14; 条件是M1,M2或M3中的至少一个是直接键,CO,O,S,SO,SO 2或NR 14; M4是直接键,CR“3R”4,CS,O,S,SO或SO 2; Y为S或NR18; R 1例如是氢,C 3 -C 8环烷基,苯基或萘基,它们都是任选被取代的; R 2例如是C 1 -C 20烷基; R“2具有R2的含义之一; R3和R4是例如氢,卤素,C1-C20烷基; R'3,R'4,R“3和R”4彼此独立地具有R3和R4给出的含义之一; R5是例如氢,卤素,C1-C20烷基; 条件是在式(I)的化合物中存在至少两个肟酯基团,条件是存在至少一个特定的取代基R 2或R“2; 在光聚合反应中表现出出人意料的良好性能。
    • 6. 发明授权
    • Oxime ester photoinitiators
    • 肟酯光引发剂
    • US08586268B2
    • 2013-11-19
    • US12086567
    • 2006-11-09
    • Akira MatsumotoJunichi TanabeHisatoshi KuraMasaki Ohwa
    • Akira MatsumotoJunichi TanabeHisatoshi KuraMasaki Ohwa
    • G02B5/20G03F7/031
    • G03F7/031B33Y70/00C07D209/86C07D409/06C08F2/50G03F7/0007G03F7/001
    • Compounds of the Formula (I) and (II) wherein M1, M2 and M3 independently of one another are no bond, a direct bond, CO, O, S, SO, SO2 or NR14; provided that at least one of M1, M2 or M3 is a direct bond, CO, O, S, SO, SO2 or NR14; M4 is a direct bond, CR″3R″4, CS, O, S, SO, or SO2; Y is S or NR18; R1 for example is hydrogen, C3-C8cycloalkyl, phenyl or naphthyl, both of which are optionally substituted; R2 for example is C1-C20alkyl; R″2 has one of the meanings given for R2; R3 and R4 are for example hydrogen, halogen, C1-C20alkyl; R′3, R′4, R″3 and R″4 independently of one another have one of the meanings given for R3 and R4; and R5 is for example hydrogen, halogen, C1-C20alkyl; provided that in the compounds of the Formula (I) at least two oxime ester groups are present; exhibit an unexpectedly good performance in photopolymerization reactions.
    • 其中M1,M2和M3彼此独立的式(I)和(II)的化合物不是键,直接键,CO,O,S,SO,SO 2或NR 14; 条件是M1,M2或M3中的至少一个是直接键,CO,O,S,SO,SO 2或NR 14; M4是直接键,CR''3R''4,CS,O,S,SO或SO2; Y为S或NR18; R 1例如是氢,C 3 -C 8环烷基,苯基或萘基,它们都是任选取代的; R 2例如是C 1 -C 20烷基; R'2具有R2中给出的含义之一; R3和R4是例如氢,卤素,C1-C20烷基; R 3,R'4,R“3和R”4彼此独立地具有R3和R4给出的含义之一; R5是例如氢,卤素,C1-C20烷基; 条件是在式(I)的化合物中存在至少两个肟酯基团; 在光聚合反应中表现出出人意料的良好性能。
    • 7. 发明申请
    • Oxime Ester Photoinitiators
    • 肟酯光引发剂
    • US20100188765A1
    • 2010-07-29
    • US12086567
    • 2006-11-09
    • Akira MatsumotoJunichi TanabeHisatoshi KuraMasaki Ohwa
    • Akira MatsumotoJunichi TanabeHisatoshi KuraMasaki Ohwa
    • G03F7/004C07D209/58C08F2/50G03F7/20G03F7/031G02B5/22
    • G03F7/031B33Y70/00C07D209/86C07D409/06C08F2/50G03F7/0007G03F7/001
    • Compounds of the Formula (I) and (II) wherein M1, M2 and M3 independently of one another are no bond, a direct bond, CO, O, S, SO, SO2 or NR14; provided that at least one of M1, M2 or M3 is a direct bond, CO, O, S, SO, SO2 or NR14; M4 is a direct bond, CR″3R″4, CS, O, S, SO, or SO2; Y is S or NR18; R1 for example is hydrogen, C3-C8cycloalkyl, phenyl or naphthyl, both of which are optionally substituted; R2 for example is C1-C20alkyl; R″2 has one of the meanings given for R2; R3 and R4 are for example hydrogen, halogen, C1-C20alkyl; R′3, R′4, R″3 and R″4 independently of one another have one of the meanings given for R3 and R4; and R5 is for example hydrogen, halogen, C1-C20alkyl; provided that in the compounds of the Formula (I) at least two oxime ester groups are present; exhibit an unexpectedly good performance in photopolymerization reactions.
    • 其中M1,M2和M3彼此独立的式(I)和(II)的化合物不是键,直接键,CO,O,S,SO,SO 2或NR 14; 条件是M1,M2或M3中的至少一个是直接键,CO,O,S,SO,SO 2或NR 14; M4是直接键,CR“3R”4,CS,O,S,SO或SO 2; Y为S或NR18; R 1例如是氢,C 3 -C 8环烷基,苯基或萘基,它们都是任选取代的; R 2例如是C 1 -C 20烷基; R“2具有R2的含义之一; R3和R4是例如氢,卤素,C1-C20烷基; R'3,R'4,R“3和R”4彼此独立地具有R3和R4给出的含义之一; R5是例如氢,卤素,C1-C20烷基; 条件是在式(I)的化合物中存在至少两个肟酯基团; 在光聚合反应中表现出出人意料的良好性能。
    • 10. 发明授权
    • Oxime ester photoinitiators
    • 肟酯光引发剂
    • US08524425B2
    • 2013-09-03
    • US12598481
    • 2008-04-28
    • Akira MatsumotoJunichi TanabeHisatoshi KuraMasaki Ohwa
    • Akira MatsumotoJunichi TanabeHisatoshi KuraMasaki Ohwa
    • G02B5/20G03F7/031
    • C07D409/06B33Y70/00C07D209/86C07D335/16C07D405/12C07D409/14C07D417/12
    • Compounds of the formula (I) and (II) M1, M2 and M3 independently of one another are no bond, a direct bond, CO, O, S, SO, SO2 or NR14; provided that at least one of M1, M2 or M3 is a direct bond, CO, O, S, SO, SO2 or NR14; M4 is a direct bond, CR″3R″4, CS, O, S, SO, or SO2; Y is S or NR18; R1 for example is hydrogen, C3-C8cycloalkyl, phenyl or napthyl, both of which are optionally substituted; R2 for example is C1-C20alkyl; R″2 has one of the meanings given for R2; R3 and R4 are for example hydrogen, halogen, C1-C20alkyl; R′3, R′4, R″3 and R″4 independently of one another have one of the meanings given for R3 and R4; and R5 is for example hydrogen, halogen, C1-C20alkyl; provided that in the compounds of the formula (I) at least two oxime ester groups are present and provided that at least one specified substituent R2 or R″2 is present; exhibit an unexpectedly good performance in photopolymerization reactions.
    • 式(I)和(II)M1,M2和M3彼此独立的化合物不是键,直接键,CO,O,S,SO,SO 2或NR 14; 条件是M1,M2或M3中的至少一个是直接键,CO,O,S,SO,SO 2或NR 14; M4是直接键,CR''3R''4,CS,O,S,SO或SO2; Y为S或NR18; R 1例如是氢,C 3 -C 8环烷基,苯基或萘基,它们都是任选被取代的; R 2例如是C 1 -C 20烷基; R'2具有R2中给出的含义之一; R3和R4是例如氢,卤素,C1-C20烷基; R 3,R'4,R“3和R”4彼此独立地具有R3和R4给出的含义之一; R5是例如氢,卤素,C1-C20烷基; 条件是在式(I)的化合物中存在至少两个肟酯基团,条件是存在至少一个特定的取代基R 2或R“2; 在光聚合反应中表现出出人意料的良好性能。