Basf Se Corporation

Ciba Specialty Chemicals Corporation

Basf Corporation

Kazuhiko Kunimoto

Hisatoshi Kura

Keita Tanaka

Junji Otani

Kaori Sameshima

Masaki Ohwa

Yuichi Nishimae

Ryuhei Yamagami

Junichi Tanabe

Hiroshi Yamamoto

Hidetaka Oka

Kunihiko Kodama

Brian Gerrard Devlin

Yuki Matsuoka

Peter Nesvadba

Adalbert Braig

Toshikage Asakura

Takashi Deno

Patrick Verhoustraeten

Sonia Megert

Abul Iqbal

Sameer H Eldin

Jean-Luc Birbaum

Yumiko Nakagawa

Andreas Kramer

Ryuichi Takahashi

Shinji Nakamichi

Takeo Fukuzumi

Yuichi Nishimale

Oxime ester compounds of the formula I, II, III, IV or V whereinZ is for example Zfor is NO, unsubstituted or substituted C-Caroyl or unsubstituted or substituted C-Cheteroaroyl; provided that at least one Zis other than NO; Zis for example unsubstituted or substituted C-Caroyl; R, R, R, R, Rand Rfor example are hydrogen, halogen, or unsubstituted or substituted C-Calkyl, unsubstituted or substituted C-Caryl, or unsubstituted or substituted C-Cheteroaryl; R, R, R, Rand Rfor example are hydrogen, halogen, OR, unsubstituted or substituted C-Calkyl; provided that Rand Rare neither hydrogen nor fluorine; Ris for example unsubstituted or substituted C-Caryl or C-Cheteroaryl Q is for example C-Carylene or C-Cheteroarylene; Qis &#x2014;C-Calkylene-CO&#x2014;; Qis naphthoylene; Qis for example phenylene; L is for example O-alkylene-O&#x2014;; Ris for example hydrogen or C-Calkyl; Ris for example hydrogen, or unsubstituted or substituted C-Calkyl; are effective photoinitiators.

Oxime ester photoinitiators

Compounds of the formulae (I) or (II) wherein    all of which are unsubstituted or substituted

Oxime ester compounds of the formula I, II, III, IV or V wherein Z is for example Zfor is NO, unsubstituted or substituted C-Caroyl or unsubstituted or substituted C-Cheteroaroyl; provided that at least one Zis other than NO; Zis for example unsubstituted or substituted C-Caroyl; R, R, R, R, Rand Rfor example are hydrogen, halogen, or unsubstituted or substituted C-Calkyl, unsubstituted or substituted C-Caryl, or unsubstituted or substituted C-Cheteroaryl; R, R, R, Rand Rfor example are hydrogen, halogen, OR, unsubstituted or substituted C-Calkyl; provided that Rand Rare neither hydrogen nor fluorine; Ris for example unsubstituted or substituted C-Caryl or C-Cheteroaryl Q is for example C-Carylene or C-Cheteroarylene; Qis &#x2014;C-Calkylene-CO&#x2014;; Qis naphthoylene; Qis for example phenylene; L is for example O-alkylene-O&#x2014;; Ris for example hydrogen or C-Calkyl; Ris for example hydrogen, or unsubstituted or substituted C-Calkyl; are effective photoinitiators.

Oxime sulfonate compounds of the formula (I), wherein Ris O(CO)R, COORor CONRR; n is 1 or 2; Rfor example is C-Calkyl, C-Ccycloalkyl or benzyl; Ris for example C-Calkyl, C-Ccycloalkyl, C-Chaloalkyl, C-Calkenyl, benzyl, phenyl or naphthyl, which optionally are substituted; Ris for example C-Calkyl, C-Ccycloalkyl, C-Chaloalkyl, C-Calkenyl, benzyl, phenyl or naphthyl, which optionally are substituted; Ris for example C-Calkyl, C-Ccycloalkyl, C-Calkenyl, C-Calkyl which is substituted for example by one or more halogen; or Ris phenyl or naphthyl, which are unsubstituted; Rand Reach independently of one another for example are hydrogen, C-Calkyl, C-Chaloalkyl, phenyl-C-Calkyl, C-Calkenyl or C-Ccycloalkyl, phenyl or naphthyl; or Rand R, together with the N-atom to which they are attached, form a 5- or 6-membered ring; are suitable as thermal radical initiators. 

Oxime sulfonate derivatives

The present invention relates to a polymerizable composition comprising at least one ethylenically unsaturated, polymerizable compound and at least one oxime sulfonate compound of the formula IQABC&#x2003;&#x2003;(I)where a is 0, 1, 2, 3, 4 or 6, b is 0, 1, 2, 3, 4 or 6, and c is 0, 1, 2, 3, 4 or 6, where the sum of a+b+c is 1, 2, 3, 4 or 6where   where # denotes the point of attachment to Q; X is S or NRand Q, R, R, Rand Rare as defined in claimand in the description. The present invention also relates to the use of the this composition, to novel oxime sulfonates and the use of the oxime sulfonates as thermal curing promoter.

Polymerizable composition comprising an oxime sulfonate as thermal curing agent

Compounds of the formula (I) and (IA) wherein X is &#x2014;O(CO)&#x2014;; Ris C-Chaloalkyl or C-Chaloaryl; Ris located in position 7 of the coumarinyl ring and is OR; Ra, Rb and RC independently of each other are hydrogen; Ris C-Chaloalkyl or C-Chaloalkyl; Ris hydrogen; and Ris C-CalkyI; are suitable as photosensitive acid donors in the preparation of photoresist compositions such as used for example in the preparation of spacers, insulating layers, interlayer dielectric films, insulation layers, planarization layers, protecting layers, overcoat layers, banks for electroluminescence displays and liquid crystal displays (LCD). 

Latent acids and their use

Disclosed are oxime ester compounds which have specific benzo (unsaturated 5-membered ring)-carbonyl group and their use as photoinitiators in photopolymerizable compositions, in particular in photoresist formulations for display applications, e.g. liquid crystal display (LCD), organic light emitting diode (OLED) and touch panel.

Oxime ester compounds of the formula I, II, III, IV or V, wherein Z is for example (formula A); Zfor is NO, unsubstituted or substituted C-Caroyl or unsubstituted or substituted C-Cheteroaroyl; provided that at least one Zis other than NO; Zis for example unsubstituted or substituted C-Caroyl; R, R, R, R, Rand Rfor example are hydrogen, halogen, or unsubstituted or substituted C-Calkyl, unsubstituted or substituted C-Caryl, or unsubstituted or substituted C-Cheteroaryl; R, R, R, Rand Rfor example are hydrogen, halogen, OR, unsubstituted or substituted C-Calkyl; provided that Rand Rare neither hydrogen nor fluorine; Ris for example unsubstituted or substituted C-Caryl or C-Cheteroaryl Q is for example C-Carylene or C-Cheteroarylene; Qis &#x2014;C-Calkylene-CO&#x2014;; Qis naphthoylene; Qis for example phenylene; L is for example O-alkylene-O&#x2014;; Ris for example hydrogen or C-Calkyl; Ris for example hydrogen, or unsubstituted or substituted C-Calkyl; are effective photoinitiators. 

Compounds of the formula (I), (Ia) or (Ib) wherein A, and Ais for example (II) is 1 or 2; X is C-Calkylene or CO; Y is for example O, O(CO), O(CO)O, Ris for example hydrogen, d-dsalkyl, C-Ccycloalkyl, phenyl, naphthyl, anthracyl, phenanthryl, biphenylyl, fluorenyl or C-Cheteroaryl, all of which optionally are substituted; Rand Rfor example are C-Chaloalkylene which is optionally substituted, or Rand Rare phenylene, which optionally is substituted; Ris a group (A) or a group (B); Rand Rfor example are C-Calkyl; or Rand Ror Rand Rtogether form a straight-chain C-Calkylene, Rand Rtogether form a straight-chain C-Calkylene; R, R, Rand Rifor example are C-Calkyl; M for example is C-Calkylene, C-Calkenylene, C-Calkynylene; Rand Rare for example hydrogen, C-Calkyl; R, R, R, Rand Rare for example hydrogen, C-Calkyl, C-Calkenyl, C-Ccycloalkyl, or two radicals Rand R, Rand R, Rand Rand/or Rand Rtogether form a straight-chain C-Calkylene, or Rand Rtogether form 1,2-phenylene, Rand Rfor example are hydrogen, C-Calkyl; R, Rand Rfor example are hydrogen, C-Calkyl; are suitable as thermo-acid generators. 

Sulfonium compounds, their preparation and use

Oxime ester compounds of formula (I), wherein R, R, R, R, R, R, R, R, R, and Rindependently of each other are hydrogen, C-Calkyl, (A), COR, NO, or OR; provided that at least one of R, R, R, R, R, R, R, R, R, and Ris (A), and provided that at least one of the remaining R, R, R, R, R, R, R, R, R, and Ris CORor NO; Ris for example C-Calkyl, M or (B); X and Xare for example a direct bond; Rand R'are for example hydrogen or C-Calkyl; Rand R&#x2032;are for example C-Caryl or C-Cheteroaryl; M is (X), (Y) or (Z); Xis O, S or NR; Rand Rare for example phenyl; R, R, R, R, R, or Rfor example are hydrogen, COR, NO, or (B); provided that at least two oxime ester groups are present in the molecule; are useful as photoinitiators. 

The present invention relates to a polymerizable composition comprising at least one ethylenically unsaturated, polymerizable compound and at least one oxime sulfonate compound of the formula (I) QABCwhere a is 0, 1, 2, 3, 4 or 6, b is 0, 1, 2, 3, 4 or 6, and c is 0, 1, 2, 3, 4 or 6, where the sum of a+b+c is 1, 2, 3, 4 or 6 where (A) is a group (B) is a group (C) is a group where # denotes the point of attachment to Q; X is S or NRand Q, R, R, Rand Rare as defined in claimand in the description. The present invention also relates to the use of the this composition, to novel oxime sulfonates and the use of the oxime sulfonates as thermal curing promoter. 

Compounds of the formula (I), wherein R, R, R, R, R, R, Rand Rfor example independently of each other are hydrogen, C-Calkyl, (II), CORor NO, provided that at least one pair of Rand R, Rand R, Rand R, Rand R, Rand R, or Rand Ris (III); R, R, Rand Rfor example independently of each other are hydrogen, C-Calkyl which optionally substituted; or R, R, R, and Rindependently of each other are unsubstituted or substituted phenyl; X is CO or a direct bond; Ris for example C-Calkyl which optionally is substituted, C-Calkenyl, C-Ccycloalkenyl, C-Calkinyl, C-C-cycloalkyl, phenyl or naphthyl both of which are optionally substituted; Ris for example hydrogen, C-Ccycloalkyl, C-Calkenyl, C-Calkoxy, C-Calkyl, phenyl or naphthyl; Ris for example C-Caryl or C-Cheteroaryl; Ris for example C-Caryl which is unsubstituted or substituted by one or more C-Calkoxy or C-Calkyl; are in particular suitable as photoinitiators for color filter applications. 

Growing community of inventors

Kawanishi, Japan

Kazuhiko Kunimoto