发明名称 New phenylazo phenyl acetamide compound useful to prepare intraocular lenses
摘要 #CMT# #/CMT# Phenylazo phenyl acetamide compound (I), is new. #CMT# : #/CMT# Phenylazo phenyl acetamide compound of formula (I), is new. R, R-a : 1-4C (hydroxy)alkyl; i, j : 0-4; and R1, R 1, R2, R 2H or CH 3. Independent claims are included for: (1) the preparation of (I); (2) a polymerizable yellow dye comprising (I); (3) a polymerizable composition and/or radical crosslinkable 4-chloromethylstyrene comprising a polymer precursor matrix and the dye at 0.02-0.15 wt.%; (4) a colored polymer matrix obtained by copolymerization, radical crosslinking and/or crosslinking polymerization of the composition; and (5) an intraocular lenses having an optic and haptic properties comprising the colored polymer matrix. #CMT#[Image]#/CMT# #CMT#USE : #/CMT# (I) is useful to prepare the colored polymer matrix, which is useful to prepare intraocular lenses (claimed). #CMT#ADVANTAGE : #/CMT# (I) is simple and easy to disperse to form the matrix and provides stable and strong products. #CMT#ORGANIC CHEMISTRY : #/CMT# Preparation (Claimed): Preparation of (I) comprises reacting N-[4-(2-hydroxy-5-methyl-phenylazo)-phenyl]-acetamide compound of formula (II) with a styrenic derivative of formula (III) in the presence of an alkaline polar aprotic solvent, where the styrene derivative intervenes in stoichiometric excess. Y 1alkyl or 1-4C hydroxyalkyl; z : 0-4; and Y 2, Y 3H or methyl. Preferred Process: (III) intervenes in a quantity such as twice the stoichiometric quantity, preferably 3 times the stoichiometric quantity. Preferred Components: The styrenic derivative is 4-chloromethylstyrene. The precursor mixture contains a polymerization initiator and/or crosslinking agent and ultraviolet absorber i.e. preferably copolymerizable. #CMT#[Image]#/CMT# #CMT#POLYMERS : #/CMT# Preferred Components: The precursor mixture is polysiloxane or acrylic monomers. The acrylic monomers form a hydrophilic or hydrophobic matrix. The acrylic monomers comprise 2-hydroxyethyl methacrylate and alkyl (meth)acrylate or hydroxyalkyl (having 1-8 carbon atoms). The acrylic monomers comprise a mixture of: 2-hydroxyethyl methacrylate and methyl methacrylate; 2-hydroxyethyl methacrylate and ethyl methacrylate; or 2-hydroxyethyl methacrylate and 6-hydroxyhexyl methacrylate. The acrylic monomer is of formula (R 1>-C(=CH 2)-C(=O)-O-R-b). R 1>H or methyl; and R-b : 1-5C alkyl-phenyl. #CMT#SPECIFIC COMPOUNDS : #/CMT# 1 Compound (I) is specifically claimed i.e. N-[4-[5-methyl-2-(4-vinyl-benzyloxy)-phenylazo]-phenyl]-N-(4-vinyl-benzyl)-acetamide of formula (Ia). #CMT#EXAMPLE : #/CMT# C.I Disperse Yellow-3 was stirred with dimethylformamide (50 ml) for 1 hour to give a mixture. Potash (0.32 g) was agitated with mixture for 40 minutes. 4-Chloromethylstyrene was added to the obtained mixture and stirred for 42 hours. Ionized water (100 ml) was added to the mixture to give (N-{4-[5-methyl-2-(4-vinyl-benzyloxy)-phenylazo]-phenyl}-N-(4-vinyl-benzyl)-acetamide) monomer. The monomer was extracted using ether. The obtained organic phase was washed 5 for times with ionized water (100 ml), dried on sodium sulfate and the solvent was evaporated. The monomer was recrystallized in the dried ether and sodium sulfate.
申请公布号 FR2891276(A1) 申请公布日期 2007.03.30
申请号 FR20050009882 申请日期 2005.09.28
申请人 CORNEAL INDUSTRIE SOCIETE PAR ACTIONS SIMPLIFIEE 发明人 GOUSSE CECILE
分类号 C09B69/10;A61F2/16;C08J3/20;C08L33/06;C08L83/07;C09B29/00 主分类号 C09B69/10
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