Patent ID: 6114463
Filing Date: 2000-09-05
Classification: C08F,C09K,H05B

Abstract:
A copolymer comprising at least one repeating structural chain unit of the formulas (1) and/or (2), and optionally, a repeating structural chain unit of the formula (3): ##STR43## in which R.sup.1, R.sup.3 and R.sup.4, independently of each other, represent hydrogen or a C.sub.1 -C.sub.6 -alkyl group,R.sup.2 represents hydrogen or a C.sub.1 -C.sub.30 -alkyl, C.sub.6 -C.sub.18 -aryl or C.sub.1 -C.sub.30 -alkoxy group,M represents CN or a C.sub.1 -C.sub.30 -alkoxycarbonyl, C.sub.1 -C.sub.30 -(di)alkylaminocarbonyl or C.sub.1 -C.sub.30 -alkylcarbonyl group, each of which is optionally substituted by a hydroxy and/or C.sub.1 -C.sub.6 -alkoxycarbonyl group, orM represents a phenyl, naphthyl, antharcenyl, pyridinyl or carbozolyl group, each of which is optionally substituted by a halogen or a hydroxy, silyl, C.sub.1 -C.sub.30 -alkyl, C.sub.6 -C.sub.8 -aryl, C.sub.1 -C.sub.30 -alkoxy, C.sub.1 -C.sub.30 -alkoxycarbonyl, C.sub.1 -C.sub.30 -acyloxy or C.sub.1 -C.sub.30 -alkylcarbonyl group,Y represents oxygen, sulphur or --NR.sup.0 --, wherein R.sup.0 represents hydrogen or a C.sub.1 -C.sub.6 -alkyl group,A.sup.1 and A.sup.2, independently of each other, represent a C.sub.6 -C.sub.18 -arylene or C.sub.1 -C.sub.30 -alkylene group whose aliphatic carbon chain is optionally interrupted by one to three heteroatoms and/or by one to two phenylenes or naphthylenes, the phenylenes or naphthylenes being optionally substituted by a C.sub.1 -C.sub.6 -alkyl group, andL.sup.1 and L.sup.2, independently of each other, are based on a structural skeleton of a fluorescent dye selected from the group of photoluminescent compounds consisting of:coumarins of the formula (4): ##STR44## 1,8-naphthalimides of the formula (6): ##STR45## 1,8-naphthaloylene-1',2'-benzimidazloes of the formulas (7a) and (7b): ##STR46## phenothiazines or phenoxazines of the formula (8): ##STR47## X.sup.1 represents O or S, benzopyrenes of the formula (9): ##STR48## fluorenes, dibenzothiophenes or dibenzofuranes of the formula (10): ##STR49## X.sup.2 represents CH.sub.2, S or O, oxazoles, 1,3,4-oxadiazoles or 1,2,4-triazoles of the (11): ##STR50## X.sup.3 represents CH or N and X.sup.4 represents O, or X.sup.3 represents N and X.sup.4 represents ##STR51## benzoquinolines of the formula (12): ##STR52## 9,10-bis-(phenylethynyl)-anthracenes of the formula (13): ##STR53## fluorones of the formula (14): ##STR54## 9,10-diphenylanthracenes of the formula (15): ##STR55## 2-styrylbenzazoles of the formula (16): ##STR56## X.sup.5 represents O, S, Se or CH.sub.2, whereinR.sup.5 represents hydrogen or a C.sub.1 -C.sub.30 -alkyl, C.sub.6 -C.sub.18 -aryl or C.sub.7 C.sub.24 -aralkyl group, or --NR.sup.43 R.sup.44, whereinR.sup.43 and R.sup.44, independently of each other, represent a C.sub.1 -C.sub.30 -alkyl, C.sub.6 -C.sub.18 -aryl or C.sub.7 -C.sub.24 -aralkyl group, or together with the nitrogen atom to which they are bonded represent a morpholine, piperidine, pyrrolidine or piperazine ring, which is optionally substituted by one or two substituents selected from the set consisting of methyl, ethyl and phenyl groups,R.sup.6 represents hydrogen or a cyano, C.sub.1 -C.sub.30 -alkyl, C.sub.6 -C.sub.18 -aryl or C.sub.7 -C.sub.24 -aralkyl, C.sub.1 -C.sub.30 -alkoxy, C.sub.1 -C.sub.12 -alkylcarbonyl, C.sub.1 -C.sub.12 -alkoxycarbonyl or C.sub.1 -C.sub.12 -(di)alkylaminocarbonyl group,R.sup.7 represents hydrogen or a cyano, C.sub.1 -C.sub.30 -alkyl, C.sub.6 -C.sub.18 -aryl, C.sub.7 -C.sub.24 -aralkyl or C.sub.1 -C.sub.30 -alkoxy group, or ##STR57## wherein Z.sup.1 represents OR.sup.45 or ##STR58## and R.sup.45, R.sup.46 and R.sup.47, independently of each other, represent a C.sub.1 -C.sub.30 -alkyl, C.sub.6 -C.sub.18 -aryl or C.sub.7 -C.sub.24 -aralkyl group, wherein the aromatic rings are optionally substituted by halogen or a C.sub.1 -C.sub.6 -alkyl and/or C.sub.1 -C.sub.6 -alkoxy group,R.sup.12 represents hydrogen, halogen or a nitro, C.sub.1 -C.sub.4 -alkylcarbonyl, C.sub.1 -C.sub.4 -alkoxycarbonyl or C.sub.8 -C.sub.24 -aralkenyl group, or an amino group optionally substituted once or twice by identical or different C.sub.1 -C.sub.30 -alkyl, C.sub.6 -C.sub.18 -aryl or C.sub.7 -C.sub.24 -aralkyl groups, orR.sup.12 represents morpholinyl, piperidinyl, pyrrolidinyl or piperazinyl, optionally substituted by one or two substituents selected from the set consisting of methyl, ethyl and phenyl groups,R.sup.13 represents hydrogen or a C.sub.1 -C.sub.30 -alkyl, C.sub.6 -C.sub.18 -aryl, C.sub.7 -C.sub.24 -aralkyl or C.sub.1 -C.sub.30 -alkoxy group,R.sup.14 represents hydrogen or a C.sub.1 -C.sub.30 -alkyl, C.sub.6 -C.sub.18 -aryl, C.sub.7 -C.sub.24 -aralkyl or C.sub.1 -C.sub.30 -alkoxy group, or --NR.sup.48 R.sup.49, whereinR.sup.48 and R.sup.49, independently of each other, represent a C.sub.1 -C.sub.30 -alkyl, C.sub.6 -C.sub.18 -aryl or C.sub.7 -C.sub.24 -aralkyl group, or together with the nitrogen atom to which they are bonded represent a morpholine,piperidine, pyrrolidine or piperazine ring, optionally substituted by one or two substituents selected from the set consisting of methyl, ethyl and phenyl groups,R.sup.15 and R.sup.16, independently of each other, represent hydrogen, halogen or a nitro, C.sub.1 -C.sub.30 -alkyl, C.sub.6 -C.sub.18 -aryl or C.sub.7 -C.sub.24 -aralkyl, C.sub.1 -C.sub.12 -alkylcarbonyl, C.sub.1 -C.sub.12 -alkoxycarbonyl, C.sub.1 -C.sub.30 -alkoxy, C.sub.1 -C.sub.12 -(di)alkylaminocarbonyl or C.sub.1 -C.sub.6 -(di)alkylamino group,R.sup.18 represents hydrogen or a C.sub.1 -C.sub.30 -alkyl, C.sub.6 -C.sub.18 -aryl or C.sub.7 -C.sub.24 -aralkyl group,R.sup.17, R.sup.19 to R.sup.23 and R.sup.25 to R.sup.42, independently of each other, represent hydrogen or a cyano, C.sub.1 -C.sub.30 -alkyl, C.sub.6 -C.sub.18 -aryl, C.sub.7 -C.sub.24 -aralkyl, amino, C.sub.1 -C.sub.12 -alkylcarbonyl, C.sub.1 -C.sub.12 -alkoxycarbonyl, C.sub.1 -C.sub.30 -alkoxy, C.sub.1 -C.sub.12 -(di)alkylaminocarbonyl or C.sub.1 -C.sub.6 -(di)alkylamino group,wherein at least one hydroxy group is located on an aliphatic carbon chain or on an aromatic ring in a substituent of R.sup.5 to R.sup.7, R.sup.12 to R.sup.23, and R.sup.25 to R.sup.42, and a linkage of the photoluminescent compound to a side chain of the copolymer takes place by a reaction of the at least one hydroxy group with an isocyanate group on the A.sup.1 or A.sup.2 group with formation of an urethane group having the formula: --NH--COO--,wherein a molar proportion of the repeating structural chain unit of the formula (3) is from 0 to 99.5 mol-%, a molar proportion of each of the at least one structural chain unit of the formulas (1) and/or (2) is from 0.5 to 100 mol-%, and a sum of the molar proportions is 100%, andwherein a compound of the formula (A): ##STR59## is excepted.