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US 4,830,786 AGranted
Squaraine dyes
AssigneeSyntex (U.S.A.) Inc.
InventorsJohn Pease, Thomas L. Tarnowski, Donald Berger, Chiu C. Chang, Chun-Hua Chuang
Life of this patent
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Abstract
Squaraine dyes and compositions of matter containing such dyes are disclosed. The squaraine dyes have an absorption maximum greater than 600 nanometers and are particulary useful in conjunction with a helium/neon (He/Ne) laser. Some of the squaraine dyes are hydrophilic and are therefore water soluble or water compatible and others of the squaraine dyes are lipophilic.
Claims4
A compound of the formula:
- ##STR39## wherein:
- R.sub.1 and R.sub.4 are independently selected from the group consisting of lower alkyl (1 to 4 carbon atoms);
- R.sub.2 and R.sub.3 are independently selected from the group consisting of:
- (a) lower alkyl (1 to 4 carbon atoms),
- (b) alkyl of from 5 to 20 carbon atoms, and ##STR40## wherein R.sub.16 is hydroxyl, of lower alkoxy (1 to 4 carbon atoms), or --NH.sub.2 NH.sub.2 and salts thereof, or --NH(CH.sub.2).sub.c NH.sub.2 and salts thereof, c is 1 to 5, or ##STR41## d is 1 to 5, or ##STR42## b is 1 to 5, or --NH(CH.sub.2).sub.t --S--S--CH.sub.3 wherein t is 1 to 5, or ##STR43## wherein R.sub.29 is ##STR44## wherein R.sub.30 is lower alkyl (1 to 4 carbon atoms), or ##STR45## wherein k is 1 to 5, or lower alkoxy (1 to 4 carbon atoms), or ##STR46## and salts thereof, or dioleoylphosphotidylethanolamine, or --NH(CH.sub.2).sub.n NHR.sub.17 wherein R.sub.17 is ##STR47## wherein R.sub.18 is lower alkyl (1 to 4 carbon atoms);
- --(CH.sub.2).sub.r NH.sub.2 wherein r is 1 to 5;
- hydrogen including acid salts thereof;
- ##STR48## and n is 1 to 5, preferably 2 to 3, --NH(CH.sub.2).sub.p--R.sub.19 wherein R.sub.19 is ##STR49## wherein q is 1 to 5;
- --NH.sub.2 ;
- phenyl, amino substituted phenyl;
- and p is 1 to 15, preferably 2 to 12, and
- R.sub.5 and R.sub.6 are independently selected from the group consisting of hydrogen, hydroxyl, lower alkoxyl (1 to 4 carbon atoms), alkoxyl of from 5 to 20 carbon atoms, ##STR50## wherein R.sub.20 is hydrogen or lower alkoxyl (1 to 4 carbon atoms);
- with the proviso that only one of R.sub.2 or R.sub.3 is lower alkyl (1 to 4 carbon atoms) when R.sub.5 and R.sub.6 are both hydroxyl or both hydrogen.
10 more elements
A compound of the formula:
- ##STR51## wherein:
- (a) R'.sub.1, R'.sub.2, R'.sub.3, and R'.sub.4 are all
- (i) --CH.sub.2 CH.sub.2 CH.sub.3,
- (ii) --CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3,
- (iii) --CH.sub.2 (CH.sub.2).sub.14 CH.sub.3, ##STR52## (b) R'.sub.1 and R'.sub.4 are both --CH.sub.2 CH.sub.3 and R'.sub.2 and R'.sub.3 are both --CH.sub.2 (CH.sub.2).sub.4 CH.sub.3 ;
- ##STR53## (c) R'.sub.1, R'.sub.2, and R'.sub.3 are all --CH.sub.2 CH.sub.3 and R'.sub.4 is:
- ##STR54## (d) R'.sub.1 and R'.sub.2 are --CH(CH.sub.2).sub.2 CH.sub.3, R'.sub.3 is --CH.sub.2 CH.sub.3, and R'.sub.4 is ##STR55## or (e) R'.sub.1 and R'.sub.2 are --CH.sub.2 (CH.sub.2).sub.14 CH.sub.3, R'.sub.3 is --CH.sub.2 CH.sub.3, and R'.sub.4 is ##STR56## or (f) R'.sub.1 and R'.sub.2 are --CH.sub.2 (CH.sub.2).sub.2 CH.sub.3, R'.sub.3 is --CH.sub.2 CH.sub.3, and R'.sub.4 is ##STR57## or (g) R'.sub.1 R'.sub.2 are --CH.sub.2 (CH.sub.2).sub.14 CH.sub.3, R'.sub.3 is --CH.sub.2 CH.sub.3, and R'.sub.4 is ##STR58##
4 more elements
A compound of the formula:
- ##STR59## wherein R".sub.1, R".sub.2, R".sub.3 and R".sub.4 are all --CH.sub.2 (CH.sub.2).sub.14 CH.sub.3.
A compound of the formula:
- ##STR60## wherein:
- (a) R".sub.7 and R".sub.8 are --CH.sub.2 (CH.sub.2).sub.14 CH.sub.3 ;
- (b) R".sub.7 is hydrogen and R".sub.8 is --CH.sub.3 ;
- (c) R".sub.7 is hydrogen and R.sub.8 is ##STR61## (d) R".sub.7 is hydrogen and R".sub.8 is ##STR62##
1 more element
Dependencies are inferred from the claim text.