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US 5,470,986 AGranted
Imidazolium hardeners for hydrophilic colloid
AssigneeE. I. Du Pont de Nemours and Company
InventorsLudovic Fodor, Timothy D. Weatherill, Rolf T. Weberg
Life of this patent
Estimating the term…
Abstract
Hardeners for hydrophilic colloid defined by the formula: ##STR1## The hardeners are for crosslinking proteinaceous materials for use in photographic films.
Claims3
A hardener for hydrophilic colloid defined by the formula:
- ##STR23## wherein:
- L is an n-valent linking group;
- R.sup.1 is an alkyl of 1 to 24 carbons;
- aryl of 6 to 24 carbons;
- aralkyl of 7 to 25 carbons;
- atoms chosen from C, N, O, and S necessary to form a 5- or 6-membered ring;
- or --C(O)R.sup.5 ;
- R.sup.2 is hydrogen;
- alkyl of 1 to 24 carbons;
- aryl of 6 to 24 carbons;
- aralkyl of 7 to 25 carbons;
- --OR.sup.6 ;
- nitro;
- carboxyl;
- mercapto;
- alkylamino of 1 to 24 carbons;
- atoms chosen from C, N, O and S necessary to form a 5- or 6-membered ring;
- or halogen;
- R.sup.3 and R.sup.4 independently represent hydrogen;
- alkyl of 1 to 24 carbons;
- nitro;
- carboxyl;
- mercapto;
- --OR.sup.7 ;
- or atoms chosen from C, N, O, and S necessary to form a 5- or 6-membered ring;
- or R.sup.3 and R.sup.4 taken together represent atoms chosen from C, N, O, and S necessary to form a 5- or 6-membered ring;
- R.sup.5 represents an alkyl of 1 to 24 carbons;
- aryl of 6 to 24 carbons;
- aralkyl of 7 to 25 carbons;
- --OR.sup.8 ;
- --CN;
- --NR.sup.9 R.sup.10 ;
- atoms chosen from C, N, O and S necessary to form a 5- or 6-membered ring;
- R.sup.6 represents hydrogen or alkyl of 1 to 24 carbons;
- R.sup.7 represents hydrogen or alkyl of 1 to 24 carbons;
- R.sup.8 represents hydrogen;
- alkyl of 1 to 24 carbons or aryl of 6 to 24 carbons;
- R.sup.9 and R.sup.10 independently represent hydrogen;
- alkyl of 1 to 24 carbons;
- aryl of 6 to 24 carbons;
- aralkyl of 7 to 25 carbons;
- or atoms chosen from C, N, O and S necessary to from a 5- or 6- membered ring;
- or R.sup.9 and R.sup.10 taken together represent atoms chosen from C, N, O and S necessary to form a 5- or 6-membered ring;
- n is an integer of at least 2;
- X.sup.31 is a counter ion;
- and wherein:
- L is chosen from a set consisting of alkyl of 1 to 20 carbons;
- phenyl;
- naphthyl;
- diphenyl;
- anthracene;
- phenanthrene;
- benzyl;
- --R.sup.11 --O--R.sup.12 --;
- --(R.sup.13 O).sub.m R.sup.14 --;
- --R.sup.15 SR.sup.16 --;
- ##STR24## wherein:
- R.sup.11 and R.sup.12 independently represent alkyl of 1 to 24 carbons;
- or aryl of 6 to 24 carbons;
- R.sup.13 and R.sup.14 independently represent alkyl of 1 to 10 carbons;
- R.sup.15 and R.sup.16 independently represent alkyl of 1 to 24 carbons;
- R.sup.17 represents a linking group;
- R.sup.18 is an alkyl of 1 to 24 carbons;
- R.sup.19 is an alkylene of 1 to 24 carbons;
- R.sup.20, R.sup.21, R.sup.22, R.sup.23, R.sup.24 and R.sup.25 independently represent a chemical linkage;
- an alkyl of 1 to 10 carbons;
- an aryl of 6 to 24 carbons;
- an aralkyl of 7-24 carbons;
- or alkoxy of 1 to 10 carbons;
- R.sup.26, R.sup.27 and R.sup.28 independently represent hydrogen;
- or alkyl of 1 to 5 carbons;
- L.sup.1 represents methine or nitrogen;
- L.sup.2 and L.sup.3 independently represent methine or dimethine;
- L.sup.4 represents dimethine;
- Z.sup.1, Z.sup.2, Z.sup.3, Z.sup.4, Z.sup.5 and Z.sup.6 independently represent atoms chosen from C, N, O, and S necessary to form a 5- or 6-membered ring;
- l is an integer of 2 to 400,000;
- m ms an integer of 1 to 40;
- p ms an integer of 0 to 400,000;
- w is an integer of 0 to 5;
- v is an integer of 0 to 5;
- q is an integer of 2 to 4;
- r is an integer of 0 to 5;
- and wherein said hardener is chosen from the set consisting of:
- ##STR25##
81 more elements
A hardener for hydrophilic colloid defined by the formula:
- ##STR26## wherein:
- L is an n-valent linking group;
- R.sup.1 is an alkyl of 1 to 24 carbons;
- aryl of 6 to 24 carbons;
- aralkyl of 7 to 25 carbons;
- atoms chosen from C, N, O, and S necessary to form a 5- or 6-membered ring;
- or --C(O)R.sup.5 ;
- R.sup.2 is hydrogen;
- alkyl of 1 to 24 carbons;
- aryl of 6 to 24 carbons;
- aralkyl of 7 to 25 carbons;
- --OR.sup.6 ;
- nitro;
- carboxyl;
- mercapto;
- alkylamino of 1 to 24 carbons;
- atoms chosen from C, N, O and S necessary to form a 5- or 6-membered ring;
- or halogen;
- R.sup.3 and R.sup.4 independently represent hydrogen;
- alkyl of 1 to 24 carbons;
- nitro;
- carboxyl;
- mercapto;
- --OR.sup.7 ;
- or atoms chosen from C, N, O, and S necessary to form a 5- or 6-membered ring;
- or R.sup.3 and R.sup.4 taken together represent atoms chosen from C, N, O, and S necessary to form a 5- or 6-membered ring;
- R.sup.5 represents an alkyl of 1 to 24 carbons;
- aryl of 6 to 24 carbons;
- aralkyl of 7 to 25 carbons;
- --OR.sup.8 ;
- --CN;
- --NR.sup.9 R.sup.10 ;
- atoms chosen from C, N, O and S necessary to form a 5- or 6-membered ring;
- R.sup.6 represents hydrogen or alkyl of 1 to 24 carbons;
- R.sup.7 represents hydrogen or alkyl of 1 to 24 carbons;
- R.sup.8 represents hydrogen;
- alkyl of 1 to 24 carbons or aryl of 6 to 24 carbons;
- R.sup.29 and R.sup.10 independently represent hydrogen;
- alkyl of 1 to 24 carbons;
- aryl of 6 to 24 carbons;
- aralkyl of 7 to 25 carbons;
- or atoms chosen from C, N, O and S necessary to from a 5- or 6- membered ring;
- or R.sup.9 and R.sup.10 taken together represent atoms chosen from C, N, O and S necessary to form a 5- or 6-membered ring;
- n is an integer of at least 2;
- X.sup.- is a counter ion;
- and wherein:
- L is chosen from a set consisting of alkyl of 1 to 20 carbons;
- phenyl;
- naphthyl;
- diphenyl;
- anthracene;
- phenanthrene;
- benzyl;
- --R.sup.11 --O--R.sup.12 --;
- --(R.sup.13 O).sub.m R.sup.14 --;
- --R.sup.15 SR.sup.16 --;
- ##STR27## wherein:
- R.sup.11 and R.sup.12 independently represent alkyl of 1 to 24 carbons;
- or aryl of 6 to 24 carbons;
- R.sup.13 and R.sup.14 independently represent alkyl of 1 to 10 carbons;
- R.sup.15 and R.sup.16 independently represent alkyl of 1 to 24 carbons;
- R.sup.17 represents a linking group;
- R.sup.18 is an alkyl of 1 to 24 carbons;
- R.sup.19 is an alkylene of 1 to 24 carbons;
- R.sup.20, R.sup.21, R.sup.22, R.sup.23, R.sup.24 and R.sup.25 independently represent a chemical linkage;
- an alkyl of 1 to 10 carbons;
- an aryl of 6 to 24 carbons;
- an aralkyl of 7-24 carbons;
- or alkoxy of 1 to 10 carbons;
- R.sup.26, R.sup.27 and R.sup.28 independently represent hydrogen;
- or alkyl of 1 to 5 carbons;
- L.sup.1 represents methine or nitrogen;
- L.sup.2 and L.sup.3 independently represent methine or dimethine;
- L.sup.4 represents dimethine;
- Z.sup.1, Z.sup.2, Z.sup.3, Z.sup.4, Z.sup.5 and Z.sup.6 independently represent atoms chosen from C, N, O, and S necessary to form a 5- or 6-membered ring;
- l is an integer of 2 to 400,000;
- m is an integer of 1 to 40;
- p is an integer of 0 to 400,000;
- w is an integer of 0 to 5;
- v is an integer of 0 to 5;
- q is an integer of 2 to 4;
- r is an integer of 0 to 5;
- and wherein said hardener is chosen from the set consisting of:
- ##STR28## wherein R.sup.31 is hydrogen, --CONH.sub.2 [--CONH2] or --C.sub.6 H.sub.5 [--C.sub.6 H5].
81 more elements
A hardener for hydrophilic colloid defined by the formula:
- ##STR29## wherein:
- L is an n-valent linking group;
- R.sup.1 is an alkyl of 1 to 24 carbons;
- aryl of 6 to 24 carbons;
- aralkyl of 7 to 25 carbons;
- atoms chosen from C, N, O, and S necessary to form a 5- or 6-membered ring;
- or --C(O)R.sup.5 ;
- R.sup.2 is hydrogen;
- alkyl of 1 to 24 carbons;
- aryl of 6 to 24 carbons;
- aralkyl of 7 to 25 carbons;
- --OR.sup.6 ;
- nitro;
- carboxyl;
- mercapto;
- alkylamino of 1 to 24 carbons;
- atoms chosen from C, N, O and S necessary to form a 5- or 6-membered ring;
- or halogen;
- R.sup.3 and R.sup.4 independently represent hydrogen;
- alkyl of 1 to 24 carbons;
- nitro;
- carboxyl;
- mercapto;
- --OR.sup.7 ;
- or atoms chosen from C, N, O, and S necessary to form a 5- or 6-membered ring;
- or R.sup.3 and R.sup.4 taken together represent atoms chosen from C, N, O, and S necessary to form a 5- or 6-membered ring;
- R.sup.5 represents an alkyl of 1 to 24 carbons;
- aryl of 6 to 24 carbons;
- aralkyl of 7 to 25 carbons;
- --OR.sup.8 ;
- --CN;
- --NR.sup.9 R.sup.10 ;
- atoms chosen from C, N, O and S necessary to form a 5- or 6-membered ring;
- R.sup.6 represents hydrogen or alkyl of 1 to 24 carbons;
- R.sup.7 represents hydrogen or alkyl of 1 to 24 carbons;
- R.sup.8 represents hydrogen;
- alkyl of 1 to 24 carbons or aryl of 6 to 24 carbons;
- R.sup.9 and R.sup.10 independently represent hydrogen;
- alkyl of 1 to 24 carbons;
- aryl of 6 to 24 carbons;
- aralkyl of 7 to 25 carbons;
- or atoms chosen from C, N, O and S necessary to from a 5- or 6- membered ring;
- or R.sup.9 and R.sup.10 taken together represent atoms chosen from C, N, O and S necessary to form a 5- or 6-membered ring;
- n is an integer of at least 2;
- X.sup.31 is a counter ion;
- and wherein:
- L is chosen from a set consisting of alkyl of 1 to 20 carbons;
- phenyl;
- naphthyl;
- diphenyl;
- anthracene;
- phenanthrene;
- benzyl;
- --R.sup.11 --O--R.sup.12 --;
- --(R.sup.13 O).sub.m R.sup.14 --;
- --R.sup.15 SR.sup.16 --;
- ##STR30## wherein:
- R.sup.11 and R.sup.12 independently represent alkyl of 1 to 24 carbons;
- or aryl of 6 to 24 carbons;
- R.sup.13 and R.sup.14 independently represent alkyl of 1 to 10 carbons;
- R.sup.15 and R.sup.16 independently represent alkyl of 1 to 24 carbons;
- R.sup.17 represents a linking group;
- R.sup.18 is an alkyl of 1 to 24 carbons;
- R.sup.19 is an alkylene of 1 to 24 carbons;
- R.sup.20, R.sup.21, R.sup.22, R.sup.23, R.sup.24 and R.sup.25 independently represent a chemical linkage;
- an alkyl of 1 to 10 carbons;
- an aryl of 6 to 24 carbons;
- an aralkyl of 7-24 carbons;
- or alkoxy of 1 to 10 carbons;
- R.sup.26, R.sup.27 and R.sup.28 independently represent hydrogen;
- or alkyl of 1 to 5 carbons;
- L.sup.1 represents methine or nitrogen;
- L.sup.2 and L.sup.3 independently represent methine or dimethine;
- L.sup.4 represents dimethine;
- Z.sup.1, Z.sup.2, Z.sup.3, Z.sup.4, Z.sup.5 and Z.sup.6 independently represent atoms chosen from C, N, O, and S necessary to form a 5- or 6-membered ring;
- l is an integer of 2 to 400,000;
- m is an integer of 1 to 40;
- p is an integer of 0 to 400,000;
- w is an integer of 0 to 5;
- v is an integer of 0 to 5;
- q is an integer of 2 to 4;
- r is an integer of 0 to 5;
- and wherein said hardener is chosen from the set consisting of:
- ##STR31##
81 more elements
Dependencies are inferred from the claim text.