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Method of hardening gelatin using sulfonyl compounds

Assignee: Fujifilm Holdings Corp
•
Filing: 1976-04-26
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Granted: 1977-06-07
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Expires: 1996-04-26
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Abstract

Abstract A method of hardening gelatin which comprises adding thereto a compound of the following general formula (I): ##STR1## in which Y 1 is CH 2 =CH--, ClCH 2 --CH 2 --, BrCH 2 --CH 2 --, CH 3 COO--CH 2 CH 2 -- or ClCH 2 COO--CH 2 CH 2 --, R 1 and R 2 are H or CH 3 , but both of them are not CH 3 at the same time, and A is one of the following groups: ##STR2## in which both R 3 and R 4 were acyl groups or at least one of them is an acyl group other than when R 3 and R 4 form a benzotriazole ring, and when one of R 3 and R 4 is an acyl group, the other is H or an alkyl group containing at most 4 carbon atoms; and wherein in any case, R 3 and R 4 may form a saturated or unsaturated carbocyclic or heterocyclic ring in combination with the nitrogen atom to which they are attached; R 5 , R 6 and R 7 are alkyl groups containing at most 4 carbon atoms, and may form a saturated or unsaturated ring, or may form a bicyclo ring; X - is an acid anion; R 8 and R 9 are a saturated or unsaturated carbocyclic or heterocyclic ring which combine with the nitrogen atom to which they are attached; R 10 is an alkyl or aryl group containing at most 6 carbon atoms; R 11 is an alkyl group containing at most 3 carbon atoms; R 12 is an alkyl, aryl or aralkyl group containing at most 7 carbons atoms; Y 2 is CH 2 =CH--, ClCH 2 --CH 2 --, Br--CH 2 CH 2 --, CH 3 COO--CH 2 CH 2 --, or ClCH 2 COO--CH 2 CH 2 --, and Y 1 is as earlier defined.

Inventors

  • 👤 Hidefumi Sera
  • 👤 Kameji Nagao
  • 👤 Tsumoru Ishii

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-29 21:15
CPC Classifications
C; C07; C07C; C07C317/00; C07C317/44; C07D; C07D207/00; C07D207/46; G; G03; G03C; G03C1/00; G03C1/005; G03C1/06; G03C1/30

Claims Analysis

Total Claims: 14
Claim 1
Independent Claim 309 words
A method of hardening gelatin which comprises adding thereto a compound of the following general formula (I): ##STR6## in which Y 1 is CH 2 =CH--, ClCH 2 --CH 2 --, BrCH 2 --CH 2 --, CH 3 COO--CH 2 CH 2 -- or ClCH 2 COO--CH 2 CH 2 --, R 1 and R 2 are H or CH 3 , but both of them are not CH 3 at the same time, and A is one of the following groups: ##STR7## in which both R 3 and R 4 are acyl groups or at least one of them is an acyl group other than when R 3 and R 4 form a benzotriazole ring, and when one or R 3 and R 4 is an acyl group, the other is H or an alkyl group containing at most 4 carbon atoms; and wherein in any case, R 3 and R 4 may form a saturated or unsaturated carbocyclic or heterocyclic ring in combination with the nitrogen atom to which they are attached; R 5 , R 6 and R 7 are alkyl groups containing at most 4 carbon atoms, and may form a saturated or unsaturated ring, or may form a bicyclo ring; X - is an acid anion; R 8 and R 9 are a saturated or unsaturated carbocyclic or heterocyclic ring in combination with the nitrogen atom to which they are attached; R 10 is an alkyl or aryl group containing at most 6 carbon atoms; R 11 is an alkyl group containing at most 3 carbon atoms; R 12 is an alkyl, aryl or aralkyl group containing at most 7 carbon atoms; and Y 2 is CH 2 =CH--, ClCH 2 --CH 2 --, Br--CH 2 --CH 2 --, CH 3 COO--CH 2 CH 2 --, or ClCH 2 COO--CH 2 CH 2 --.
Claim 2
Independent Claim 309 words
A method of hardening gelatin which comprises adding thereto a compound of the following general formula (I): ##STR6## in which Y 1 is CH 2 =CH--, ClCH 2 --CH 2 --, BrCH 2 --CH 2 --, CH 3 COO--CH 2 CH 2 -- or ClCH 2 COO--CH 2 CH 2 --, R 1 and R 2 are H or CH 3 , but both of them are not CH 3 at the same time, and A is one of the following groups: ##STR7## in which both R 3 and R 4 are acyl groups or at least one of them is an acyl group other than when R 3 and R 4 form a benzotriazole ring, and when one or R 3 and R 4 is an acyl group, the other is H or an alkyl group containing at most 4 carbon atoms; and wherein in any case, R 3 and R 4 may form a saturated or unsaturated carbocyclic or heterocyclic ring in combination with the nitrogen atom to which they are attached; R 5 , R 6 and R 7 are alkyl groups containing at most 4 carbon atoms, and may form a saturated or unsaturated ring, or may form a bicyclo ring; X - is an acid anion; R 8 and R 9 are a saturated or unsaturated carbocyclic or heterocyclic ring in combination with the nitrogen atom to which they are attached; R 10 is an alkyl or aryl group containing at most 6 carbon atoms; R 11 is an alkyl group containing at most 3 carbon atoms; R 12 is an alkyl, aryl or aralkyl group containing at most 7 carbon atoms; and Y 2 is CH 2 =CH--, ClCH 2 --CH 2 --, Br--CH 2 --CH 2 --, CH 3 COO--CH 2 CH 2 --, or ClCH 2 COO--CH 2 CH 2 --.
Claim 3
Dependent Claim 30 words
The method of claim 1, wherein R 8 and R 9 are residues which form succinimide, maleninimide or phthalimide in combination with the nitrogen atom to which they are attached.
Claim 4
Dependent Claim 57 words
The method of claim 1, wherein in general formula I. y 1 is CH 2 =CH-- or ClCH 2 CH 2 --, R 1 and R 2 are H, and A is either 1, 2 or 3 given below: ##STR8## where R 3 -R 9 and X - have the same meanings as in general formula (I);
Claim 5
Dependent Claim 21 words
acid anhydrides as set forth in the general formula (I); 3. amides (imides) as set forth in the general formula (I).
Claim 6
Dependent Claim 21 words
acid anhydrides as set forth in the general formula (I); 3. amides (imides) as set forth in the general formula (I).
Claim 7
Dependent Claim 41 words
The method of claim 3, wherein in general formula (I) Y 1 is CH 2 =CH-- or ClCH 2 CH 2 --, R 1 and R 2 are H, and A is either (1), (2) or (3) as set forth below:
Claim 8
Dependent Claim 15 words
Esters as set forth in claim 3; 2. An acid anhydride of the formula: ##STR9##
Claim 9
Dependent Claim 6 words
Amides (imides) of the formula: ##STR10##
Claim 10
Dependent Claim 6 words
Amides (imides) of the formula: ##STR10##
Claim 11
Dependent Claim 49 words
The method of claim 1, where in general formula (I) Y 1 is CH 2 =CH-- or ClCH 2 CH 2 --, R 1 and R 2 are H, and A is ##STR11## where R 3 and R 4 have the same meaning as in general formula (I); ##STR12##
Claim 12
Dependent Claim 49 words
The method of claim 1, wherein in general formula (I) Y 1 is CH 2 =CH-- or ClCH 2 CH 2 --, R 1 and R 2 are H, and A is ##STR13## where R 3 and R 4 are the same as in general formula (I) or ##STR14##
Claim 13
Dependent Claim 29 words
The method of claim 1, wherein said hardener is added to said gelatin in an amount of from about 0.05 to about 20 weight %, based on dry gelatin.
Claim 14
Dependent Claim 26 words
The method of claim 2, wherein said hardener is added to said gelatin in an amount of 0.1 to 10 weight %, based on dry gelatin.

References Cited (Backward Citations)

US3132945A Cited
US3490911A Cited
US3455892A Cited
US3689274A Cited
US3642486A Cited
US3687707A Cited
US3868257A Cited
US3839042A Cited
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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-06-06 1980-12-06 1981-06-07 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-06-06 1984-12-06 1985-06-07 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-06-06 1988-12-06 1989-06-07 $7700.00 Window Closed / Lapsed

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