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US4189429A Expired / Lapsed US ⏱️ 0.0 years remaining

Hydrolyzable silyl-substituted dyestuffs for transfer printing

Assignee: 3M Co
•
Filing: 1978-05-08
•
Granted: 1980-02-19
•
Expires: 1998-05-08
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Abstract

Abstract Volatile, hydrolyzable silyl-substituted dyestuffs are used in transfer sheets which, by heating, transfer an image to a substrate. The image has high optical density and resistance to diffusion in high temperature environments. The dyestuffs are of the formula ##STR1## wherein A is a dyestuff nucleus selected from anthraquinone, naphthoquinone, phenylazophenyl or styryl, which nucleus is substituted by R and may be substituted by auxochromic or bathochromic groups, R is H, alkyl of 1 to 6 carbon atoms, phenyl or Q, and at least one R is Q, Q is --R 1 --W--Si(R 2 ) 3 , R 1 is a divalent aliphatic group of 2 to 10 carbon atoms, W is 0, S or NR 3 , R 3 is H, alkyl of 1 to 6 carbon atoms or phenyl and each R 2 is individually the same or different selected from hydrogen, hydrocarbyl, hydrocarbyloxy, chlorohydrocarbyl or bromohydrocarbyl in which the sum of carbons is not greater than 12.

Inventors

  • 👤 Robert L. Lambert, Jr.

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 08:06
CPC Classifications
C; C09; C09B; C09B69/00; C09B69/008

Claims Analysis

Total Claims: 9
Claim 1
Independent Claim 134 words
A volatile, hydrolyzable dyestuff of the formula ##STR8## wherein A is a dyestuff nucleus which may be unsubstituted or substituted by auxochromic or bathochromic groups and is selected from anthraquinone, naphthoquinone, phenylazophenyl or styryl, n is 1, 2 or 3, R is H, alkyl of 1 to 6 carbon atoms, phenyl or Q, and at least one R is Q, Q is --R 1 --W--Si(R 2 ) 3 , R 1 is a divalent aliphatic group of 2 to 10 carbon atoms W is O, S or NR 3 , R 3 is H, alkyl of 1 to 6 carbon atoms or phenyl and each R 2 is individually the same or different selected from hydrogen, hydrocarbyl, hydrocarbyloxy, chlorohydrocarbyl or bromohydrocarbyl, chlorohydrocarbyloxy, bromohydrocarbyloxy in which the sum of carbons is not greater than 12.
Claim 2
Dependent Claim 134 words
A volatile, hydrolyzable dyestuff of the formula ##STR8## wherein A is a dyestuff nucleus which may be unsubstituted or substituted by auxochromic or bathochromic groups and is selected from anthraquinone, naphthoquinone, phenylazophenyl or styryl, n is 1, 2 or 3, R is H, alkyl of 1 to 6 carbon atoms, phenyl or Q, and at least one R is Q, Q is --R 1 --W--Si(R 2 ) 3 , R 1 is a divalent aliphatic group of 2 to 10 carbon atoms W is O, S or NR 3 , R 3 is H, alkyl of 1 to 6 carbon atoms or phenyl and each R 2 is individually the same or different selected from hydrogen, hydrocarbyl, hydrocarbyloxy, chlorohydrocarbyl or bromohydrocarbyl, chlorohydrocarbyloxy, bromohydrocarbyloxy in which the sum of carbons is not greater than 12.
Claim 3
Dependent Claim 198 words
A volatile, hydrolyzable dyestuff according to claim 1 of the formula ##STR9## wherein m is 0, 1, 2 or 3, each R 4 is independently a nonsalt auxochromic or bathochromic nucleus-substituting group selected from NO 2 , Cl, Br, R 3 , OR 3 , SR 3 , NHR 3 and N(R 3 ) 2 and, when in the 4, 5 or 8 position, R 4 is additionally selected from NR 3 Q, Q is --R 1 --W--Si(R 2 ) 3 , R 1 is a nonhydrolyzable divalent aliphatic, cycloaliphatic or phenylaliphatic linking group of 2 to 10 carbon atoms and not more than one oxygen or nitrogen atom for each two carbon atoms and a plurality of oxygen or nitrogen atoms being separated from one another by at least two carbon atoms, any phenyl group being separated from W by at least two carbon atoms, W is O, S or NR 3 , R 3 is H, alkyl of 1 to 6 carbon atoms or phenyl and each R 2 is individually the same or different selected from hydrogen, hydrocarbyl, hydrocarbyloxy, chlorohydrocarbyl, chlorohydrocarbyloxy, bromohydrocarbyloxy or bromohydrocarbyl in which the sum of carbons is not greater than 12.
Claim 4
Dependent Claim 88 words
A volatile, hydrolyzable dyestuff according to claim 1 wherein A is a diazene residue of the formula ##STR10## wherein each n is independently 0, 1 or 2, R is H, alkyl of 1 to 6 carbon atoms, each R 4 group is independently a nonsalt auxochromic or bathochromic nucleus substituting group selected from NO 2 , Cl, Br, R 3 , OR 3 , SR 3 , NHR 3 and N(R 3 ) 2 and R 3 is H, alkyl of 1 of 6 carbon atoms or phenyl.
Claim 5
Dependent Claim 225 words
A volatile, hydrolyzable dyestuff according to claim 1 of the formula ##STR11## wherein p is 0, 1 or 3 R is H, alkyl of 1 to 6 carbon atoms, phenyl or Q, and at least one R is Q, Q is --R 1 --W--Si(R 2 ) 3 , R 1 is a nonhydrolyzable divalent aliphatic, cycloaliphatic or phenyl aliphatic linking group of 2 to 10 carbon atoms and not more than one oxygen or nitrogen atom for each two carbon atoms and a plurality of oxygen or nitrogen atoms being separated from one another by at least two carbon atoms, any phenyl group being separated from W by at least two carbon atoms, W is O, S or NR 3 , R 3 is H, alkyl of 1 to 6 carbon atoms or phenyl and each R 2 is individually the same or different selected from hydrogen, hydrocarbyl, hydrocarbyloxy, chlorohydrocarbyl, chlorohydrocarbyloxy, bromohydrocarbyloxy, or bromohydrocarbyl in which the sum of carbons is not greater than 12, individually R 5 and R 6 are CN, SO 2 R 8 , R 3 , COOR or phenyl substituted by one of Cl, CH 3 or OCH 3 and R 8 is CF 3 , alkyl, cycloalkyl or aryl of 1 to 7 carbon atoms, and together R 5 and R 6 and the adjacent carbon atom are ##STR12##
Claim 6
Dependent Claim 34 words
The volatile, hydrolyzable dyestuff according to claim 2 wherein m is 1, R 4 is --NR 3 Q, R 3 is H and Q is --CH 2 CH 2 OSi(CH 3 ) 3 .
Claim 7
Dependent Claim 26 words
The volatile, hydrolyzable dyestuff according to claim 2 wherein m is 1, R 4 is --NR 3 Q, R 3 is H and Q is ##STR13##
Claim 8
Dependent Claim 26 words
The volatile, hydrolyzable dyestuff according to claim 2 wherein m is 1, R 4 is --NR 3 Q, R 3 is H and Q is ##STR14##
Claim 9
Dependent Claim 12 words
The volatile, hydrolyzable dyestuff according to claim 3 of the formula ##STR15##

References Cited (Backward Citations)

US2715133A Cited
US2925313A Cited
US2931693A Cited
US2934459A Cited
US3920695A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1983-02-18 1983-08-20 1984-02-19 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1987-02-18 1987-08-20 1988-02-19 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1991-02-18 1991-08-20 1992-02-19 $7700.00 Window Closed / Lapsed

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