Water-dispersible polyester adhesives for photographic materials

A photographic element comprising a support having thereon at least one photographic silver halide layer and at least one layer comprising an adhesive composition comprising a water-dispersible polyester having a glass transition temperature within the range of from about 25.degree. C. to about 50.degree. C., the polyester comprising

• A. an acid component comprising:
• (1) from about 8 to about 16 mole percent of units derived from at least one dicarboxylic acid having the formula ##STR35## wherein r and s are integers whose sum equals 1, Q is defined by the formula:
• ##STR36## wherein Y is arylene, Q' is selected from the group consisting of:
• ##STR37## wherein Y' is alkyl or aryl, and M is a solubilizing cation;
• (2) from about 40 to about 70 mole percent of units derived from at least one dicarboxylic acid having the formula HOOC--(CH.sub.2).sub.n --COOH wherein n is an integer from 2 to 12;
• (3) from about 5 to about 20 mole percent of units derived from the dicarboxylic acid having the formula ##STR38## (4) from about 5 to about 25 mole percent of units derived from at least one dicarboxylic acid having the formula ##STR39## wherein Z is carbonylimino or iminocarbonyl and m is an integer from 6 to 10;
• and
• B. a diol component consisting essentially of:
• (1) at least 50 mole percent of units derived from at least one diol having the formula ##STR40## wherein p is an integer from 1 to 4;
• and (2) from 0 to 50 mole percent of units derived from at least one diol having the formula
• HO--R'--OH
• wherein R' is cycloalkylenebisalkylene having from 8 to 20 carbon atoms, with the proviso that said diol component (1) must comprise at least 90 mole percent of the diol component when said acid component (1) comprises less than 10 mole percent of said acid component.

A photographic element comprising a support having thereon at least one photographic silver halide layer and at least one layer comprising an adhesive composition comprising a water-dispersible polyester having a glass transition temperature within the range of from about 25.degree. C. to about 50.degree. C. and an inherent viscosity within the range of about 0.1 to 1.0 at 25.degree. C. in a 1:1 mixture of phenol and chlorobenzene at a concentration of 0.25 g/dl, the polyester comprising

• A. an acid component comprising:
• (1) from about 8 to about 16 mole percent of units derived from 3,3'-sodioiminodisulfonyldibenzoic acid;
• (2) from about 40 to about 70 mole percent of units derived from succinic acid;
• (3) from about 5 to about 20 mole percent of units derived from 3,3'-(1,4-phenylene)bisacrylic acid;
• and
• (4) from about 5 to about 25 mole percent of units derived from 1,8-octylenebis(carbonylimino-4-benzoic acid);
• and
• B. a diol component consisting essentially of 1,4-bis(2-hydroxyethoxy)cyclohexane.

An image transfer film unit comprising:

• a photographic element comprising a support having thereon at least one silver halide layer and having associated therewith at least one dye or dye-forming material;
• at least one layer comprising an adhesive composition containing a water-dispersible polyester which includes
• A. an acid component comprising:
• (1) from about 8 to about 16 mole percent of units derived from at least one dicarboxylic acid having an ionic iminosulfonyl moiety containing a monovalent cation as an imino nitrogen substituent;
• (2) from about 40 to about 70 mole percent of units derived from at least one dicarboxylic acid selected from the group consisting of aliphatic dicarboxylic acids having the formula HOOC-- (CH.sub.2).sub.n --COOH wherein n is an integer from 2 to 12, cycloaliphatic dicarboxylic acids having from 6 to 12 carbon atoms and aromatic dicarboxylic acids having from 6 to 12 carbon atoms;
• (3) from about 5 to about 20 mole percent of units derived from the dicarboxylic acid having the formula ##STR44## (4) from about 5 to about 25 mole percent of units derived from at least one dicarboxylic acid having the formula ##STR45## wherein Z is carbonylimino or iminocarbonyl and m is an integer from 6 to 10;
• and
• B. a diol component consisting essentially of:
• (1) at least 50 mole percent of units derived from at least one diol having a formula selected from the group consisting of ##STR46## wherein p is an integer from 1 to 4, and
• HO--(RO).sub.q --H (II)
• wherein q is an integer from 2 to 4 and R is alkylene having from 2 to 4 carbon atoms;
• and
• (2) from 0 to 50 mole percent of units derived from at least one diol having the formula:
• HO--R'--OH
• wherein R' is an alkylene group having up to 16 carbon atoms, cycloalkylene having from 6 to 20 carbon atoms, cycloalkylenebisalkylene having from 8 to 20 carbon atoms, or arylenebisalkylene having from 8 to 20 carbon atoms, with the proviso that said diol component (1), selected from the group consisting of (I) and (II), must comprise at least 90 mole percent of the diol component when said acid component (1), having an ionic iminosulfonyl moiety, comprises less than 10 mole percent of said acid component;
• and
• an image-receiving layer and means containing an alkaline processing composition adapted to discharge its contents within said unit.

An image transfer film unit comprising:

• a photographic element comprising a support having thereon at least one photographic silver halide layer and having associated therewith at least one dye or dye-forming material;
• at least one layer comprising an adhesive composition comprising a water-dispersible polyester which comprises
• A. an acid component comprising:
• (1) from about 8 to about 16 mole percent of units derived from at least one dicarboxylic acid having an ionic iminosulfonyl moiety containing a monovalent cation as an imino nitrogen substituent;
• (2) from about 40 to about 70 mole percent of units derived from at least one dicarboxylic acid selected from the group consisting of aliphatic dicarboxylic acids having the formula HOOC--(CH.sub.2).sub.n --COOH wherein n is an integer from 2 to 12, cycloaliphatic dicarboxylic acids having from 6 to 12 carbon atoms and aromatic dicarboxylic acids having from 6 to 12 carbon atoms;
• (3) from about 5 to about 20 mole percent of units derived from a dicarboxylic acid having the formula ##STR52## (4) from about 5 to about 25 mole percent of units derived from at least one dicarboxylic acid having the formula ##STR53## wherein Z is carbonylimino and iminocarbonyl and m is an integer from 6 to 10;
• and
• B. a diol component consisting essentially of:
• (1) at least 50 mole percent of units derived from at least one diol having a formula selected from the group consisting of ##STR54## wherein p is an integer from 1 to 4, and
• HO--(RO).sub.q --H (II)
• wherein q is an integer from 2 to 4 and R is an alkylene having from 2 to 4 carbon atoms;
• and
• (2) from 0 to 50 mole percent of units derived from at least one diol having the formula
• HO--R'--OH
• wherein R' is an alkylene group having up to 16 carbon atoms, cycloalkylenehaving from 6 to 20 carbon atoms, cycloalkylenebisalkylene having from 8 to 20 carbon atoms or arylenebisalkylene having from 8 to 20 carbon atoms, with the proviso that said diol component (1), selected from the group consisting of (I) and (II), must comprise at least 90 mole percent of the diol component when said acid component (1), having an ionic iminosulfonyl moiety, comprises less than 10 mole percent of said acid component;
• an image-receiving layer;
• means containing an alkaline processing composition adapted to discharge its contents within said unit;
• a neutralizing layer for neutralizing said alkaline processing composition;
• and
• a barrier layer which is permeable to the alkaline processing composition after a predetermined time, the barrier layer being located between the neutralizing layer and the photosensitive silver halide layer.

An image transfer film unit comprising:

• a photographic element comprising a support having thereon at least one photographic silver halide layer having associated therewith at least one dye or dye-forming material;
• an image-receiving layer located between the support and the photographic silver halide layer;
• an element comprising a transparent cover sheet over the layer outermost from the support;
• and
• an adhesive composition bonding the cover sheet to the support, said adhesive composition containing a water-dispersible polyester which comprises:
• A. an acid component comprising:
• (1) from about 8 to about 16 mole percent of units derived from at least one dicarboxylic acid having an ionic iminosulfonyl moiety containing a monovalent cation as an imino nitrogen substituent;
• (2) from about 40 to about 70 mole percent of units derived from at least one dicarboxylic acid selected from the group consisting of aliphatic dicarboxylic acids having the formula HOOC--(CH.sub.2).sub.n --COOH wherein n is an integer from 2 to 12, cycloaliphatic dicarboxylic acids having from 6 to 12 carbon atoms and aromatic dicarboxylic acids having from 6 to 12 carbon atoms;
• (3) from about 5 to about 20 mole percent of units derived from a dicarboxylic acid having the formula ##STR60## and (4) from about 5 to about 25 mole percent of units derived from at least one dicarboxylic acid having the formula ##STR61## wherein Z is carbonylimino or iminocarbonyl and m is an integer from 6 to 10;
• and
• B. a diol component consisting essentially of:
• (1) at least 50 mole percent of units derived from at least one diol having a formula selected from the group consisting of ##STR62## wherein p is an integer from 1 to 4, and
• HO--(RO).sub.q --H (II)
• wherein q is an integer from 2 to 4 and R is an alkylene group having from 2 to 4 carbon atoms;
• and
• (2) from 0 to 50 mole percent of units derived from at least one diol having the formula:
• HO--R'--OH
• wherein R' is an alkylene group having up to 16 carbon atoms, cycloalkylene having from 6 to 20 carbon atoms, cycloalkylenebisalkylene having from 8 to 20 carbon atoms, or arylenebisalkylene having from 8 to 20 carbon atoms, with the proviso that said diol component (1), selected from the group consisting of (I) and (II), must comprise at least 90 mole percent of the diol component when said acid component (1), having an ionic iminosulfonyl moiety, comprises less than 10 mole percent of said acid component;
• means containing an alkaline processing composition adapted to discharge its contents within said units;
• a neutralizing layer for neutralizing said alkaline processing composition;
• and
• a barrier layer which is permeable to the alkaline processing composition after a predetermined time, the barrier layer being located between the neutralizing layer and the photosensitive silver halide layer.

A laminated structure comprising a support bonded to a layer by an adhesive composition comprising a water-dispersible polyester which comprises

• A. an acid component comprising:
• (1) from about 8 to about 16 mole percent of units derived from at least one dicarboxylic acid having an ionic iminosulfonyl moiety containing a monovalent cation as an imino nitrogen substituent;
• (2) from about 40 to about 70 mole percent of units derived from at least one dicarboxylic acidselected from the group consisting of aliphatic dicarboxylic acids having the formula HOOC--(CH.sub.2).sub.n --COOH wherein n is an integer from 2 to 12, cycloaliphatic dicarboxylic acids having from 6 to 12 carbon atoms and aromatic dicarboxylic acids having from 6 to 12 carbon atoms;
• (3) from about 5 to about 20 mole percent of units derived from a dicarboxylic acid having the formula:
• ##STR63## (4) from about 5 to about 25 mole percent of units derived from at least one dicarboxylic acid having the formula ##STR64## wherein Z is carbonylimino or iminocarbonyl and m is an integer from 6 to 10;
• and
• B. a diol component consisting essentially of:
• (1) at least 50 mole percent of units derived from at least one diol having a formula selected from the group consisting of:
• ##STR65## wherein p is an integer from 1 to 4, and
• HO--(RO).sub.q --H (II)
• wherein q is an integer from 2 to 4 and R is an alkylene group having from 2 to 4 carbon atoms;
• and
• (2) from 0 to 50 mole percent of units derived from at least one diol having the formula
• HO--R'--OH
• wherein R' is an alkylene group having up to 16 carbon atoms, cycloalkylene having from 6 to 20 carbon atoms, cycloalkylenebisalkylene having from 8 to 20 carbon atoms or arylenebisalkylene having from 8 to 20 carbon atoms, with the proviso that said diol component (1), selected from the group consisting of (I) and (II), must comprise at least 90 mole percent of the diol component when said acid component (1), having an ionic iminosulfonyl moiety, comprises less than 10 mole percent of said acid component.

A laminated structure comprising a polyester support bonded to a polymeric layer by an adhesive composition comprising a water-dispersible polyester having a glass transition temperature within the range of from about 25.degree. C. to about 50.degree. C. and an inherent viscosity within the range of about 0.1 to 1.0 at 25.degree. C. in a 1:1 mixture of phenol and chlorobenzene at a concentration of 0.25 g/dl, the polyester comprising

• A. an acid component comprising:
• (1) from about 8 to about 16 mole percent of units derived from 3,3'-sodioiminodisulfonyldibenzoic acid;
• (2) from about 40 to about 70 mole percent of units derived from succinic acid;
• (3) from about 5 to about 20 mole percent of units derived from 3,3'-(1,4-phenylene)bisacrylic acid;
• and
• (4) from about 5 to about 25 mole percent of units derived from 1,8-octylenebis(carbonylimino-4-benzoic acid);
• and
• B. a diol component consisting essentially of 100 mole percent of 1,4-bis(2-hydroxyethoxy)cyclohexane.

In a process of producing a photographic transfer image in a photographic element comprising a support having thereon at least one photosensitive silver halide emulsion layer having associated therewith a dye image-providing material, a receiving layer, a barrier layer associated with a neutralizing layer being permeable by an alkaline processing composition after a predetermined time and at least one layer comprising an adhesive composition, said process comprising:

• (a) imagewise exposing said photographic element;
• (b) contacting said element with alkaline processing composition in the presence of a silver halide developing agent to effect development of each of said exposed silver halide emulsion layers;
• (i) an imagewise distribution of dye image-providing material being formed as a function of development;
• and
• (ii) at least a portion of said imagewise distribution of said dye image-providing material diffusing to said dye image-receiving layer;
• and
• (c) neutralizing said alkaline processing composition by means of said neutralizing layer associated with said photographic element after said predetermined time;
• the improvement wherein said adhesive composition comprises a water-dispersible polyester which comprises:
• A. an acid component comprising:
• (1) from about 8 to about 16 mole percent of units derived from at least one dicarboxylic acid having an ionic iminosulfonyl moiety containing a monovalent cation as an imino nitrogen substituent;
• (2) from about 40 to about 70 mole percent of units derived from at least one dicarboxylic acid selected from the group consisting of aliphatic dicarboxylic acids having the formula HOOC--(CH.sub.2).sub.n --COOH wherein n is an integer from 2 to 12, cycloaliphatic dicarboxylic acids having from 6 to 12 carbon atoms, and aromatic dicarboxylic acids having from 6 to 12 carbon atoms;
• (3) from about 5 to about 20 mole percent of units derived from the dicarboxylic acid having the formula ##STR71## (4) from about 5 to about 25 mole percent of units derived from at least one dicarboxylic acid having the formula:
• ##STR72## wherein Z is selected from the group consisting of carbonylimino or iminocarbonyl and m is an integer from 6 to 10;
• and
• B. a diol component consisting essentially of
• (1)at least 50 mole percent of units derived from at least one diol having a formula selected from the group consisting of:
• ##STR73## wherein p is an integer from 1 to 4, and
• HO--(RO).sub.q --H (II)
• wherein q is an integer from 2 to 4;
• and R is an alkylene group having from 2 to 4 carbon atoms;
• and
• (2) from 0 to 50 mole percent of units derived from at least one diol having the formula:
• HO--R'--OH
• wherein R' is an alkylene group having up to 16 carbon atoms, cycloalkylene having from 6 to 20 carbon atoms, cycloalkylenebisalkylene having from 8 to 20 carbon atoms, or arylenebisalkylene having from 8 to 20 carbon atoms with the proviso that said diol component (1), selected from the group consisting of (I) and (II), must comprise at least 90 mole percent of the diol component when said acid component (1), having an ionic iminosulfonyl moiety, comprises less than 10 mole percent of said acid component.