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US 5,859,134 AGranted
Polymers which are dispersible in aqueous solvents and photocurable elements comprising same
AssigneePolyfibron Technologies, Inc.
InventorJay L. Reimers
Life of this patent
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Abstract
Ionomeric polymers are provided which are dispersible in aqueous solvents yet which cross-link with ethylenically unsaturated monomers to form matrices having relatively low solubility in such solvents. The polymers can be incorporated into photocurable composition for use, for example, in photocurable printing elements.
Claims28
A polymer having the formula:
- III! II!-i!-I!-i!-II! III!
- wherein:
- I is an elastomer having a glass transition temperature of about -30.degree. C. or less;
- each i, independently, is NH, NR.sub.i, O, or S;
- R.sub.i is alkyl having 1 to about 10 carbon atoms, cycloalkyl or heterocycloalkyl having 4 to about 6 carbon atoms, or aryl having 3 to about 20 carbon atoms;
- each II, independently, is O(O)C--C(O)--, O(O)S--S(O)--, O(O) C--R.sub.II --C(O)--, O(O) S--R.sub.II --S(O)--, O(O)S--R.sub.II --C(O)--, O(O)C--R.sub.II --S(O)--, O(O).sub.2 S--R.sub.II --, or can have one of the formulas:
- ##STR4## R.sub.II is alkyl having 1 to about 10 carbon atoms, cycloalkyl having 4 to about 10 carbon atoms, alkenyl having 2 to about 10 carbon atoms, or aryl having 3 to about 20 carbon atoms;
- R.sub.a is an aryl group having 6 to about 14 carbon atoms;
- each III, independently, is M, MY, MY.sub.2, N(R.sub.III).sub.3, NH(R.sub.III).sub.2, NH.sub.2 (R.sub.III), NH.sub.3, NH--R.sub.III --NH.sub.2, N--(R.sub.III).sub.2 --NH, Si(R.sub.III).sub.3, Si(R.sub.III).sub.2 Y, Si(R.sub.III)Y.sub.2, Sn(R.sub.III).sub.3, Sn (R.sub.III).sub.2 Y, Sn(R.sub.III) Y.sub.2 ;
- M is Na, K, Zn, Ca, Cs, Mg, or Rb;
- Y is OH, F, Cl, Br, I, an acetate, an acetyl acetonate, a sulfate, a chorate, a nitrate, enoxy, an oxime, or an amine;
- and
- R.sub.III is alkyl having 1 to about 10 carbon atoms, alkenyl having 2 to about 10 carbon atoms, or aryl having 3 to about 20 carbon atoms.
10 more elements
A process for preparing a polymer comprising the steps of:
- providing a first component having formula:
- i'!-I!-i'!
- wherein:
- I is an elastomer having a glass transition temperature of about -30.degree. C. or less;
- each i', independently, is NH.sub.2, NHR.sub.i, OH, or SH;
- and
- R.sub.i is alkyl having 1 to about 10 carbon atoms, cycloalkyl or heterocycloalkyl having 4 to about 6 carbon atoms, or aryl having 3 to about 20 carbon atoms;
- forming a reaction product by reacting said first component with a second component having formula HO(O)C--C(O)OH, HO(O)C--C(O)X, HO(O)S--S(O)OH, HO(O)S--S(O)X, HO(O)C--R.sub.II --C(O)OH, HO(O)C--R.sub.II --C(O)X, HO(O)S--R.sub.II --S(O)OH, HO(O)S--R.sub.II --S(O)X, HO(O)S--R.sub.II --C(O)OH, HO(O)S--R.sub.II --C(O)X, HO(O)C--R.sub.II --S(O)OH, HO(O)C--R.sub.II --S(O)X, or one of the formulas:
- ##STR5## where:
- X is a halogen;
- and
- R.sub.II, is alkyl having 1 to about 10 carbon atoms, cycloalkyl having 4 to about 10 carbon atoms, alkenyl having 2 to about 10 carbon atom, or aryl having 3 to about 20 carbon atoms;
- R.sub.a is an aryl group having 6 to about 14 carbon atoms;
- and
- forming said polymer by reacting said reaction product with a third component having formula MY, MY.sub.2, MY.sub.3, N(R.sub.III).sub.3 Y, NH(R.sub.III).sub.2 Y, NH.sub.2 (R.sub.III)Y, NH.sub.3 Y, YNH--R.sub.III --NH.sub.2, Y.sub.2 N--(R.sub.III).sub.2 --NH, Si(R.sub.III).sub.3 Y, Si(R.sub.III).sub.2 Y.sub.2, Si(R.sub.III)Y.sub.3, Sn (R.sub.III).sub.3 Y, Sn (R.sub.III).sub.2 Y.sub.2 , Sn(R.sub.III)Y.sub.3, where
- R.sub.III is alkyl having 1 to about 10 carbon atoms, alkenyl having 2 to about 10 carbon atoms, or aryl having 3 to about 20 carbon atoms.
13 more elements
A polymer having the formula:
- V! IV!-ii!-I!-ii!-IV! V!
- wherein:
- I is an elastomer having a glass transition temperature of about -30.degree. C. or less;
- each ii, independently, is --C(O)-- or --S(O).sub.2 --;
- each IV, independently, is --HN--R.sub.IV --NH.sub.2, --R.sub.IV N--R.sub.IV --NHR.sub.IV, --O--R.sub.IV --OH, --O--R.sub.IV --OR.sub.II, --S--R.sub.IV --SH, or --S--R.sub.IV --SR.sub.IV ;
- each R.sub.IV, independently, is alkyl having 1 to about 10 carbon atoms, cycloalkyl having 4 to about 10 carbon atoms, alkenyl having 2 to about 10 carbon atom, or aryl having 3 to about 20 carbon atoms;
- each V, independently, is M, MY, MY.sub.2, Si(R.sub.V).sub.3, Si(R.sub.V).sub.2 Y, Si(R.sub.V)Y.sub.2, Sn(R.sub.V).sub.3, Sn(R.sub.V).sub.2 Y, Sn(R.sub.V)Y.sub.2 ;
- M is Na, K, Zn, Ca, Cs, Mg, or Rb;
- Y is OH, F, Cl, Br, I, an acetate, an acetyl acetonate, a sulfate, a chorate, a nitrate, enoxy, an oxime, or an amine;
- and
- R.sub.V is alkyl having 1 to about 10 carbon atoms, alkenyl having 2 to about 10 carbon atoms, or aryl having 3 to about 20 carbon atoms.
8 more elements
A process for preparing a polymer comprising the steps of:
- providing a first component having formula:
- ii'!-I!-ii'!
- wherein:
- I is an elastomer having a glass transition temperature of about -30.degree. C. or less;
- each ii', independently, --C(O)OH, --C(O)X, --S(O).sub.2 OH, or --S(O).sub.2 X;
- and
- X is a halogen;
- forming a reaction product by reacting said first component with a second component having formula H.sub.2 N--R.sub.IV--NH.sub.2, HR.sub.IV N--R.sub.IV --NHR.sub.IV, HO--R.sub.IV --OH, R.sub.IV O--R.sub.IV--OR.sub.IV, HS--R.sub.IV --SH, or R.sub.IV S--R.sub.IV --SR.sub.IV ;
- where:
- each R.sub.IV, independently, is alkyl having 1 to about 10 carbon atoms, cycloalkyl having 4 to about 10 carbon atoms, alkenyl having 2 to about 10 carbon atom, or aryl having 3 to about 20 carbon atoms;
- and
- forming said polymer by reacting said reaction product with a third component having formula MY, MY.sub.2, MY.sub.3, Si(R.sub.V).sub.3 Y, Si(R.sub.V).sub.2 Y.sub.2, Si(R.sub.V)Y.sub.3, Sn(R.sub.V).sub.3 Y, Sn(R.sub.V).sub.2 Y.sub.2, Sn(R.sub.V)Y.sub.3, where:
- R.sub.V is alkyl having 1 to about 10 carbon atoms, alkenyl having 2 to about 10 carbon atoms, or aryl having 3 to about 20 carbon atoms.
10 more elements
A polymer having the formula:
- VI!-iii!-I!-iii!-VI!
- wherein:
- I is an elastomer having a glass transition temperature of about -30.degree. C. or less;
- each iii, independently, is NH, NR.sub.i, O, or S;
- R.sub.i is alkyl having 1 to about 10 carbon atoms, cycloalkyl or heterocycloalkyl having 4 to about 6 carbon atoms, or aryl having 3 to about 20 carbon atoms;
- each VI, independently, is Si (R.sub.VI).sub.3, Si(R.sub.VI).sub.2 Y, Si(R.sub.VI)Y.sub.2, Sn(R.sub.VI).sub.3, Sn(R.sub.VI).sub.2 Y, Sn(R.sub.VI)Y.sub.2 ;
- Y is OH, F, Cl, Br, I, an acetate, an acetyl acetonate, a sulfate, a chorate, a nitrate, enoxy, an oxime, or an amine;
- and
- R.sub.VI, is alkyl having 1 to about 10 carbon atoms, alkenyl having 2 to about 10 carbon atoms, or aryl having 3 to about 20 carbon atoms.
6 more elements
A process for preparing a polymer comprising the steps of:
- providing a first component having formula:
- iii'!-I!-iii'!
- wherein:
- I is an elastomer having a glass transition temperature of about -30.degree. C. or less;
- each iii', independently, is NH.sub.2, NHR.sub.i, OH, or SH;
- R.sub.i is alkyl having 1 to about 10 carbon atoms, cycloalkyl or heterocycloalkyl having 4 to about 6 carbon atoms, or aryl having 3 to about 20 carbon atoms;
- and
- reacting said first component with a second component having formula Si(R.sub.VI).sub.3 Y, Si(R.sub.VI).sub.2 Y.sub.2, Si(R.sub.VI)Y.sub.3, Sn(R.sub.VI).sub.3 Y, Sn(R.sub.VI).sub.2 Y.sub.2, Sn(R.sub.VI)Y.sub.3, where:
- R.sub.VI, is alkyl having 1 to about 10 carbon atoms, alkenyl having 2 to about 10 carbon atoms, or aryl having 3 to about 20 carbon atoms.
6 more elements
A polymer having the formula:
- VII!-iv!-I!-iv!-VII!
- wherein:
- I is an elastomer having a glass transition temperature of about -30.degree. C. or less;
- each iv, independently, is --C(O)--or --S(O).sub.2 --;
- each VII, independently, is Si(R.sub.VII).sub.3, Si(R.sub.VII).sub.2 Y, Si(R.sub.VII)Y.sub.2, Sn(R.sub.VII).sub.3, Sn(R.sub.VII).sub.2 Y, Sn(R.sub.VII)Y.sub.2 ;
- Y is OH, F, Cl, Br, I, an acetate, an acetyl acetonate, a sulfate, a chorate, a nitrate, enoxy, an oxime, or an amine;
- and
- R.sub.VII is alkyl having 1 to about 10 carbon atoms, alkenyl having 2 to about 10 carbon atoms, or aryl having 3 to about 20 carbon atoms.
5 more elements
A process for preparing a polymer comprising the steps of:
- providing a first component having formula:
- iv'!--I!--iv'!
- wherein:
- I is an elastomer having a glass transition temperature of about -30.degree. C. or less;
- each iv', independently, is --C(O)OH, --C(O)X, --S(O).sub.2 OH, or --S(O).sub.2 X where X is a halogen;
- and
- reacting said first component with a second component having formula Si(R.sub.VII).sub.3 Y, Si(R.sub.VII).sub.2 Y.sub.2, Si(R.sub.VII)Y.sub.3, Sn(R.sub.VII).sub.3 Y, Sn(R.sub.VII).sub.2 Y.sub.2, Sn (R.sub.VII)Y.sub.3, where:
- R.sub.VII is alkyl having 1 to about 10 carbon atoms, alkenyl having 2 to about 10 carbon atoms, or aryl having 3 to about 20 carbon atoms.
5 more elements
Dependencies are inferred from the claim text.