Claims
- 1. A flexible composition of matter comprising
- A. 100 parts by weight of a polyacid containing polymerized therein at least 80% by weight of at least one monomer selected from the group consisting of acrylic acid and methacrylic acid and up to about 20% by weight of at least one other vinylidene comonomer having at least one terminal CH.sub.2 = C< group, said polyacid having a molecular weight from about 50,000 to about 2,000,000 and containing an average of from about 1.0 to about 1.7 free carboxylic acid groups per 100 molecular weight units, and
- B. from about 15 to about 400 parts by weight of at least one component selected from the group consisting of
- 1. at least one di(polyoxyethylene)hydroxymethyl phosphonate having the formula
- HOCH.sub.2 P(O)[C.sub.2 H.sub.4 O).sub.k H].sub.2
- wherein k is from 1 to 5,
- 2. at least one compound having the formula ##EQU3##
- wherein the sum of m and n is from 1 to 35, 3. tetrakis(hydroxymethyl)phosphonium chloride,
- 4. a mixture of from about 75% to about 100% by weight of 2,2-bis(bromomethyl)-1,3-propanediol, from about 0% to about 10% by weight monobromoneopentyl triol, and from about 0% to about 20% by weight tribromoneopentyl alcohol,
- 5. diethyl ethyl phosphonate, and
- 6. at least one compound having the formula
- (RO).sub.q P(O)[O(C.sub.2 H.sub.4 O).sub.r H].sub.3.sub.-q
- wherein R is an alkyl group containing from 1 to 5 carbon atoms, q is 1 or 2, and r is from 1 to 4.
- 2. A composition of claim 1 wherein said comonomer is selected from the group consisting of
- A. vinyl aromatics having the formula ##SPC2##
- wherein R.sup.1 is hydrogen, halogen or an alkyl radical containing from 1 to 4 carbon atoms,
- B. vinyl nitriles having the formula ##STR7## wherein R.sup.2 is hydrogen or an alkyl radical containing 1 to 3 carbon atoms,
- C. amides of .alpha.,.beta.-olefinically unsaturated carboxylic acids containing 2 to 8 carbon atoms, and
- D. acrylates having the formula ##STR8## wherein R.sup.3 is hydrogen or an alkyl radical containing 1 to 3 carbon atoms and R.sup.4 is alkyl radical containing 1 to 18 carbon atoms or an alkoxyalkyl, alkylthioalkyl or cyanoalkyl radical containing 2 to 12 carbon atoms.
- 3. A composition of claim 1 wherein said polyacid has a molecular weight from about 100,000 to about 1,000,000.
- 4. A composition of claim 3 wherein said polyacid is polyacrylic acid.
- 5. A composition of claim 4 wherein (B) is from about 20 to about 50 parts by weight, p is 3, (4) is 2,2-bis (bromomethyl)-1,3-propanediol, and R contains 2 carbon atoms.
- 6. A composition of claim 1 containing a plasticizer selected from the group consisting of saturated glycols containing from 2 to 8 carbon atoms, saturated triols containing from 3 to 6 carbon atoms, saturated higher polyols containing from 4 to 8 carbon atoms and from 4 to 6 hydroxyl groups, and glycol ethers having a molecular weight from about 90 to about 6,000.
- 7. A composition of claim 6 wherein said plasticizer is a glycol ether having a molecular weight from about 90 to about 6,000.
- 8. A composition of claim 7 wherein said glycol ether is triethylene glycol.
- 9. An aqueous film-forming composition of matter comprising
- A. an aqueous solution of polyacrylic acid having a molecular weight from about 50,000 to about 2,000,000, and
- B. at least one component selected from the group consisting of
- 1. at least one di(polyoxyethylene)hydroxymethyl phosphonate having the formula
- HOCH.sub.2 P(O)[O(C.sub.2 H.sub.4 O).sub.k H].sub.2
- wherein k is from 1 to 5,
- 2. at least one compound having the formula ##STR9##
- wherein the sum of m and n is from 1 to 35, 3. tetrakis(hydroxymethyl)phosphonium chloride,
- 4. a mixture of from about 75% to about 100% by weight of 2,2-bis(bromomethyl)-1,3-propanediol, from about 0% to about 10% by weight monobromoneopentyl triol, and from about 0% to about 20% by weight tribromoneopentyl alcohol,
- 5. diethyl ethyl phosphonate, and
- 6. at least one compound having the formula
- (RO).sub.q P(O)[O(C.sub.2 H.sub.4 O).sub.r H].sub.3.sub.-q
- wherein R is an alkyl group containing from 1 to 5 carbon atoms, q is 1 or 2, and r is from 1 to 4,
- said component (B) being present in an amount of from about 15 to about 400 parts by weight based upon 100 parts by weight of polyacrylic acid, and said aqueous solution containing from about 5% to about 30% by weight polyacrylic acid based upon a combined weight of polyacrylic acid and water.
- 10. A clear, shaped article comprising
- A. 100 parts by weight of polyacrylic acid having a molecular weight from about 50,000 to about 2,000,000 and,
- B. from about 15 to about 400 parts by weight of at least one component selected from the group consisting of
- 1. at least one di(polyoxyethylene)hydroxymethyl phosphonate having the formula
- HOCH.sub.2 P(O)[O(C.sub.2 H.sub.4 O).sub.k H].sub.2
- wherein k is from 1 to 5,
- 2. at least one compound having the formula ##STR10##
- wherein the sum of m and n is from 1 to 35, 3. tetrakis(hydroxymethyl)phosphonium chloride,
- 4. a mixture of from about 75% to about 100% by weight of 2,2-bis(bromomethyl)-1,3-propanediol, from about 0% to about 10% by weight monobromoneopentyl triol, and from about 0% to about 20% by weight tribromoneopentyl alcohol,
- 5. diethyl ethyl phosphonate, and
- 6. at least one compound having the formula
- (RO).sub.q P(O)[O(C.sub.2 H.sub.4 O).sub.r H].sub.3.sub.-q
- wherein R is an alkyl group containing from 1 to 5 carbon atoms, q is 1 or 2, and r is from 1 to 4.
- 11. A process for the production of a flexible polyacid which comprises
- A. mixing together
- 1. 100 parts by weight of a polyacid containing polymerized therein at least 80% by weight of at least one monomer selected from the group consisting of acrylic acid and methacrylic acid, and up to about 20% by weight of at least one other vinylidene comonomer having at least one terminal CH.sub.2 = C< group, said polyacid having a molecular weight from about 50,000 to about 2,000,000 and containing an average of from about 1.0 to about 1.7 free carboxylic acid groups per 100 molecular weight units, and
- 2. from about 15 to about 400 parts by weight of at least one component selected from the group consisting of
- a. at least one di(polyoxyethylene)hydroxymethyl phosphonate having the formula
- HOCH.sub.2 P(O)[O(C.sub.2 H.sub.4 O).sub.k H].sub.2
- wherein k is from 1 to 5,
- b. at least one compound having the formula ##STR11## wherein the sum of m and n is from 1 to 35, c. tetrakis(hydroxymethyl)phosphonium chloride,
- d. a mixture of from about 75% to about 100% by weight of 2,2-bis(bromomethyl)-1,3-propanediol, from about 0% to about 10% by weight monobromoneopentyl triol, and from about 0% to about 20% by weight tribromoneopentyl alcohol,
- e. diethyl ethyl phosphonate, and
- f. at least one compound having the formula
- (RO).sub.q P(O)[O(C.sub.2 H.sub.4 O).sub.r H].sub.3.sub.-q
- wherein R is an alkyl group containing from 1 to 5 carbon atoms, q is 1 or 2, and r is from 1 to 4, and
- B. drying or conditioning the mixture at a temperature from about 20.degree. C to about 150.degree. C.
- 12. A process of claim 11 wherein said comonomer is selected from the group consisting of
- A. vinyl aromatics having the formula ##SPC3##
- wherein R.sup.1 is hydrogen, halogen or an alkyl radical containing from 1 to 4 carbon atoms,
- B. vinyl nitriles having the formula ##STR12## wherein R.sup.2 is hydrogen or an alkyl radical containing 1 to 3 carbon atoms,
- C. amides of .alpha.,.beta.-olefinically unsaturated carboxylic acids containing 2 to 8 carbon atoms, and
- D. acrylates having the formula ##STR13## wherein R.sup.3 is hydrogen or an alkyl radical containing 1 to 3 carbon atoms and R.sup.4 is alkyl radical containing 1 to 18 carbon atoms or an alkoxyalkyl, alkylthioalkyl or cyanoalkyl radical containing 2 to 12 carbon atoms.
- 13. A process of claim 11 wherein said polyacid has a molecular weight from about 100,000 to about 1,000,000.
- 14. A process of claim 13 wherein said polyacid is polyacrylic acid.
- 15. A process of claim 14 wherein (2) is from about 20 to about 50 parts by weight, p is 3 and (d) is 2,2-bis(bromomethyl)-1,3-propanediol, and R contains 2 carbon atoms.
- 16. A process of claim 11 wherein said flexible polyacid contains a plasticizer selected from the group consisting of saturated glycols containing from 2 to 8 carbon atoms, saturated triols containing from 3 to 6 carbon atoms, saturated higher polyols containing from 4 to 8 carbon atoms and from 4 to 6 hydroxyl groups, and glycol ethers having a molecular weight from about 90 to about 6,000.
- 17. A process of claim 16 wherein said plasticizer is a glycol ether having a molecular weight from about 90 to 6,000.
- 18. A process of claim 17 wherein said glycol ether is triethylene glycol.
CROSS REFERENCE TO RELATED APPLICATION
This is a continuation-in-part of my co-pending application Ser. No. 516,253 filed Oct. 21, 1974 and now abandoned.
US Referenced Citations (5)
Non-Patent Literature Citations (1)
Entry |
Modern Plastics Encyclopedia 1970-1971, pp. 854-855, McGraw-Hill) (N.Y.) (Oct. 1970). |
Continuation in Parts (1)
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Number |
Date |
Country |
Parent |
516253 |
Oct 1974 |
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