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US 6,143,919 AGranted
Polymerizable acidic compounds and methods of preparation
Assignee3M Innovative Properties Company
InventorsByron Ciping Shen, Charles M. Leir, Amy M. DeVries
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Abstract
Polymerizable urethane acid compounds are provided. Preferred compounds additionally comprise a hydroxy functionality. These compounds are made by reaction of hydroxy functional acid compounds with isocyanates.
Claims18
A compound of the formula ##STR28## wherein n is 0, 1 or 2
- m is 1, 2 or 3
- and n+m=3;
- R.sup.I is independently, C.sub.1-12 alkyl, --O--C.sub.1-12 alkyl;
- C.sub.1-12 alkyl--OH;
- ##STR29## with the proviso that when m=1, one of R.sup.I is --CH.sub.2 OH R.sup.II is independently ##STR30## wherein p is 1-12 or any combination thereof
- R.sup.III is independently ##STR31## R.sup.IV is independently H, C1-12 alkyl;
- or a salt thereof.
4 more elements
A method of making compounds of the formula:
- wherein
- n is 2
- m is 1
- one of R.sup.I is --CH.sub.2 OH;
- and the other of R.sup.I is C.sub.1-12 alkyl, --O--C.sub.1-12 alkyl;
- ##STR42## R.sup.II is independently ##STR43## wherein p is 1-12 or any combination thereof
- R.sup.III is independently ##STR44## R.sup.IV is independently H, C1-12 alkyl said method comprising reacting a compound of the formula ##STR45## wherein the substituents are as defined immediately above, with a compound of the formula ##STR46## wherein the substituents are as defined immediately above, said reaction being in the presence of a catalytic amount of a non-basic catalyst at a temperature between about 22 and 80.degree. C. for a time greater than about 15 hours, said reaction generating an excess of 80% of the theoretical yield of the mono-hydroxy functional polymerizable acid.
4 more elements
A method of making compounds of the formula:
- ##STR47## wherein n is 1
- m is 2
- R.sup.I is C.sub.1-12 alkyl, --O--C.sub.1-12 alkyl;
- ##STR48## R.sup.II is independently ##STR49## wherein p is 1-12 or any combination thereof
- R.sup.III is independently ##STR50## R.sup.IV is independently H, C1-12 alkyl, comprising reacting a compound of the formula ##STR51## wherein the substituents are as defined immediately above, with a compound of the formula ##STR52## wherein the substituents are as defined immediately above, at a temperature between about 22 and 80.degree. C. for a time greater than about 15 hours, wherein said reaction generates less than 5% amide and urea reaction products of the theoretical yield of products.
2 more elements
Dependencies are inferred from the claim text.