US4590255A
Expired / Lapsed
US
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Preparation of ionomers and polyurethane elastomers from carboxylic acid-containing monoether and polyether polyol addition products
Assignee: Olin Corp
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Filing: 1984-01-30
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Granted: 1986-05-20
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Expires: 2004-01-30
Abstract
Abstract A process for making metal salt (ionomers) of carboxylic acid-containing mono- and polyether polyol addition products by (1) reacting maleic acid, fumaric acid, itaconic acid, or mixtures thereof with at least one polyhydroxy-containing mono- or polyether compound (e.g. a polyether diol or triol) in the presence of a peroxy-type free radical initiator to form a carboxylic acid group-containing addition product and (2) neutralizing said addition product with a sufficient amount of metal ions selected from the group consisting of metals from Groups 1a, 2a, 8, 1b and 2b of the Periodic Table to convert at least about 10% of the carboxylic acid groups to ionomeric salt groups. These ionomers may be then changed into useful polyurethane elastomers by reaction with organic polyisocyanates.
Inventors
- 👤 James M. O'Connor
- 👤 Richard L. Frentzel
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 14:57
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/40; C08G18/63; C08G18/638; C08F; C08F283/00; C08F283/06; C08G18/08; C08G18/0804; C08G18/0819; C08G18/0823; C08G18/30; C08G18/34; C08G18/348; C08G18/48; C08G18/632; C08G2170/00; C08G2170/80
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
135 words
A process for making a metal salt of carboxylic acid-containing monoether and polyether polyol addition products comprising the step of: (a) reacting at least one polyhydroxy-containing monoether or polyether compound with an ethylenically unsaturated dicarboxylic acid selected from the group consisting of maleic acid and fumaric acid, and mixtures thereof in the presence of a peroxy-type free-radical initiator, said weight ratio of said polyhydroxy containing monoether or polyether compound to said acid to being from about 99:1 to about 70:30; and (b) neutralizing the formed addition product with a sufficient amount of metal ions selected from the group of mono-, di- or trivalent metal ions of Groups 1a, 2a, 8, 1b and 2b of the Periodic Table to convert at least about 10% of the carboxylic acid groups in said addition product to salt groups.
Claim 2
Dependent Claim
135 words
A process for making a metal salt of carboxylic acid-containing monoether and polyether polyol addition products comprising the step of: (a) reacting at least one polyhydroxy-containing monoether or polyether compound with an ethylenically unsaturated dicarboxylic acid selected from the group consisting of maleic acid and fumaric acid, and mixtures thereof in the presence of a peroxy-type free-radical initiator, said weight ratio of said polyhydroxy containing monoether or polyether compound to said acid to being from about 99:1 to about 70:30; and (b) neutralizing the formed addition product with a sufficient amount of metal ions selected from the group of mono-, di- or trivalent metal ions of Groups 1a, 2a, 8, 1b and 2b of the Periodic Table to convert at least about 10% of the carboxylic acid groups in said addition product to salt groups.
Claim 3
Dependent Claim
76 words
The process of claim 1 wherein said polyhydroxy-containing monoether or polyether compound is selected from the group consisting of polyoxyethylene diols, polyoxyethylene triols, polyoxypropylene diols, polyoxypropylene triols, block and random polyoxyethylene-polyoxypropylene diols and triols, and mixtures thereof, and having average molecular weight from about 300 to about 6500 and is reacted with an acid selected from the group consisting of maleic acid and fumaric acid at a temperature from about 80° C. to about 130° C.
Claim 4
Dependent Claim
73 words
The process of claim 1 wherein the metal ions are selected from the group consisting of Na + , K + , Li + , Ag + , Hg + , Cu + , Mg +2 , Ca +2 , Ba +2 , Cu +2 , Cd +2 , Hg +2 , Fe +2 , Co +2 , Ni +2 , Zn +2 , Pd +2 , Pt +2 and Fe +3 .
Claim 5
Dependent Claim
31 words
The process of claim 3 wherein said addition product is neutralized with a sufficient amount of a neutralization agent to convert substantially all of said carboxylic acid groups to salt groups.
Claim 6
Dependent Claim
21 words
A metal salt of a carboxylic acid-containing monoether or polyether polyol addition product made according to the process of claim 1.
Claim 7
Dependent Claim
21 words
A metal salt of a carboxylic acid-containing monoether or polyether polyol addition product made according to the process of claim 4.
Claim 8
Dependent Claim
159 words
A process for making a carboxylic acid salt-containing polyurethane elastomer comprising the steps of: (a) reacting at least one polyhydroxy-containing monoether or polyether compound with an ethylenically unsaturated dicarboxylic acid selected from the group consisting of maleic acid and fumaric acid and mixtures thereof, in the presence of a peroxy-type free-radical initiator to form a carboxylic acid-containing monoether or polyether polyol addition product; said weight ratio of said monoether or polyether compound to said acid being from about 99:1 to about 70:30; (b) neutralizing the formed addition product with a sufficient amount of metal ions selected from the group of mono-, di- or trivalent metal ions of Groups 1a, 2a, 8, 1b and 2b of the Periodic Table to convert at least about 10% of the carboxylic acid groups in said addition product to salt groups; and (c) reacting said neutralized carboxylic acid-containing monether or polyether polyol with an organic polyisocyanate to form said carboxylic acid salt-containing polyurethane elastomer.
Claim 9
Dependent Claim
159 words
A process for making a carboxylic acid salt-containing polyurethane elastomer comprising the steps of: (a) reacting at least one polyhydroxy-containing monoether or polyether compound with an ethylenically unsaturated dicarboxylic acid selected from the group consisting of maleic acid and fumaric acid and mixtures thereof, in the presence of a peroxy-type free-radical initiator to form a carboxylic acid-containing monoether or polyether polyol addition product; said weight ratio of said monoether or polyether compound to said acid being from about 99:1 to about 70:30; (b) neutralizing the formed addition product with a sufficient amount of metal ions selected from the group of mono-, di- or trivalent metal ions of Groups 1a, 2a, 8, 1b and 2b of the Periodic Table to convert at least about 10% of the carboxylic acid groups in said addition product to salt groups; and (c) reacting said neutralized carboxylic acid-containing monether or polyether polyol with an organic polyisocyanate to form said carboxylic acid salt-containing polyurethane elastomer.
Claim 10
Dependent Claim
18 words
The process of claim 7 wherein said organic polyisocyanate is at least one aromatic, cycloaliphatic and aliphatic diisocyanate.
Claim 11
Dependent Claim
21 words
The process of claim 7 wherein the molar ratio of NCO to OH groups is from about 0.9:1 to about 1.2:1.
Claim 12
Dependent Claim
14 words
A carboxylic acid salt-containing polyurethane elastomer made according to the process of claim 7.
Claim 13
Dependent Claim
30 words
The process of claim 1 wherein said polyhydroxy-containing monether or polyether compound is reacted to said ethylenically unsaturated dicarboxylic acid at a temperature from about 25° to about 150° C.
Claim 14
Dependent Claim
47 words
The process of claim 1 wherein said polyhydroxy-containing monether or polyether compound is selected from the group consisting of polyoxyethylene diols and triols, polyoxypropylene diols and triols, block and random polyoxyethyene-polyoxypropylene diols and triols and mixtures thereof, having a molecular weight from about 300 to about 6500.
Claim 15
Dependent Claim
31 words
The process of claim 7 wherein said polyhydroxy-containing monoether or polyether compound is reacted to said ethylenically unsaturated dicarboxylic acid at a temperature from about 25° C. to about 150° C.
Claim 16
Dependent Claim
47 words
The process of claim 7 wherein said polyhydroxy-containing monoether or polyether compound is selected from the group consisting of polyoxyethylene diols and triols, polyoxypropylene diols and triols, block and random polyoxyethylene-polyoxypropylene diols and triols and mixtures thereof, having a molecular weight from about 300 to about 6500.
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| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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