US3897513A
Expired / Lapsed
US
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Pivalolactone random graft copolymers
Assignee: EIDP Inc
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Filing: 1972-06-30
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Granted: 1975-07-29
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Expires: 1992-06-30
Abstract
Abstract Disclosed herein are random graft copolymer compositions comprising base polymers that are amorphous to x-rays at a temperature of 130*C. or below, to which base polymer is randomly grafted, on the average, at least one sidechain of crystallizable homopolymers, of Alpha -substituted- Beta -propiolactones and/or copolymers thereof; a process for making said random graft compositions; and use thereof, inter alia, as molded or extruded articles.
Inventors
- 👤 Sherman A Sundet
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 20:50
CPC Classifications
C; C08; C08G; C08G63/00; C08G63/02; C08G63/06; C08G63/08; C08F; C08F8/00; C08F8/42
Claims Analysis
Total Claims: 43
Claim 1
Independent Claim
135 words
A THERMOPLASTIC RANDOM ORGANIC GRAFT COPOLYMER FORMED BY CONTACTING AN AMORPHOUS BASE POLYMER HAVING THEREON AT LEAST ONE RANDOM CARBOXYLIC GROUP ANIONIC SITE SELECTED FROM THE GROUP CONSISTING OF FREE CARBOXYLIC SITES AND DEVELOPABLE CARBOXYLIC SITES WITH UP TO 150% BY WEIGHT OF THEPOLYMER, OF AT LEAST ONE A-SUBSTITUTED-B-PROPIOLACTONE IN AN AMOUNT SUCH THAT THE RATIO OF THE MOLES OF B-LACTONE TO THE MOLES OF ANIONIC SITES ON THE BASE POLYMER VARIES BETWEEN 3 TO 1000, AND POLYMERIZING SAID B-LACTONE TO FORM CRYSTALLIZABLE POYLER SIDECHAINS, SAID SIDECHAINS HAVING A LENGTH OF BETWEEN 3 TO 1000 MONOMER UNITS AND A WEIGHT OF UP TO 60 PERCENT OF THE GRAFT COMPOSITION, SAID BASE POLYMER CHARACTERIZED IN THAT IT IS AMORPHOUS TO X-RAYS AT A TEMPERATURE OF 130*C OR BELOW, AND HAS A MOLECULAR WEIGHT OF ABOUT 2,000.
Claim 2
Dependent Claim
135 words
A THERMOPLASTIC RANDOM ORGANIC GRAFT COPOLYMER FORMED BY CONTACTING AN AMORPHOUS BASE POLYMER HAVING THEREON AT LEAST ONE RANDOM CARBOXYLIC GROUP ANIONIC SITE SELECTED FROM THE GROUP CONSISTING OF FREE CARBOXYLIC SITES AND DEVELOPABLE CARBOXYLIC SITES WITH UP TO 150% BY WEIGHT OF THEPOLYMER, OF AT LEAST ONE A-SUBSTITUTED-B-PROPIOLACTONE IN AN AMOUNT SUCH THAT THE RATIO OF THE MOLES OF B-LACTONE TO THE MOLES OF ANIONIC SITES ON THE BASE POLYMER VARIES BETWEEN 3 TO 1000, AND POLYMERIZING SAID B-LACTONE TO FORM CRYSTALLIZABLE POYLER SIDECHAINS, SAID SIDECHAINS HAVING A LENGTH OF BETWEEN 3 TO 1000 MONOMER UNITS AND A WEIGHT OF UP TO 60 PERCENT OF THE GRAFT COMPOSITION, SAID BASE POLYMER CHARACTERIZED IN THAT IT IS AMORPHOUS TO X-RAYS AT A TEMPERATURE OF 130*C OR BELOW, AND HAS A MOLECULAR WEIGHT OF ABOUT 2,000.
Claim 3
Dependent Claim
27 words
A graft copolymer according to claim 1 wherein the sidechains consist essentially of pivalolactone homopolymer and have a length of between about 5 to 75 monomer units.
Claim 4
Dependent Claim
14 words
A graft copolymer according to claim 1 wherein the sidechains consist essentially of polypivalolactone.
Claim 5
Dependent Claim
15 words
A graft copolymer according to claim 3 wherein the base polymer has free carboxylic sites.
Claim 6
Dependent Claim
15 words
A graft copolymer according to claim 4 wherein the base polymer is carboxylated ethylene/propylene/1,4-hexadiene terpolymer.
Claim 7
Dependent Claim
18 words
A graft copolymer according to claim 4 wherein the base polymer is polydimethylsiloxane bearing carboxyl groups pendant therefrom.
Claim 8
Dependent Claim
15 words
A graft copolymer according to claim 4 wherein the base polymer is methyl methacrylate/methacrylic acid.
Claim 9
Dependent Claim
99 words
A graft copolymer according to claim 4 wherein the base polymer is an acrylic interpolymer consisting essentially of 50 to 99.95 percent by weight of acrylic ester selected from the group consisting of aliphatic and alicyclic acrylates having from 4 to 16 carbon atoms and aliphatic and alicylic methacrylates having from 5 to 16 carbon atoms, 0 to 40 percent by weight of an ethylenically unsaturated copolymerizable monomer selected from the group consisting of styrene, vinyl acetate, vinyl fluoride, vinyl chloride, vinylidene fluoride and vinylidene chloride, and 0.05 to 10 percent by weight of an ethylenically unsaturated organic acid.
Claim 10
Dependent Claim
74 words
A graft copolymer according to claim 8 wherein the acrylic interpolymer consists essentially of 95 to 99.9 percent by weight of acrylic ester selected from the group consisting of aliphatic and alicyclic acrylate esters having from 4 to 11 carbon atoms and aliphatic and alicyclic methacrylate esters having from 5 to 12 carbon atoms, and 0.1 to 5 percent by weight of acid selected from the group consisting of acrylic acid and methacrylic acid.
Claim 11
Dependent Claim
80 words
A graft copolymer according to claim 4 wherein the base polymer is an ethylene/acrylic ester/acid terpolymer consisting essentially of 1 to 98.95 percent by weight of ethylene, 1 to 98.95 percent by weight of acrylic ester selected from the group consisting of aliphatic and alicyclic acrylate esters having from 4 to 16 carbon atoms and aliphatic and alicyclic methacrylate esters having from 5 to 16 carbon atoms, and 0.05 to 10 percent by weight of an ethylenically unsaturated organic acid.
Claim 12
Dependent Claim
84 words
A graft copolymer according to claim 10 wherein the terpolymer consists essentially of 50 to 90 percent by weight of ethylene, 10 to 49.9 percent by weight of acrylic ester selected from the group consisting of aliphatic and alicyclic acrylate esters having from 4 to 11 carbon atoms and aliphatic and alicyclic methacrylate esters having from 5 to 12 carbon atoms, and 0.1 to 5 percent by weight of acid selected from the group consisting of acrylic acid, methacrylic acid and ethyl hydrogen maleaTe.
Claim 13
Dependent Claim
16 words
A graft copolymer according to claim 11, wherein the base polymer is ethylene/ethyl acrylate/methacrylic acid terpolymer.
Claim 14
Dependent Claim
17 words
A graft copolymer according to claim 11, wherein the base polymer is ethylene/ethyl acrylate/ethyl hydrogen maleate terpolymer.
Claim 15
Dependent Claim
58 words
A graft copolymer according to claim 4 wherein the base polymer is an interpolymer consisting essentially of 0 to 99.95 percent by weight of ethylene, 0 to 99.95 percent by weight of vinyl ester of saturated aliphatic carboxylic acid of 1 to 6 carbon atoms, and 0.05 to 10 percent by weight of an ethylenically unsaturated organic acid.
Claim 16
Dependent Claim
50 words
A graft copolymer according to claim 14 wherein the interpolymer consists essentially of 50 to 90 percent by weight of ethylene, 10 to 50 percent by weight of vinyl acetate, and 0.1 to 5 percent by weight of acid selected from the group consisting of acrylic acid and methacrylic acid.
Claim 17
Dependent Claim
20 words
A graft copolymer according to claim 15 wherein the base polymer contains 0.5 to 1.5 percent by weight of acid.
Claim 18
Dependent Claim
15 words
A graft copolymer according to claim 3 wherein the base polymer has developable carboxylic sites.
Claim 19
Dependent Claim
15 words
A graft copolymer according to claim 17 wherein the base polymer is ethylene/dimethylaminoethyl methacrylate copolymer.
Claim 20
Dependent Claim
15 words
A graft copolymer according to claim 17 wherein the base polymer is methyl methacrylate/dimethylaminoethyl methacrylate.
Claim 21
Dependent Claim
89 words
A thermoplastic random graft copolymer formed by reacting a base polymer with up to 150% by weight of at least one Alpha -substituted Beta -propiolactone to form crystallizable polymer side chains, said base polymer containing at least about 0.02-1 mole of carboxylic anionic oxy-groups per kilogram, being amorphous to x-rays at 130*C., or below and having a Tg below 130*C., and having a number average molecular weight of at least about 2,000 measured by vapor phase osmometry, the ratio of moles of the lactone to anionic oxy-groups being 3,-1000.
Claim 22
Dependent Claim
89 words
A thermoplastic random graft copolymer formed by reacting a base polymer with up to 150% by weight of at least one Alpha -substituted Beta -propiolactone to form crystallizable polymer side chains, said base polymer containing at least about 0.02-1 mole of carboxylic anionic oxy-groups per kilogram, being amorphous to x-rays at 130*C., or below and having a Tg below 130*C., and having a number average molecular weight of at least about 2,000 measured by vapor phase osmometry, the ratio of moles of the lactone to anionic oxy-groups being 3,-1000.
Claim 23
Dependent Claim
42 words
A random graft copolymer of claim 20 wherein 5-70% by weight of Alpha -substituted Beta -propiolactone is reacted with base copolymer containing 0.04-0.5 moles of anionic oxy-groups per kilogram, and the ratio of moles of the lactone to anionic oxy-groups is 5-75.
Claim 24
Dependent Claim
13 words
A copolymer of claim 21 wherein the anionic oxy-groups are anionic carboxylate groups.
Claim 25
Dependent Claim
41 words
A copolymer of claim 21 wherein the base polymer contains at least one polymer of acrylic acid, methacrylic acid, a C4-C15 acrylate ester, or a C4-C10 cyclic unsaturated anhydride, which base polymer has reacted with a base to form anionic oxy-groups.
Claim 26
Dependent Claim
28 words
A copolymer of claim 21 in which the base polymer is a carboxy-containing Alpha -olefin/nonconjugated diene polymer which has been reacted with a base to form anionic oxy-groups.
Claim 27
Dependent Claim
26 words
A copolymer of claim 21 in which the base polymer is a carboxylated ethylene/propylene/nonconjugated diene polymer which has been reacted with base to form carbonyloxy groups.
Claim 28
Dependent Claim
12 words
The copolymer of claim 25 in which the nonconjugated diene is 1,4-hexadiene.
Claim 29
Dependent Claim
35 words
A copolymer of claim 21 wherein the base polymer is an ethylene/propylene/nonconjugated diene polymer which has been reacted with maleic anhydride, ethyl mercaptoacetate or mercaptoacetic acid and then with a base to form anionic oxy-groups.
Claim 30
Dependent Claim
21 words
A copolymer of claim 21 wherein the lactone is an Alpha , Alpha -disubstituted- Beta -propiolactone and the substituents are identical.
Claim 31
Dependent Claim
28 words
A copolymer of claim 21 wherein the base polymer is ethylene/ethyl acrylate copolymer which has been reacted with base to form anionic oxy-groups and the lactone is pivalolactone.
Claim 32
Dependent Claim
28 words
A copolymer of claim 21 wherein the base polymer is chloroprene/methacrylic acid copolymer which has been reacted with base to form anionic oxy-groups and the lactone is pivalolactone.
Claim 33
Dependent Claim
27 words
A copoLymer of claim 21 wherein the base polymer is poly(ethyl acrylate) which has been reacted with base to form anionic oxy-groups and the lactone is pivalolactone.
Claim 34
Dependent Claim
27 words
A copolymer of claim 21 wherein the base polymer is poly(butyl acrylate) which has been reacted with base to form anionic oxy-groups and the lactone is pivalolactone.
Claim 35
Dependent Claim
39 words
A copolymer of claim 21 wherein the base polymer is a chlorinated copolymer of ethylene and methacrylic acid containing 10-50% by weight of chlorine which has been reacted with base to form anionic oxy-groups and the lactone is pivalolactone.
Claim 36
Dependent Claim
138 words
A process comprising contacting an amorphous base polymer having thereon at least one random carboxylic group anionic site selected from the group consisting of free carboxylic sites and developable carboxylic sites with up to 150% by weight of the base polymer, of at least one Alpha -substituted Beta -propiolactone in an amount such that the ratio of the moles of Beta -lactone to the moles of anionic sites on the base polymer varies between 3 to 1000 and polymerizing said Beta -lactone to form crystallizable polymer sidechains, said sidechains having a length of between 3 to 1000 monomer units and a weight of up to about 60 percent of the graft composition, said base polymer characterized in that it is amorphous to x-rays at a temperature of 130*C or below and has a molecular weight of above 2000.
Claim 37
Dependent Claim
138 words
A process comprising contacting an amorphous base polymer having thereon at least one random carboxylic group anionic site selected from the group consisting of free carboxylic sites and developable carboxylic sites with up to 150% by weight of the base polymer, of at least one Alpha -substituted Beta -propiolactone in an amount such that the ratio of the moles of Beta -lactone to the moles of anionic sites on the base polymer varies between 3 to 1000 and polymerizing said Beta -lactone to form crystallizable polymer sidechains, said sidechains having a length of between 3 to 1000 monomer units and a weight of up to about 60 percent of the graft composition, said base polymer characterized in that it is amorphous to x-rays at a temperature of 130*C or below and has a molecular weight of above 2000.
Claim 38
Dependent Claim
17 words
A process according to claim 34 comprising contacting base polymer and the Beta -lactone in the melt.
Claim 39
Dependent Claim
9 words
A process according to claim 35 carried out neat.
Claim 40
Dependent Claim
8 words
A film of the copolymer of claim 1.
Claim 41
Dependent Claim
8 words
A fiber of the copolymer of claim 1.
Claim 42
Dependent Claim
9 words
A molded article of the copolymer of claim 1.
Claim 43
Dependent Claim
9 words
An extruded article of the copolymer of claim 1.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1978-07-28 | 1979-01-27 | 1979-07-29 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-07-28 | 1983-01-27 | 1983-07-29 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-07-28 | 1987-01-27 | 1987-07-29 | $7700.00 | Window Closed / Lapsed |