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US4158736A Expired / Lapsed US ⏱️ 0.0 years remaining

Polymers of alkyl acrylates

Assignee: Rohm and Haas Co
•
Filing: 1975-11-05
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Granted: 1979-06-19
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Expires: 1995-11-05
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Abstract

Abstract Polymers of esters of acrylic acid having an average chain length of about 6 to about 30 mers are prepared by an anionic polymerization reaction, carried out in the presence of a catalytic amount of an alkoxide anion. These polymers, their hydrolysis products, and their derivatives have a wide variety of applications, including among others use as components in films, coatings, fibers, impregnants, adhesives, and binders, and use as modifiers, plasticizers, melt flow improvers, and leveling agents.

Inventors

  • 👤 Sheldon N. Lewis
  • 👤 Richard A. Haggard

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-26 03:18
CPC Classifications
C; C08; C08G; C08G63/00; C08G63/02; C08G63/12; C08F; C08F20/00; C08F20/02; C08F20/10; C08F20/12; C08F265/00; C08F265/04; C08F265/06; C08F8/00; C08G18/00; C08G18/06; C08G18/08; C08G18/10; C08G18/28; C08G18/40; C08G18/62; C08G18/6216; C08G18/625

Claims Analysis

Total Claims: 40
Claim 1
Independent Claim 43 words
An alkoxide-polymerized addition polymer of an ester of acrylic acid, said polymer being a homopolymer or a copolymer with one or more other anionically copolymerizable ethylenically-unsaturated monomers, wherein the average chain length of the polymer, n, is about 6 to about 30 mers.
Claim 2
Dependent Claim 43 words
An alkoxide-polymerized addition polymer of an ester of acrylic acid, said polymer being a homopolymer or a copolymer with one or more other anionically copolymerizable ethylenically-unsaturated monomers, wherein the average chain length of the polymer, n, is about 6 to about 30 mers.
Claim 3
Dependent Claim 28 words
The polymer of claim 1 wherein at least about 80% by weight of the polymer consists of molecules having chain lengths of about n/3 to about 3.3n mers.
Claim 4
Dependent Claim 13 words
The polymer of claim 2 wherein n is about 6 to about 20.
Claim 5
Dependent Claim 71 words
An alkoxide-polymerized addition polymer of an ester of acrylic acid, said polymer being a homopolymer or a copolymer with one or more other anionically copolymerizable ethylenically-unsaturated monomers, said polymer having condensation-crosslinkable functionality, wherein the average chain length of the polymer is about 6 to about 30 mers and wherein at least about 80% by weight of the polymer consists of molecules having chain lengths of about n/3 to about 3.3n mers.
Claim 6
Dependent Claim 71 words
An alkoxide-polymerized addition polymer of an ester of acrylic acid, said polymer being a homopolymer or a copolymer with one or more other anionically copolymerizable ethylenically-unsaturated monomers, said polymer having condensation-crosslinkable functionality, wherein the average chain length of the polymer is about 6 to about 30 mers and wherein at least about 80% by weight of the polymer consists of molecules having chain lengths of about n/3 to about 3.3n mers.
Claim 7
Dependent Claim 34 words
The polymer of claim 4 wherein the polymer is a copolymer of at least one (C 1 -C 24 )alkyl acrylate and at least one copolymerized ethylenically-unsaturated ester of acrylic acid having condensation-crosslinkable functionality.
Claim 8
Dependent Claim 15 words
The polymer of claim 5 wherein the copolymerized ester is 2-oxazolidinylethyl acrylate or t-butylaminoethyl acrylate.
Claim 9
Dependent Claim 17 words
The polymer of claim 6 wherein the alkyl acylate is a (C 1 -C 4 )alkyl acrylate.
Claim 10
Dependent Claim 212 words
A polymer of claim 2 wherein the polymer corresponds to the formula ##STR10## wherein Y and Y' are individually halogen, amino, (C 1 -C 4 )-alkylamino, hydroxy(C 1 -C 4 )alkylamino, bis-hydroxy(C 1 -C 4 )alkylamino, (C 1 -C 4 )alkoxy(C 1 -C 4 )-alkylamino, bis(C 1 -C 4 )alkoxy(C 1 -C 4 )alkylamino, or OR; wherein R is hydrogen, (C 1 -C 8 )aminoalkyl, (C 1 -C 4 )alkylamino(C 1 -C 8 )alkyl, (C 2 -C 8 )isocyanatoalkyl, (C 2 -C 8 )hydroxyalkyl, 1,3-oxazolidin-3-yl(C 2 -C 4 )alkyl, optionally having up to two (C 1 -C 4 )alkyl substituents on the oxazolidinyl ring, (C 1 -C 8 )aldimino(C 2 -C 6 )alkyl, (C 1 -C 8 )aldimino(C 2 -C 6 )alkoxyalkyl, the aldimino structures optionally containing halogen, (C 3 -C 13 )ketimino(C 2 -C 6 )alkyl, (C 3 -C 13 )ketimino(C 2 -C 6 )alkoxyalkyl, 1,3-dioxolan-4-yl(C 2 -C 4 )alkyl, optionally having up to two (C 1 -C 8 )hydrocarbon substituents on the dioxolanyl ring, epoxy(C 2 -C 4 )alkyl di(C 1 -C 4 )alkyl ammonium(C 2 -C 8 )epoxy alkyl, 3-chloro-2-hydroxypropyldimethylammoniumethyl, 3-chloro-2-hydroxypropyl, or sodium, potassium or ammonium cation; and wherein n' and n" are integers of 0 to 89, wherein the sum of n' and n" is 2 to 89.
Claim 11
Dependent Claim 18 words
The polymer of claim 8 wherein the polymer also comprises mers of (C 1 -C 24 )alkyl acrylate.
Claim 12
Dependent Claim 13 words
The polymer of claim 9 wherein R is (C 2 -C 8 )hydroxyalkyl.
Claim 13
Dependent Claim 11 words
The polymer of claim 9 wherein R is 1,3-oxazolidinylethyl or 2-alkyl-1,3-oxazolidinylethyl.
Claim 14
Dependent Claim 9 words
The polymer of claim 9 wherein R is hydrogen.
Claim 15
Dependent Claim 19 words
The polymer of claim 12 wherein the polymer also comprises mers wherein R is (C 2 -C 8 )hydroxyalkyl.
Claim 16
Dependent Claim 121 words
An alkoxide-polymerized addition polymer of an ester of acrylic acid, said polymer being a homopolymer or a copolymer with one or more other anionically copolymerizable ethylenically-unsaturated monomers, the ester of acrylic acid being selected from the group consisting of (C 1 -C 24 )alkyl esters, di(C 1 -C 4 )alkylamino(C 2 -C 4 )alkyl esters, di(C 1 -C 8 )alkoxyalkyl esters, (C 6 -C 10 )aryloxyalkyl esters, (C 7 -C 10 )aralkoxyalkyl esters, and (C 7 --C 10 )aralkyl esters of acrylic acid, wherein n, the average chain length of the polymer, is about 6 to 30 mers, and at least about 80% by weight of the molecules of the polymer have chain lengths of about n/3 to about 3.3n mers.
Claim 17
Dependent Claim 121 words
An alkoxide-polymerized addition polymer of an ester of acrylic acid, said polymer being a homopolymer or a copolymer with one or more other anionically copolymerizable ethylenically-unsaturated monomers, the ester of acrylic acid being selected from the group consisting of (C 1 -C 24 )alkyl esters, di(C 1 -C 4 )alkylamino(C 2 -C 4 )alkyl esters, di(C 1 -C 8 )alkoxyalkyl esters, (C 6 -C 10 )aryloxyalkyl esters, (C 7 -C 10 )aralkoxyalkyl esters, and (C 7 --C 10 )aralkyl esters of acrylic acid, wherein n, the average chain length of the polymer, is about 6 to 30 mers, and at least about 80% by weight of the molecules of the polymer have chain lengths of about n/3 to about 3.3n mers.
Claim 18
Dependent Claim 17 words
The polymer of claim 14 wherein the polymer is a homopolymer of an ester of acrylic acid.
Claim 19
Dependent Claim 16 words
The polymer of claim 15 wherein the ester is a (C 1 -C 24 )alkyl acrylate.
Claim 20
Dependent Claim 16 words
The polymer of claim 16 wherein the ester is a (C 1 -C 4 )alkyl acrylate.
Claim 21
Dependent Claim 21 words
The polymer of claim 14 wherein the polymer is a copolymer of at least two (C 1 -C 24 )alkyl acrylates.
Claim 22
Dependent Claim 29 words
The polymer of claim 14 wherein the polymer is a copolymer of at least one (C 1 -C 24 )alkyl acrylate and at least one other copolymerizable ethylenically-unsaturated monomer.
Claim 23
Dependent Claim 14 words
The polymer of claim 19 wherein the copolymerizable monomer is acrylonitrile or dimethylaminoethyl acrylate.
Claim 24
Dependent Claim 17 words
The polymer of claim 20 wherein the alkyl acrylate is a (C 1 -C 4 )alkyl acrylate.
Claim 25
Dependent Claim 57 words
The polymer of claim 3 wherein the polymer consists of mers corresponding to the formula ##STR11## wherein R and R' are individually (C 1 -C 24 )alkyl, di(C 1 -C 4 )alkylamino(C 1 -C 8 )alkyl, (C 2 -C 12 )alkoxyalkyl, (C 7 -C 12 )aryloxyalkyl, (C 9 -C 14 )aralkyloxyalkyl, or (C 7 -C 10 )aralkyl.
Claim 26
Dependent Claim 91 words
An alkoxide-polymerized addition polymer of an ester of acrylic acid, said polymer being a homopolymer or a copolymer with one or more other anionically copolymerizable ethylenically-unsaturated monomers, wherein the polymer comprises mers having the formula ##STR12## wherein R is acryloyloxyalkyl or methacryloyloxyalkyl having up to 4 carbon atoms in the alkyl portion, and wherein n, the average chain length of the polymer, is about 6 to 30 mers, and at least about 80% by weight of the molecules of the polymer having chain lengths of about n/3 to about 3.3n mers.
Claim 27
Dependent Claim 91 words
An alkoxide-polymerized addition polymer of an ester of acrylic acid, said polymer being a homopolymer or a copolymer with one or more other anionically copolymerizable ethylenically-unsaturated monomers, wherein the polymer comprises mers having the formula ##STR12## wherein R is acryloyloxyalkyl or methacryloyloxyalkyl having up to 4 carbon atoms in the alkyl portion, and wherein n, the average chain length of the polymer, is about 6 to 30 mers, and at least about 80% by weight of the molecules of the polymer having chain lengths of about n/3 to about 3.3n mers.
Claim 28
Dependent Claim 24 words
The polymer of claim 23 wherein the polymer also comprises mers having the formula ##STR13## wherein R 1 is (C 1 -C 24 )alkyl.
Claim 29
Dependent Claim 14 words
The polymer of claim 24 wherein R 1 is (C 1 -C 4 )alkyl.
Claim 30
Dependent Claim 98 words
An alkoxide-polymerized addition polymer of an ester of acrylic acid, said polymer being a homopolymer or a copolymer with one or more other anionically copolymerizable ethylenically-unsaturated monomers, wherein the polymer comprises mers having the formula ##STR14## wherein R is (C 2 -C 4 )alkenyl, allyloxyalkyl having up to 12 carbon atoms, or allyloxyalkoxyalkyl having up to 15 carbon atoms, and wherein n, the average chain length of the polymer, is about 6 to 30 mers, and at least about 80% by weight of the molecules of the polymer have chain lengths of about n/3 to about 3.3n mers.
Claim 31
Dependent Claim 98 words
An alkoxide-polymerized addition polymer of an ester of acrylic acid, said polymer being a homopolymer or a copolymer with one or more other anionically copolymerizable ethylenically-unsaturated monomers, wherein the polymer comprises mers having the formula ##STR14## wherein R is (C 2 -C 4 )alkenyl, allyloxyalkyl having up to 12 carbon atoms, or allyloxyalkoxyalkyl having up to 15 carbon atoms, and wherein n, the average chain length of the polymer, is about 6 to 30 mers, and at least about 80% by weight of the molecules of the polymer have chain lengths of about n/3 to about 3.3n mers.
Claim 32
Dependent Claim 9 words
The polymer of claim 26 wherein R is allyl.
Claim 33
Dependent Claim 9 words
The polymer of claim 26 wherein R is allyloxyethyl.
Claim 34
Dependent Claim 24 words
The polymer of claim 26 wherein the polymer also comprises mers having the formula ##STR15## wherein R 1 is (C 1 -C 24 )alkyl.
Claim 35
Dependent Claim 14 words
The polymer of claim 29 wherein R 1 is (C 1 -C 4 )alkyl.
Claim 36
Dependent Claim 20 words
A polymer which is the product of the free-radical polymerization of the polymer of claim 1 with an ethylenically-unsaturated monomer.
Claim 37
Dependent Claim 61 words
A process for preparing a polymer of an ester of acrylic acid which comprises the gradual addition of the ester and, optionally, one or more other anionically copolymerizable ethylenically-unsaturated monomers to an alkoxide catalyst system at a temperature of about 20° to 125° C., the amount of catalyst being about 0.5 to about 5 mole percent based on the ester charge.
Claim 38
Dependent Claim 61 words
A process for preparing a polymer of an ester of acrylic acid which comprises the gradual addition of the ester and, optionally, one or more other anionically copolymerizable ethylenically-unsaturated monomers to an alkoxide catalyst system at a temperature of about 20° to 125° C., the amount of catalyst being about 0.5 to about 5 mole percent based on the ester charge.
Claim 39
Dependent Claim 34 words
The process of claim 32 in which the catalyst is in a solvent system consisting of an inert solvent and up to about 20 mole percent, based on the ester charge, of an alcohol.
Claim 40
Dependent Claim 24 words
The process of claim 3 in which the temperature is 40° to 100° C. and the amount of catalyst being 1 to 4 percent.

References Cited (Backward Citations)

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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1982-06-18 1982-12-18 1983-06-19 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1986-06-18 1986-12-18 1987-06-19 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1990-06-18 1990-12-18 1991-06-19 $7700.00 Window Closed / Lapsed

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