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US4501868A Expired / Lapsed US ⏱️ 0.0 years remaining

Superior solvent blends for synthesis of acrylic resins for high solids coatings

Assignee: ExxonMobil Technology and Engineering Co
•
Filing: 1982-06-28
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Granted: 1985-02-26
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Expires: 2002-06-28
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Abstract

Abstract According to the present invention, an improved method for providing acrylic copolymer resins is provided in which the polymerization solvent comprises a blend of methyl isobutyl ketone and certain alkyl-substituted benzene solvents. The monomers comprise hydroxy-substituted alkyl (meth)acrylate monomers and non-hydroxy substituted alkyl (meth)acrylate monomers, and the process provides an improved method for forming low molecular weight acrylic resins useful as components in acrylic coatings. The polymerization solvent can remain in the resin to become a solvent employed in the higher solids coating containing the thus-formed acrylic resins and provides improved electrical resistivity, improved solvency and decreased surface tensions over prior art polymerization solvents.

Inventors

  • 👤 Constantine J. Bouboulis
  • 👤 Irving Kuntz

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-30 15:50
CPC Classifications
C; C08; C08F; C08F220/00; C08F220/02; C08F220/10; C08F220/12; C08F212/00; C08F212/02; C08F212/04; C08F212/06; C08F212/08; C08F220/14; C08F220/16; C08F220/18; C08F220/1804; C08F220/20

Claims Analysis

Total Claims: 14
Claim 1
Independent Claim 221 words
An improved process for forming acrylic copolymer resins which comprises effecting a polymerization reaction by contacting under polymerization conditions, a monomer mixture comprising from about 5 to 30 wt.%, based on said monomer mixture, of at least one hydroxy-substituted alkyl(meth)acrylate monomer and from about 5 to 95 wt.%, based on said monomer mixture, of at least one non-hydroxy substituted alkyl(meth)acrylate monomer, in the presence of a free radical initiator and a solvent therefor, said solvent comprising a blend of from about 35 to 80 wt.%, methyl isobutyl ketone and, as the balance thereof, at least one alkyl-substituted benzene solvent comprising at least one aromatic compound of the formula: ##STR4## wherein n is an integer of from 1 to 4, and X is in each instance in which it appears independently selected from the group consisting of straight and branched-chain alkyl of from 1 to 4 carbon atoms, with the proviso that when n is 1, the X groups must contain a total of at least 2 carbon atoms and with the further proviso that when n is 2 or higher, the X groups must contain a total of at least 3 carbon atoms, and mixtures of the foregoing aromatic compounds, said hydroxy substituted alkyl(meth)acrylate monomer and said non-hydroxy substituted alkyl(meth)acrylate monomer comprising at least about 60 wt.% of said monomer mixture.
Claim 2
Dependent Claim 221 words
An improved process for forming acrylic copolymer resins which comprises effecting a polymerization reaction by contacting under polymerization conditions, a monomer mixture comprising from about 5 to 30 wt.%, based on said monomer mixture, of at least one hydroxy-substituted alkyl(meth)acrylate monomer and from about 5 to 95 wt.%, based on said monomer mixture, of at least one non-hydroxy substituted alkyl(meth)acrylate monomer, in the presence of a free radical initiator and a solvent therefor, said solvent comprising a blend of from about 35 to 80 wt.%, methyl isobutyl ketone and, as the balance thereof, at least one alkyl-substituted benzene solvent comprising at least one aromatic compound of the formula: ##STR4## wherein n is an integer of from 1 to 4, and X is in each instance in which it appears independently selected from the group consisting of straight and branched-chain alkyl of from 1 to 4 carbon atoms, with the proviso that when n is 1, the X groups must contain a total of at least 2 carbon atoms and with the further proviso that when n is 2 or higher, the X groups must contain a total of at least 3 carbon atoms, and mixtures of the foregoing aromatic compounds, said hydroxy substituted alkyl(meth)acrylate monomer and said non-hydroxy substituted alkyl(meth)acrylate monomer comprising at least about 60 wt.% of said monomer mixture.
Claim 3
Dependent Claim 51 words
The process according to claim 1 wherein said hydroxy-substituted alkyl(meth)acrylate monomer comprises at least one monomer of the formula: ##STR5## wherein R 1 is hydrogen or methyl and R 2 and R 3 are independently selected from the group consisting of hydrogen and alkyl of from 1 to 6 carbon atoms.
Claim 4
Dependent Claim 40 words
The process according to claim 1 wherein said non-hydroxy substituted alkyl(meth)acrylate monomer comprises at least one monomer of the formula: ##STR6## wherein R 4 is alkyl of from 1 to 6 carbon atoms and R 5 is hydrogen or methyl.
Claim 5
Dependent Claim 34 words
The process according to claim 1 wherein said methyl isobutyl ketone/alkyl-substituted benzene solvent blend is employed in an amount from about 20 to 60 by weight of the reaction mass in said polymerization reaction.
Claim 6
Dependent Claim 25 words
The process according to claim 1 wherein said polymerization reaction is effected under refluxing conditions for a time of from about 0.5 to 10 hours.
Claim 7
Dependent Claim 26 words
The process according to claim 1 wherein said acrylic co-polymer resins are characterized by a number average molecular weight of from about 1,000 to about 6,000.
Claim 8
Dependent Claim 39 words
The process according to claim 1 wherein said monomer mixture additionally comprises from about 5 to 30 wt.%, based on said monomer mixture, of at least one monovinyl aromatic hydrocarbon containing from 8 to 12 carbon atoms per molecule.
Claim 9
Dependent Claim 29 words
The process according to claim 7 wherein said monovinyl aromatic hydrocarbon comprises a member selected from the group consisting of styrene, alpha-methyl styrene, vinyl toluene, t-butyl styrene and chlorostyrene.
Claim 10
Dependent Claim 253 words
An improved process for forming acrylic copolymer resins which comprises effecting a polymerization reaction by contacting, under polymerizing conditions: (1) a monomer mixture comprising: (a) from 10 to 20 wt.%, based on said monomer mixture, of at least one hydroxy-substituted alkyl(meth)acrylate monomer of the formula: ##STR7## wherein R 1 is hydrogen or methyl and R 2 and R 3 are independently selected from the group consisting of hydrogen and alkyl of from 1 to 6 carbon atoms, and (b) from about 70 to 90 wt.%, based on said monomer mixture, of at least one non-hydroxy substituted alkyl(meth)acrylate monomer of the formula: ##STR8## wherein R 4 is alkyl of from 1 to 6 carbon atoms and R 5 is hydrogen or methyl; (2) a free radical polymerization initiator; and (3) a solvent therefor, said solvent comprising a blend of from about 35 to 80 wt.% of methyl isobutyl ketone and, as the balance thereof, at least one alkyl-substituted benzene solvent of the formula: ##STR9## wherein n is an integer from 1 to 4, and X is in each instance in which it appears independently selected from the group consisting of straight and branched-chain alkyl of from 1 to 4 carbon atoms, with the proviso that when n is 1, the X groups must contain a total of at least 2 carbon atoms and with the further proviso that when n is 2 or higher, the X groups must contain a total of at least 3 carbon atoms, and mixtures of the foregoing aromatic compounds.
Claim 11
Dependent Claim 253 words
An improved process for forming acrylic copolymer resins which comprises effecting a polymerization reaction by contacting, under polymerizing conditions: (1) a monomer mixture comprising: (a) from 10 to 20 wt.%, based on said monomer mixture, of at least one hydroxy-substituted alkyl(meth)acrylate monomer of the formula: ##STR7## wherein R 1 is hydrogen or methyl and R 2 and R 3 are independently selected from the group consisting of hydrogen and alkyl of from 1 to 6 carbon atoms, and (b) from about 70 to 90 wt.%, based on said monomer mixture, of at least one non-hydroxy substituted alkyl(meth)acrylate monomer of the formula: ##STR8## wherein R 4 is alkyl of from 1 to 6 carbon atoms and R 5 is hydrogen or methyl; (2) a free radical polymerization initiator; and (3) a solvent therefor, said solvent comprising a blend of from about 35 to 80 wt.% of methyl isobutyl ketone and, as the balance thereof, at least one alkyl-substituted benzene solvent of the formula: ##STR9## wherein n is an integer from 1 to 4, and X is in each instance in which it appears independently selected from the group consisting of straight and branched-chain alkyl of from 1 to 4 carbon atoms, with the proviso that when n is 1, the X groups must contain a total of at least 2 carbon atoms and with the further proviso that when n is 2 or higher, the X groups must contain a total of at least 3 carbon atoms, and mixtures of the foregoing aromatic compounds.
Claim 12
Dependent Claim 40 words
The process according to claim 9 wherein said methyl isobutyl ketone/alkyl-substituted benzene solvent blend is employed in an amount of from about 20 to 60 by weight of the total mass of monomers and solvent charged to said polymerization reaction.
Claim 13
Dependent Claim 39 words
The process according to claim 9 wherein said monomer mixture additionally comprises from about 10 to 20 wt.%, based on said monomer mixture, of at least one monovinyl aromatic hydrocarbon containing from 8 to 12 carbon atoms per molecule.
Claim 14
Dependent Claim 29 words
The process according to claim 11 wherein said monovinyl aromatic hydrocarbon comprises a member selected from the group consisting of styrene, alpha-methyl styrene, vinyl toluene, t-butyl styrene and chlorostyrene.

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) 1988-02-26 1988-08-27 1989-02-26 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1992-02-26 1992-08-27 1993-02-26 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1996-02-26 1996-08-27 1997-02-26 $7700.00 Window Closed / Lapsed

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