GB1107249A - Alkali-soluble resins and method of preparing the same - Google Patents

Alkali-soluble resins and method of preparing the same

Info

Publication number
GB1107249A
GB1107249A GB3365665A GB3365665A GB1107249A GB 1107249 A GB1107249 A GB 1107249A GB 3365665 A GB3365665 A GB 3365665A GB 3365665 A GB3365665 A GB 3365665A GB 1107249 A GB1107249 A GB 1107249A
Authority
GB
United Kingdom
Prior art keywords
resin
units
acid
styrene
solvent
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB3365665A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
SC Johnson and Son Inc
Original Assignee
SC Johnson and Son Inc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by SC Johnson and Son Inc filed Critical SC Johnson and Son Inc
Publication of GB1107249A publication Critical patent/GB1107249A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/04—Acids; Metal salts or ammonium salts thereof
    • C08F220/06—Acrylic acid; Methacrylic acid; Metal salts or ammonium salts thereof
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F212/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
    • C08F212/02—Monomers containing only one unsaturated aliphatic radical
    • C08F212/04—Monomers containing only one unsaturated aliphatic radical containing one ring
    • C08F212/06—Hydrocarbons

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Abstract

Alkali-soluble resins having an acid number of 140-300 and a number average molecular weight of 700-5000 comprise units of at least one monomer of the formula Ar-CH=CH2 where Ar is an aryl or alkaryl group, and units of acrylic and/or methacrylic acid, the mole ratio of the former units to the latter being from 3:1 to 1:1, the resin being substantially free from any solvent used in its preparation. The aromatic monomer is preferably styrene and/or vinyl toluene. The resin may also contain units of other monomers, e.g. N-vinyl pyrrolidone, 2 - methyl - 5 - vinyl pyridine, acrylonitrile, diethyl aminoethyl methacrylate, alkyl acrylates and methacrylates, and dimethyl or diethyl esters of fumaric or itaconic acid. The resins are obtained by solution polymerization of the corresponding monomers in a solvent having chain-transfer properties, preferably with controlled incremental addition of the various components. Suitable solvents include methyl isobutyl ketone, toluene, ethylbenzene, xylene/p - cymene mixtures, 3 - heptanone, isoamyl acetate, methyl isobutyl carbinol, ethylene glycol monobutyl ether, cyclohexanone, carbon tetrachloride and mixtures thereof. An additional chain transfer agent, e.g. lauryl mercaptan, may also be included in the polymerization. Catalysts such as benzoyl peroxide and azobisisobutyronitrile can be used to initiate the reaction. Alkaline aqueous solutions (resin cuts) are formed by treating the solvent-free resin products with aqueous bases, e.g. ammonium hydroxide, sodium or potassium hydroxide, borax and amines. Examples 22 and 23 illustrate the use of such ammoniacal styreneacrylic acid resin cuts as emulsifying agent in the emulsion polymerization of methyl methacrylate or styrene using ammonium persulphate as initiator. Example 21 illustrates the use of an ammoniacal styrene-acrylic acid resin cut as a levelling agent in a floor-coating composition comprising a polystyrene emulsion, a polyethlene wax emulsion, tributoxyethyl phosphate and polyethylene glycol dibenzoate.
GB3365665A 1964-08-31 1965-08-05 Alkali-soluble resins and method of preparing the same Expired GB1107249A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US39342864A 1964-08-31 1964-08-31

Publications (1)

Publication Number Publication Date
GB1107249A true GB1107249A (en) 1968-03-27

Family

ID=23554659

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3365665A Expired GB1107249A (en) 1964-08-31 1965-08-05 Alkali-soluble resins and method of preparing the same

Country Status (3)

Country Link
DE (1) DE1570809A1 (en)
FR (1) FR1505330A (en)
GB (1) GB1107249A (en)

Cited By (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3979352A (en) 1973-07-30 1976-09-07 Shanco Plastics & Chemicals Inc. Aqueous base-soluble resin compositions
US4243430A (en) 1977-09-21 1981-01-06 Rohm And Haas Company Pigment dispersant for aqueous paints
EP0047889A2 (en) * 1980-09-11 1982-03-24 BASF Aktiengesellschaft Alcali-soluble resins based on copolymers of olefinically unsaturated carboxylic acids and olefines substituted by aromates, and their use as resin components in polymer dispersions
US4414370A (en) 1981-01-09 1983-11-08 S. C. Johnson & Son, Inc. Process for continuous bulk copolymerization of vinyl monomers
US4529787A (en) * 1982-06-15 1985-07-16 S. C. Johnson & Son, Inc. Bulk polymerization process for preparing high solids and uniform copolymers
US4618659A (en) * 1984-12-05 1986-10-21 Ppg Industries, Inc. Low molecular weight acrylic polymers
US4652605A (en) * 1984-12-17 1987-03-24 Ppg Industries, Inc. Preparation of low molecular weight polymers by vinyl addition polymerization under dilute reaction conditions using a polymeric diluent
US4668730A (en) * 1985-08-05 1987-05-26 National Starch And Chemical Corp. Colloid stabilized latex adhesives
US4721748A (en) * 1985-08-05 1988-01-26 National Starch And Chemical Corporation Colloid stabilized latex adhesives
EP0516885A1 (en) * 1991-02-06 1992-12-09 Cytec Technology Corp. Styrene/acrylic-type polymers for use as surface sizing agents
EP0518487A2 (en) 1991-05-14 1992-12-16 Du Pont (UK) Limited Radiation-sensitive materials
US5188665A (en) * 1992-01-24 1993-02-23 Westvaco Corporation Lignin amine salt-based binders for water-based black ink formulations
US5192361A (en) * 1992-01-27 1993-03-09 Westvaco Corporation Submicron lignin-based binders for water-based black ink formulations
US5461103A (en) * 1993-05-11 1995-10-24 Air Products And Chemicals, Inc. Process for producing a stable aqueous pressure sensitive adhesive polymer emulsion
EP0697422A1 (en) 1994-07-22 1996-02-21 National Starch and Chemical Investment Holding Corporation Improvements in or relating to polymers
EP1038933A1 (en) * 1998-10-14 2000-09-27 Kawasaki Steel Corporation Coating composition and lubricated metal sheets
US6362296B1 (en) 1997-10-31 2002-03-26 Cognis Corporation Continuous bulk polymerization process
US6476170B1 (en) 1996-07-26 2002-11-05 Cook Composites & Polymers Co. Solid acrylic resin using a continuous tube reactor
US6872789B2 (en) 2001-11-07 2005-03-29 Akzo Nobel N.V. Cross-linkable polymer composition
EP1642714A1 (en) 2004-10-01 2006-04-05 Agfa-Gevaert Method of making a negative-working lithographic printing plate.
US7318995B2 (en) 2004-10-01 2008-01-15 Agfa Graphics Nv Method of making a negative-working lithographic printing plate
US8609762B2 (en) 2004-12-17 2013-12-17 Valspar Sourcing, Inc. Aqueous coating compositions containing acetoacetyl-functional polymers, coatings, and methods
US9803045B2 (en) 2004-12-17 2017-10-31 Valspar Sourcing, Inc. Aqueous coating compositions containing acetoacetyl-functional polymers, coatings, and methods

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5326843A (en) * 1993-10-04 1994-07-05 Rohm And Haas Company Method for making an alkali-soluble emulsion copolymer
WO2009108942A1 (en) 2008-02-29 2009-09-03 Edwards Lifesciences Corporation Expandable member for deploying a prosthetic device

Cited By (28)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3979352A (en) 1973-07-30 1976-09-07 Shanco Plastics & Chemicals Inc. Aqueous base-soluble resin compositions
US4243430A (en) 1977-09-21 1981-01-06 Rohm And Haas Company Pigment dispersant for aqueous paints
EP0047889A2 (en) * 1980-09-11 1982-03-24 BASF Aktiengesellschaft Alcali-soluble resins based on copolymers of olefinically unsaturated carboxylic acids and olefines substituted by aromates, and their use as resin components in polymer dispersions
EP0047889A3 (en) * 1980-09-11 1982-08-04 Basf Aktiengesellschaft Alcali-soluble resins based on copolymers of olefinically unsaturated carboxylic acids and olefines substituted by aromates, and their use as resin components in polymer dispersions
US4414370A (en) 1981-01-09 1983-11-08 S. C. Johnson & Son, Inc. Process for continuous bulk copolymerization of vinyl monomers
US4529787A (en) * 1982-06-15 1985-07-16 S. C. Johnson & Son, Inc. Bulk polymerization process for preparing high solids and uniform copolymers
US4618659A (en) * 1984-12-05 1986-10-21 Ppg Industries, Inc. Low molecular weight acrylic polymers
US4652605A (en) * 1984-12-17 1987-03-24 Ppg Industries, Inc. Preparation of low molecular weight polymers by vinyl addition polymerization under dilute reaction conditions using a polymeric diluent
US4668730A (en) * 1985-08-05 1987-05-26 National Starch And Chemical Corp. Colloid stabilized latex adhesives
US4721748A (en) * 1985-08-05 1988-01-26 National Starch And Chemical Corporation Colloid stabilized latex adhesives
EP0516885A1 (en) * 1991-02-06 1992-12-09 Cytec Technology Corp. Styrene/acrylic-type polymers for use as surface sizing agents
EP0518487A2 (en) 1991-05-14 1992-12-16 Du Pont (UK) Limited Radiation-sensitive materials
US5188665A (en) * 1992-01-24 1993-02-23 Westvaco Corporation Lignin amine salt-based binders for water-based black ink formulations
US5192361A (en) * 1992-01-27 1993-03-09 Westvaco Corporation Submicron lignin-based binders for water-based black ink formulations
US5461103A (en) * 1993-05-11 1995-10-24 Air Products And Chemicals, Inc. Process for producing a stable aqueous pressure sensitive adhesive polymer emulsion
EP0697422A1 (en) 1994-07-22 1996-02-21 National Starch and Chemical Investment Holding Corporation Improvements in or relating to polymers
US5650473A (en) * 1994-07-22 1997-07-22 National Starch And Chemical Investment Holding Corporation Methods for making styrene copolymers and uses thereof
US5789511A (en) * 1994-07-22 1998-08-04 National Starch And Chemical Investment Holding Corporation Methods for making styrene copolymers and uses thereof
US5886076A (en) * 1994-07-22 1999-03-23 National Starch And Chemical Investment Holding Coporation Methods for making styrene copolymers and uses thereof
US6476170B1 (en) 1996-07-26 2002-11-05 Cook Composites & Polymers Co. Solid acrylic resin using a continuous tube reactor
US6362296B1 (en) 1997-10-31 2002-03-26 Cognis Corporation Continuous bulk polymerization process
EP1038933A1 (en) * 1998-10-14 2000-09-27 Kawasaki Steel Corporation Coating composition and lubricated metal sheets
EP1038933A4 (en) * 1998-10-14 2003-04-23 Kawasaki Steel Co Coating composition and lubricated metal sheets
US6872789B2 (en) 2001-11-07 2005-03-29 Akzo Nobel N.V. Cross-linkable polymer composition
EP1642714A1 (en) 2004-10-01 2006-04-05 Agfa-Gevaert Method of making a negative-working lithographic printing plate.
US7318995B2 (en) 2004-10-01 2008-01-15 Agfa Graphics Nv Method of making a negative-working lithographic printing plate
US8609762B2 (en) 2004-12-17 2013-12-17 Valspar Sourcing, Inc. Aqueous coating compositions containing acetoacetyl-functional polymers, coatings, and methods
US9803045B2 (en) 2004-12-17 2017-10-31 Valspar Sourcing, Inc. Aqueous coating compositions containing acetoacetyl-functional polymers, coatings, and methods

Also Published As

Publication number Publication date
DE1570809A1 (en) 1970-03-12
FR1505330A (en) 1967-12-15

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