CA2354792A1 - Graft copolymer pigment dispersants - Google Patents

Graft copolymer pigment dispersants Download PDF

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Publication number
CA2354792A1
CA2354792A1 CA002354792A CA2354792A CA2354792A1 CA 2354792 A1 CA2354792 A1 CA 2354792A1 CA 002354792 A CA002354792 A CA 002354792A CA 2354792 A CA2354792 A CA 2354792A CA 2354792 A1 CA2354792 A1 CA 2354792A1
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CA
Canada
Prior art keywords
graft copolymer
backbone
weight
ethylenically unsaturated
side chains
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.)
Granted
Application number
CA002354792A
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French (fr)
Other versions
CA2354792C (en
Inventor
Sheau-Hwa Ma
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.)
EIDP Inc
Original Assignee
Individual
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 Individual filed Critical Individual
Publication of CA2354792A1 publication Critical patent/CA2354792A1/en
Application granted granted Critical
Publication of CA2354792C publication Critical patent/CA2354792C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F265/00Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00
    • C08F265/04Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00 on to polymers of esters
    • C08F265/06Polymerisation of acrylate or methacrylate esters on to polymers thereof
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/0071Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
    • C09B67/0084Dispersions of dyes
    • C09B67/0085Non common dispersing agents
    • C09B67/009Non common dispersing agents polymeric dispersing agent
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F290/00Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
    • C08F290/02Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated end groups
    • C08F290/04Polymers provided for in subclasses C08C or C08F
    • C08F290/046Polymers of unsaturated carboxylic acids or derivatives thereof
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F8/00Chemical modification by after-treatment
    • C08F8/30Introducing nitrogen atoms or nitrogen-containing groups
    • C08F8/32Introducing nitrogen atoms or nitrogen-containing groups by reaction with amines
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F8/00Chemical modification by after-treatment
    • C08F8/44Preparation of metal salts or ammonium salts
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D17/00Pigment pastes, e.g. for mixing in paints
    • C09D17/002Pigment pastes, e.g. for mixing in paints in organic medium
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D7/00Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40Additives
    • C09D7/45Anti-settling agents

Abstract

A polymer dispersant for pigments based on an acrylic graft copolymer wherein the graft copolymer has a weight average molecular weight of 3,000-100,000 and comprises a polymeric backbone and macromonomer side chains attached to the backbone, wherein (1) the polymeric backbone is formed of polymerized ethylenically unsaturated monomers and (2) the side chains are macromonomers that are attached to the backbone at a single terminal point and are formed from polymerized ethylenically unsaturated monomers and have a weight average molecular weight of about 1,000-30,000 wherein the graft copolymer contains about 2 to 70% by weight, based on the weight of the graft copolymer, of polymerized ethylenically unsaturated monomers containing acetoacetate groups that are polymerized into the backbone, side chains, or both, and the acetoacetate groups are reacted with a primary amine to form a pendant acetoacetyl amine group on the graft copolymer which serves as the pigment anchoring group.
These materials are effective in dispersing and stabilizing a wide range of pigments in solvent based systems and are particularly useful in forming pigment dispersions that are used in a variety of solvent borne coating compositions for automobiles and trucks, where they provide improved efficiency of pigment use, lower paint viscosity, and reduced emission of volatile organic solvent.
CA002354792A 2000-08-22 2001-08-07 Graft copolymer pigment dispersants Expired - Fee Related CA2354792C (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US09/643,701 US6521715B1 (en) 2000-08-22 2000-08-22 Graft copolymer pigment dispersants
US09/643,701 2000-08-22

Publications (2)

Publication Number Publication Date
CA2354792A1 true CA2354792A1 (en) 2002-02-22
CA2354792C CA2354792C (en) 2005-10-25

Family

ID=24581926

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002354792A Expired - Fee Related CA2354792C (en) 2000-08-22 2001-08-07 Graft copolymer pigment dispersants

Country Status (16)

Country Link
US (1) US6521715B1 (en)
EP (1) EP1182218B1 (en)
JP (1) JP3776013B2 (en)
KR (1) KR100436873B1 (en)
CN (1) CN1279112C (en)
AT (1) ATE292645T1 (en)
AU (1) AU754921B2 (en)
BR (1) BR0104940A (en)
CA (1) CA2354792C (en)
DE (1) DE60109863T2 (en)
DK (1) DK1182218T3 (en)
ES (1) ES2239640T3 (en)
IL (1) IL143650A0 (en)
MX (1) MXPA01008425A (en)
NZ (1) NZ512439A (en)
TW (1) TW553962B (en)

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EP1904582B1 (en) 2005-07-14 2014-08-13 Agfa Graphics N.V. Pigment dispersions with polymeric dispersants having pending chromophore groups
WO2007006635A2 (en) 2005-07-14 2007-01-18 Agfa Graphics Nv Pigment dispersions with poymeric dispersants having pending chromophore groups
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US20080139738A1 (en) * 2006-12-11 2008-06-12 Sheau-Hwa Ma Graft copolymer with an amide functional group as a pigment dispersant
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US9442372B2 (en) * 2007-09-26 2016-09-13 Fujifilm Corporation Pigment dispersion composition, photocurable composition and color filter
WO2010036867A1 (en) * 2008-09-25 2010-04-01 E. I. Du Pont De Nemours And Company Block copolymer pigment dispersants
US20100081754A1 (en) * 2008-09-26 2010-04-01 E.I.Du Pont De Nemours And Company Process for producing block copolymer pigment dispersants
US20100081769A1 (en) * 2008-09-26 2010-04-01 E.I.Du Pont De Nemours And Company Process for producing block copolymer pigment dispersants
US20100081753A1 (en) * 2008-09-26 2010-04-01 E. I. Du Pont De Nemours And Company Process for producing block copolymer pigment dispersants
US20100081752A1 (en) * 2008-09-26 2010-04-01 E. I. Du Pont De Nemours And Company Process for producing block copolymer pigment dispersants
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US9309399B2 (en) * 2009-03-31 2016-04-12 Dnp Fine Chemicals Co., Ltd. Pigment dispersion liquid, a method for producing the pigment dispersion liquid, a photosensitive color resin composition comprising the pigment dispersion liquid, an ink-jet ink comprising the pigment dispersion liquid, a toner for electrophotographic printing comprising the pigment dispersion liquid, and color filter
CN101962481B (en) * 2010-10-19 2012-09-05 中山大桥化工集团有限公司 Macromolecular compound suitable for being used as solvent-based pigment dispersant
JP5899719B2 (en) * 2011-09-02 2016-04-06 大日本印刷株式会社 Pigment dispersion, negative resist composition for color filter and method for producing the same, color filter, liquid crystal display device and organic light emitting display device
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Also Published As

Publication number Publication date
ES2239640T3 (en) 2005-10-01
DK1182218T3 (en) 2005-05-30
KR100436873B1 (en) 2004-06-23
CA2354792C (en) 2005-10-25
DE60109863T2 (en) 2006-03-02
DE60109863D1 (en) 2005-05-12
NZ512439A (en) 2002-12-20
EP1182218B1 (en) 2005-04-06
CN1339533A (en) 2002-03-13
US6521715B1 (en) 2003-02-18
MXPA01008425A (en) 2003-05-19
TW553962B (en) 2003-09-21
ATE292645T1 (en) 2005-04-15
JP2002143668A (en) 2002-05-21
KR20020015652A (en) 2002-02-28
EP1182218A1 (en) 2002-02-27
AU5009001A (en) 2002-02-28
JP3776013B2 (en) 2006-05-17
IL143650A0 (en) 2002-04-21
CN1279112C (en) 2006-10-11
AU754921B2 (en) 2002-11-28
BR0104940A (en) 2002-06-04

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