CA2350881A1 - Wet adhesion monomer and derived copolymers for latex paints - Google Patents

Wet adhesion monomer and derived copolymers for latex paints Download PDF

Info

Publication number
CA2350881A1
CA2350881A1 CA002350881A CA2350881A CA2350881A1 CA 2350881 A1 CA2350881 A1 CA 2350881A1 CA 002350881 A CA002350881 A CA 002350881A CA 2350881 A CA2350881 A CA 2350881A CA 2350881 A1 CA2350881 A1 CA 2350881A1
Authority
CA
Canada
Prior art keywords
latex paints
wet adhesion
vinyl
adhesion monomer
derived copolymers
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
CA002350881A
Other languages
French (fr)
Other versions
CA2350881C (en
Inventor
Robert Krantz Pinschmidt Jr.
Khalil Yacoub
Christian Leonard Daniels
Kien Van Phung
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.)
Wacker Polymers LP
Original Assignee
Air Products and Chemicals 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 Air Products and Chemicals Inc filed Critical Air Products and Chemicals Inc
Publication of CA2350881A1 publication Critical patent/CA2350881A1/en
Application granted granted Critical
Publication of CA2350881C publication Critical patent/CA2350881C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
    • C07C237/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton
    • C07C237/16—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being acyclic and unsaturated
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/06—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D239/08—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms directly attached in position 2
    • C07D239/10—Oxygen or sulfur atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
    • C07C275/04—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to acyclic carbon atoms
    • C07C275/06—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to acyclic carbon atoms of an acyclic and saturated carbon skeleton
    • C07C275/10—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to acyclic carbon atoms of an acyclic and saturated carbon skeleton being further substituted by singly-bound oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
    • C07C275/04—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to acyclic carbon atoms
    • C07C275/06—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to acyclic carbon atoms of an acyclic and saturated carbon skeleton
    • C07C275/14—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to acyclic carbon atoms of an acyclic and saturated carbon skeleton being further substituted by nitrogen atoms not being part of nitro or nitroso groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D233/28—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D233/30—Oxygen or sulfur atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D233/28—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D233/30—Oxygen or sulfur atoms
    • C07D233/32—One oxygen atom
    • C07D233/36—One oxygen atom with hydrocarbon radicals, substituted by nitrogen atoms, attached to ring nitrogen atoms
    • 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
    • C08F126/00—Homopolymers 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 a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen
    • C08F126/06—Homopolymers 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 a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen by a heterocyclic ring containing nitrogen
    • 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
    • C08F18/00—Homopolymers and 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 acyloxy radical of a saturated carboxylic acid, of carbonic acid or of a haloformic acid
    • C08F18/24—Esters of carbonic or haloformic acids

Abstract

The reaction of unsaturated carbonates such as vinyl ethylene carbonate with N-aminoethylimidazolidone (TAM) under mild conditions generates a mixture of two vinyl and hydroxy functional imidazolidone carbamates which polymerize readily into acrylate or vinyl acetate based emulsion polymers. The polymers show enhanced wet adhesion (wet scrubbability) in latex paints and coatings.
CA002350881A 2000-06-26 2001-06-19 Wet adhesion monomer and derived copolymers for latex paints Expired - Fee Related CA2350881C (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US09/603,449 2000-06-26
US09/603,449 US6538143B1 (en) 2000-06-26 2000-06-26 Wet adhesion monomer and derived copolymers for latex paints

Publications (2)

Publication Number Publication Date
CA2350881A1 true CA2350881A1 (en) 2001-12-26
CA2350881C CA2350881C (en) 2006-01-24

Family

ID=24415479

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002350881A Expired - Fee Related CA2350881C (en) 2000-06-26 2001-06-19 Wet adhesion monomer and derived copolymers for latex paints

Country Status (5)

Country Link
US (2) US6538143B1 (en)
EP (1) EP1167356A3 (en)
KR (1) KR100439482B1 (en)
CA (1) CA2350881C (en)
MX (1) MXPA01006239A (en)

Families Citing this family (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1572123A4 (en) * 2002-12-20 2010-07-21 Glaxosmithkline Llc Denture adhesive
EP1973587B1 (en) * 2005-12-12 2019-02-06 AllAccem, Inc. Methods and systems for preparing antimicrobial films and coatings
US20070219307A1 (en) * 2006-03-17 2007-09-20 Yong Yang Emulsion polymer blend coating compositions and methods for increasing chalky substrate adhesion
DE102006021200A1 (en) * 2006-05-06 2007-11-15 Byk-Chemie Gmbh Use of copolymers as adhesion promoters in paints
EP2125026B1 (en) * 2007-02-21 2014-09-24 AllAccem, Inc. Bridged polycyclic compound based compositions for the inhibition and amelioration of disease
US8153618B2 (en) * 2007-08-10 2012-04-10 Allaccem, Inc. Bridged polycyclic compound based compositions for topical applications for pets
US8153617B2 (en) * 2007-08-10 2012-04-10 Allaccem, Inc. Bridged polycyclic compound based compositions for coating oral surfaces in humans
US8188068B2 (en) * 2007-08-10 2012-05-29 Allaccem, Inc. Bridged polycyclic compound based compositions for coating oral surfaces in pets
US20090074833A1 (en) * 2007-08-17 2009-03-19 Whiteford Jeffery A Bridged polycyclic compound based compositions for controlling bone resorption
US20100004218A1 (en) * 2008-06-20 2010-01-07 Whiteford Jeffery A Bridged polycyclic compound based compositions for renal therapy
US20100016270A1 (en) * 2008-06-20 2010-01-21 Whiteford Jeffery A Bridged polycyclic compound based compositions for controlling cholesterol levels
FR2936525B1 (en) * 2008-09-30 2011-04-08 Arkema France NEUTRALIZATION AGENT FOR PAINTS
KR200449611Y1 (en) * 2009-11-05 2010-07-23 김지훈 A rubber block with flexble ability
US9422434B2 (en) 2013-03-15 2016-08-23 Packaging Service Co, Inc. Low VOC coating reducers
JP6291820B2 (en) * 2013-12-06 2018-03-14 日油株式会社 Silyl group-containing phosphorylcholine compound, method for producing the same, polycondensate and surface modifier
US9994727B2 (en) 2014-01-24 2018-06-12 Packaging Service Co., Inc. Low VOC adhesion pretreating and paint additive compositions, pretreating and paint compositions therefrom and methods of making and using same
AU2019218975A1 (en) 2018-02-12 2020-08-27 Swimc Llc Urethane acrylic hybrid polymer dispersion with robust dry/wet adhesion and basecoats prepared therefrom
JP7204369B2 (en) * 2018-08-07 2023-01-16 株式会社東芝 Acid gas absorbent, method for removing acid gas, and apparatus for removing acid gas
US20220064340A1 (en) * 2020-08-31 2022-03-03 Behr Process Corporation Polymeric emulsion containing amphoteric surfactant and its application in architectural primers

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3369008A (en) 1964-05-26 1968-02-13 Rohm & Haas N-(cyclic ureidoalkyl) crotonamides and polymers thereof
US4111877A (en) 1976-07-29 1978-09-05 Air Products & Chemicals, Inc. Allyl esters of n-alkyl-omega-(alkyleneureido) amic acids and their synthesis and use in aqueous emulsion polymer systems
US4429095A (en) 1980-06-27 1984-01-31 Alcolac Inc. Polymerizable compositions comprising derivatives of mono-(alkylene ureido alkyl) ureas and bis-(alkylene ureido alkyl) ureas
GB2086917A (en) 1980-11-10 1982-05-19 Revertex Chem Ltd Wet Adhesion Promoters and Aqueous Coating Compositions Containing Them
US4632957A (en) 1984-09-04 1986-12-30 Ppg Industries, Inc. Ethylenically unsaturated ethylene and propylene ureas containing alkylene urea groups or alkylene urethane groups, useful in coating compositions
US5496907A (en) 1993-03-02 1996-03-05 H. B. Fuller Licensing & Financing, Inc. Wet adhesion monomers with ureido functionality and polymers prepared therefrom
US5739196A (en) 1995-11-30 1998-04-14 Union Carbide Chemicals & Plastics Technology Corporation Latex compositions having wet adhesion and other improved rheological properties and methods of producing same

Also Published As

Publication number Publication date
US6538143B1 (en) 2003-03-25
US20030119982A1 (en) 2003-06-26
KR100439482B1 (en) 2004-07-09
MXPA01006239A (en) 2003-05-19
CA2350881C (en) 2006-01-24
US6649691B2 (en) 2003-11-18
KR20020000627A (en) 2002-01-05
EP1167356A2 (en) 2002-01-02
EP1167356A3 (en) 2002-06-05

Similar Documents

Publication Publication Date Title
CA2350881A1 (en) Wet adhesion monomer and derived copolymers for latex paints
EP0841351A3 (en) Water borne pressure sensitive adhesive compositions derived from copolymers of higher vinyl esters
EP0864685A3 (en) Carpet coating compositions
MX9603233A (en) Aqueous waterborne coating compositions for environmental etch resistant coatings.
CA2113233A1 (en) Cosmetic mask
CA2255919A1 (en) Flexible building material compounds
EP0341886A3 (en) Aqueous coating compositions
AU2001250357A1 (en) Aqueous polymer compositions
CA2074133A1 (en) System for initiating the anionic polymerization of monomers
EP0815839A3 (en) Cosmetic or pharmaceutical composition containing an acrylic polymer
AU1849595A (en) Coating agent based on a poly(meth)acrylate resin which can be crosslinked and contains hydroxyl groups
EP0239213A3 (en) Chalk adhesion polymer composition and method of preparation
DK0856533T3 (en) Coating agents based on hydroxyl group-containing copolymers
CA2175736A1 (en) Latex binders and paints which are free of volatile coalescents and freeze-thaw additives
ATE460438T1 (en) METHOD FOR PRODUCING VINYLESTER-(METH)ACRYLIC ACID ESTER MIXED POLYMERS
CA2233514A1 (en) An alkylacrylate ester composition for anchoring materials in or to concrete or masonry
FR2540127B1 (en)
EP1772500A3 (en) Exterior wall-coating emulsion composition and building exterior walls
CA2530380A1 (en) Intumescent coating compositions
CA2252525A1 (en) Copolymers of high vinylidene polyolefins with vinyl or vinylidene monomers produced by free radical polymerization
EP1090931B8 (en) Aqueous emulsion and process for producing the same
CA2358629A1 (en) Coating composition having improved acid etch resistance
CA2351837A1 (en) Vinyl acetate based polymer latex composition, especially for adhesives
CA2122245A1 (en) Use of Copolymers Containing Polysiloxane Units in the Treatment of Leathers and Furs
CA2143438A1 (en) Latices and Waterborne Compositions for Wood, Stains, Sealers, and the Like

Legal Events

Date Code Title Description
EEER Examination request
MKLA Lapsed
MKLA Lapsed

Effective date: 20080619