WO1989012618A1 - Agent tensio-actif polymerisable - Google Patents

Agent tensio-actif polymerisable Download PDF

Info

Publication number
WO1989012618A1
WO1989012618A1 PCT/US1989/002647 US8902647W WO8912618A1 WO 1989012618 A1 WO1989012618 A1 WO 1989012618A1 US 8902647 W US8902647 W US 8902647W WO 8912618 A1 WO8912618 A1 WO 8912618A1
Authority
WO
WIPO (PCT)
Prior art keywords
group
vinyl
alkyl
chloride
mixtures
Prior art date
Application number
PCT/US1989/002647
Other languages
English (en)
Inventor
Robert H. Tang
Paritosh M. Chakrabarti
Original Assignee
Ppg Industries, 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 Ppg Industries, Inc. filed Critical Ppg Industries, Inc.
Priority to KR1019900700339A priority Critical patent/KR920003118B1/ko
Publication of WO1989012618A1 publication Critical patent/WO1989012618A1/fr

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00—Ethers; Compounds having groups, groups or groups
    • C07C43/02—Ethers
    • C07C43/03—Ethers having all ether-oxygen atoms bound to acyclic carbon atoms
    • C07C43/14—Unsaturated ethers
    • C07C43/15—Unsaturated ethers containing only non-aromatic carbon-to-carbon double bonds
    • C07C43/16—Vinyl ethers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
    • C08G65/32—Polymers modified by chemical after-treatment
    • C08G65/321—Polymers modified by chemical after-treatment with inorganic compounds
    • C08G65/326—Polymers modified by chemical after-treatment with inorganic compounds containing sulfur
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00—Ethers; Compounds having groups, groups or groups
    • C07C43/02—Ethers
    • C07C43/03—Ethers having all ether-oxygen atoms bound to acyclic carbon atoms
    • C07C43/14—Unsaturated ethers
    • C07C43/17—Unsaturated ethers containing halogen
    • 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
    • C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
    • C08F290/02—Macromolecular 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
    • C08F290/06—Polymers provided for in subclass C08G
    • C08F290/062—Polyethers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
    • C08G65/26—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
    • C08G65/2603—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
    • C08G65/32—Polymers modified by chemical after-treatment
    • C08G65/321—Polymers modified by chemical after-treatment with inorganic compounds
    • C08G65/324—Polymers modified by chemical after-treatment with inorganic compounds containing oxygen
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
    • C08G65/32—Polymers modified by chemical after-treatment
    • C08G65/329—Polymers modified by chemical after-treatment with organic compounds
    • C08G65/331—Polymers modified by chemical after-treatment with organic compounds containing oxygen
    • C08G65/332—Polymers modified by chemical after-treatment with organic compounds containing oxygen containing carboxyl groups, or halides, or esters thereof
    • C08G65/3322—Polymers modified by chemical after-treatment with organic compounds containing oxygen containing carboxyl groups, or halides, or esters thereof acyclic

Definitions

  • graphic formula I -R'O- is a bivalent alkyleneoxy
  • -R'O- may be described as the bivalent radical derived from cyclicethers selected from the group consisting of propylene oxide, (e.g., 1,2-epoxypropane), butylene oxide (e.g., 1,2-e ⁇ oxybutane), styrene oxide [(epoxyethyl) benzene], tetrahydrofuran, phenyl glycidyl ether (1,2-epoxy-3-phenoxypropane) and mixtures thereof.
  • Suitable dialkyl esters of monoethylenically unsaturated dicarboxylic acids include dimethyl maleate, diethyl maleate, dibutyl maleate, dioctyl maleate, diisooctyl maleate, dinonyl maleate, diisodecyl maleate, ditridecyl maleate, dimethyl fumarate, diethyl fumarate, dipropyl fumarate, dibutyl fumarate, dioctyl fumarate, diisooctyl fumarate, didecyl fumarate , dimethyl itaconate , diethyl itaconate , dibutyl itaconate and dioctyl itaconate.
  • Suitable monoethylenically unsaturated monocarboxylic acids include acrylic acid, methacrylic acid, ethacrylic acid and crotonic acid; monoethylenically unsaturated dicarboxylic acids, such as maleic acid, fumaric acid, itaconic acid and citraconic acid; and monoethylenically unsaturated tricarboxylic acids, such as aconitic acid and the halogen-substituted derivatives, e.g., alphachloroacrylic acid, and anhydrides of these acids, such as, e.g., maleic anhydride and citraconic anhydride are suitable for use as monomers.
  • the aforesaid monomers may be homopolymerized or copolymerized with other of the described monomers, i.e., one or more different monomers capable of addition type polymerization.
  • graphic formula I -R'O- is a bivalent alkyleneoxy
  • the surface tension of a 0.1 weight percent aqueous solution of the polymerizable surfactant compound at 25°C is less than
  • Typical nonionic emulsifiers are compounds formed by the reaction of an alkylene oxide, such as ethylene oxide, propylene oxide or butylene oxide, with long chain fatty alcohols, long chain fatty acids, alkylated phenols, long chain alkyl mercaptans, long chain alkyl primary amines, for example, cetylamine, the alkylene oxides being reacted in a ratio of from about 5 moles to 20 moles or higher, e.g., up to 50 moles, per mole of the coreactant.
  • an alkylene oxide such as ethylene oxide, propylene oxide or butylene oxide
  • long chain fatty alcohols long chain fatty acids
  • alkylated phenols alkylated phenols
  • long chain alkyl mercaptans long chain alkyl primary amines
  • cetylamine long chain alkyl primary amine
  • acrylic as used herein is intended to mean and include one or more acrylic esters and/or methacrylic esters with and without acrylic acid or methacrylic acid. Such monomer mixtures are well known to the skilled artisan.
  • the polymerizable surfactants of the present invention polymerize along with the conventional reactant monomer(s) in the polymerization process, thereby to form water-insoluble, substantially surfactant-free polymer particles.
  • the polymer latex product is not contaminated with an undesirable residue of water-soluble surfactant.
  • the polymer product has improved resistance to water and may be used in any end use application for which the particular polymer product produced from the conventional reactant monomer(s) may be used.
  • the product was subjected to vacuum degassing to remove any residual unreacted 1,2epoxybutane from the product.
  • the degassed product was identified as the butoxylated product of allyl alcohol.
  • Proton nuclear magnetic resonance (NMR) spectroscopy indicated that the number of butoxy groups in the product was about 12.3 per molecule.
  • trioctyl methyl ammonium chloride 1.05 grams of trioctyl methyl ammonium chloride. 115.6 grams of the resulting chloride product were converted to the corresponding sulfonate by the procedure of Example 3 utilizing 10.8 grams of sodium sulfite, 1.1 grams of a 50 percent aqueous solution of sodium hydroxide and 296.2 grams of deionized water. The product was a light yellow clear solution at 60°C. It was treated with 1.9 grams of hydrogen peroxide (49.5 percent) to remove any residual sulfite anion. The product contained 28.8 percent solids with 15.8 anionic surfactant activity.
  • Example 10 The sulfonation procedure of Example 9 was repeated except that 57.1 grams of the pre-formed sulfonate product of Example 9 was added to the autoclave with the reactants. The product was a clear light yellow liquid which was treated with 1.76 grams of hydrogen peroxide to remove residual sulfite anion. The sulfonate product contained about 31.9 percent solids and analyzed 18.7 percent anionic surfactant activity.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • General Chemical & Material Sciences (AREA)
  • Inorganic Chemistry (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Polymerisation Methods In General (AREA)
  • Macromonomer-Based Addition Polymer (AREA)

Abstract

Des composés poly(alkylèneoxy)alpha-béta éthyléniquement insaturés sont tensio-actifs et se polymérisent lorsqu'ils sont utilisés pour polymériser par émulsion des monomères éthyléniquement insaturés, y compris des monomères de vinyle.
PCT/US1989/002647 1988-06-20 1989-06-16 Agent tensio-actif polymerisable WO1989012618A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
KR1019900700339A KR920003118B1 (ko) 1988-06-20 1989-06-16 중합가능한 계면활성제

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US20924988A 1988-06-20 1988-06-20
US209,249 1988-06-20

Publications (1)

Publication Number Publication Date
WO1989012618A1 true WO1989012618A1 (fr) 1989-12-28

Family

ID=22777997

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1989/002647 WO1989012618A1 (fr) 1988-06-20 1989-06-16 Agent tensio-actif polymerisable

Country Status (5)

Country Link
EP (1) EP0422120A4 (fr)
JP (1) JP2672385B2 (fr)
KR (1) KR920003118B1 (fr)
AU (1) AU621916B2 (fr)
WO (1) WO1989012618A1 (fr)

Cited By (32)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0403718A2 (fr) * 1989-06-20 1990-12-27 Ciba-Geigy Ag Produits dérivés de l'oxyde de styrène
EP0532497A4 (fr) * 1990-03-09 1993-01-11 Ici Australia Operations Alcoxylate d'alcool gras.
DE4135399A1 (de) * 1991-10-26 1993-04-29 Goldschmidt Ag Th Copolymerisate auf der basis von vinylethern und propenylpolyethern und deren verwendung als entlueftungsmittel fuer waessrige anstrichsysteme
US5514122A (en) * 1994-05-16 1996-05-07 Minnesota Mining And Manufacturing Company Feminine hygiene pad
US5599601A (en) * 1994-07-20 1997-02-04 Minnesota Mining And Manufacturing Company Diaper fastening tape
WO1998051720A1 (fr) * 1997-05-15 1998-11-19 Reichhold Chemicals, Inc. Emulsions de butadiene stabilisees par un colloide
WO1998051713A1 (fr) * 1997-05-16 1998-11-19 The Dow Chemical Company Emulsions a phase interne elevee et matieres poreuses preparees a partir de ces emulsions
US6048611A (en) * 1992-02-03 2000-04-11 3M Innovative Properties Company High solids moisture resistant latex pressure-sensitive adhesive
WO2000022016A1 (fr) * 1998-10-09 2000-04-20 Union Carbide Chemicals & Plastics Technology Corporation Compositions de polymere de latex
US6242526B1 (en) 1997-01-28 2001-06-05 Stepan Company Antimicrobial polymer latexes derived from unsaturated quaternary ammonium compounds and antimicrobial coatings, sealants, adhesives and elastomers produced from such latexes
EP1323741A2 (fr) * 2001-12-21 2003-07-02 Clariant GmbH Acides ether carboxyliques oléfiniquement insaturés et leur usage dans la polymérisation en émulsion
US6900265B2 (en) 1997-01-28 2005-05-31 Stepan Company Antimicrobial polymer latexes derived from unsaturated quaternary ammonium compounds and antimicrobial coatings, sealants, adhesives and elastomers produced from such latexes
EP1605026A1 (fr) * 2004-06-10 2005-12-14 Kao Corporation Dispersants polymères
US7026418B2 (en) 1997-01-28 2006-04-11 Stepan Company Emulsion polymerization process utilizing ethylenically unsaturated amine salts of sulfonic, phosphoric and carboxylic acids
US7098250B2 (en) 2000-09-11 2006-08-29 Kao Corporation Surfactant for emulsion polymerization
WO2007102975A1 (fr) 2006-03-08 2007-09-13 3M Innovative Properties Company Adhesif sensible a la pression contenant des nanoparticules de silice
US7393901B1 (en) 2007-02-16 2008-07-01 3M Innovative Properties Company Acrylate adhesives containing silica nanoparticles crosslinked with polyfunctional aziridines
US7423167B2 (en) 1997-01-28 2008-09-09 Stepan Company Ethylenically unsaturated amine salts of sulfonic, phosphoric and carboxylic acids
EP2022808A1 (fr) * 2006-05-19 2009-02-11 Dow Corning Toray Co., Ltd. Polyéther et son procédé de production
US7645827B2 (en) 2006-03-08 2010-01-12 3M Innovative Properties Company High shear pressure-sensitive adhesive
US7652095B2 (en) 2007-06-20 2010-01-26 3M Innovative Properties Company Pressure-sensitive adhesive containing aziridinyl silanes
US8337725B2 (en) 2007-04-24 2012-12-25 Solvay Solexis S.P.A. Vinylidene fluoride copolymers
WO2013116628A1 (fr) 2012-02-03 2013-08-08 3M Innovative Properties Company Mélanges pour adhésifs sensibles à la pression utilisés dans des films protecteurs
US9102848B2 (en) 2011-02-28 2015-08-11 Basf Se Environmentally friendly, polymer dispersion-based coating formulations and methods of preparing and using same
WO2016036632A1 (fr) 2014-09-04 2016-03-10 3M Innovative Properties Company Adhésif sensible à la pression contenant de la cellulose nanocristalline
WO2017213888A1 (fr) 2016-06-06 2017-12-14 3M Innovative Properties Company Procédés de production de polymères dans des réacteurs à écoulement
CN107793447A (zh) * 2017-11-01 2018-03-13 贵州师范学院 一种p2o5分散法制备磷酸酯功能单体的方法、用途
CN114195927A (zh) * 2020-09-18 2022-03-18 中国石油天然气集团有限公司 稠化剂、形成其的组合物、乳状液聚合物、压裂液体系及其应用
EP3741818B1 (fr) 2014-12-24 2022-08-31 Swimc Llc Compositions de revêtement pour articles d'emballage tels que des récipients pour aliment et boisson
US11466187B2 (en) 2017-10-26 2022-10-11 3M Innovative Properties Company Composition containing a silicone-based adhesive and cellulose nanocrystals, and methods and articles
US11725067B2 (en) 2014-12-24 2023-08-15 Swimc Llc Styrene-free coating compositions for packaging articles such as food and beverage containers
US11981822B2 (en) 2014-12-24 2024-05-14 Swimc Llc Crosslinked coating compositions for packaging articles such as food and beverage containers

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP4027548B2 (ja) * 1999-10-22 2007-12-26 株式会社Ａｄｅｋａ 界面活性剤
JP4498569B2 (ja) * 2000-09-13 2010-07-07 花王株式会社 反応性界面活性剤組成物
JP3621346B2 (ja) * 2000-12-26 2005-02-16 中央理化工業株式会社 水性下地塗料
JP4556146B2 (ja) 2008-04-11 2010-10-06 ソニー株式会社 情報処理装置および方法、プログラム、並びに情報処理システム
AU2011231745A1 (en) 2010-03-23 2012-11-08 Basf Se Paper coating or binding formulations and methods of making and using same

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2601256A (en) * 1950-10-27 1952-06-24 Ind Rayon Corp Acrylonitrile polymers
US2677700A (en) * 1951-05-31 1954-05-04 Wyandotte Chemicals Corp Polyoxyalkylene surface active agents
US3243455A (en) * 1962-06-29 1966-03-29 Wyandotte Chemicals Corp Polyether hydroxysulfonate surface active agents
US4436672A (en) * 1982-08-16 1984-03-13 Texaco, Inc. Oil recovery method utilizing glyceryl ether sulfonates
US4612142A (en) * 1984-09-13 1986-09-16 Henkel Kommanditgesellschaft Auf Aktien Ether sulfonates as low-foam wetting agents
US4618457A (en) * 1984-03-01 1986-10-21 Th. Goldschmidt Ag Sulfonated polyoxyalkylene ethers of 1,2 or 1,3-diols, their preparation and use
US4792419A (en) * 1983-09-01 1988-12-20 Henkel Kommanditgesellschaft Auf Aktien Ether sulfonates

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2996538A (en) * 1957-11-25 1961-08-15 Dow Chemical Co Preparation of monomeric polyglycol acrylate and methacrylate esters
JPS5778936A (en) * 1980-11-04 1982-05-17 Kao Corp Surfactant for polymer emulsion
CA1196009A (fr) * 1981-12-10 1985-10-29 Albert C. Chen Acryloyl- et alcoylacryloyl-polyalcoxycarbamates; compositions qui en renferment et leur emploi dans des revetements photoreticulables
GB2124636B (en) * 1982-07-29 1985-08-07 Ici Plc Polymerisation process
ZA836922B (en) * 1982-10-01 1984-06-27 Ici Plc Polymerisation process
GB8321119D0 (en) * 1982-10-01 1983-09-07 Ici Plc Polymerisation process
JPS61223011A (ja) * 1985-03-28 1986-10-03 Sanyo Chem Ind Ltd 重合体の製造方法
AU612965B2 (en) * 1985-08-12 1991-07-25 Ciba Specialty Chemicals Water Treatments Limited Polymeric thickeners and their production
JPS62221432A (ja) * 1986-03-24 1987-09-29 Dai Ichi Kogyo Seiyaku Co Ltd 乳化重合用乳化剤
JPS6383109A (ja) * 1986-09-26 1988-04-13 Sanyo Chem Ind Ltd 重合体用改質剤および改質方法

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2601256A (en) * 1950-10-27 1952-06-24 Ind Rayon Corp Acrylonitrile polymers
US2677700A (en) * 1951-05-31 1954-05-04 Wyandotte Chemicals Corp Polyoxyalkylene surface active agents
US3243455A (en) * 1962-06-29 1966-03-29 Wyandotte Chemicals Corp Polyether hydroxysulfonate surface active agents
US4436672A (en) * 1982-08-16 1984-03-13 Texaco, Inc. Oil recovery method utilizing glyceryl ether sulfonates
US4792419A (en) * 1983-09-01 1988-12-20 Henkel Kommanditgesellschaft Auf Aktien Ether sulfonates
US4618457A (en) * 1984-03-01 1986-10-21 Th. Goldschmidt Ag Sulfonated polyoxyalkylene ethers of 1,2 or 1,3-diols, their preparation and use
US4612142A (en) * 1984-09-13 1986-09-16 Henkel Kommanditgesellschaft Auf Aktien Ether sulfonates as low-foam wetting agents

Cited By (44)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0403718A2 (fr) * 1989-06-20 1990-12-27 Ciba-Geigy Ag Produits dérivés de l'oxyde de styrène
EP0403718A3 (fr) * 1989-06-20 1991-12-27 Ciba-Geigy Ag Produits dérivés de l'oxyde de styrène
EP0532497A1 (fr) * 1990-03-09 1993-03-24 Ici Australia Operations Proprietary Limited Alcoxylate d'alcool gras
US5478876A (en) * 1990-03-09 1995-12-26 Ici Australia Operations Proprietary Limited Polymer dispersions stabilized by fatty alcohol alkoylates
EP0532497A4 (fr) * 1990-03-09 1993-01-11 Ici Australia Operations Alcoxylate d'alcool gras.
DE4135399A1 (de) * 1991-10-26 1993-04-29 Goldschmidt Ag Th Copolymerisate auf der basis von vinylethern und propenylpolyethern und deren verwendung als entlueftungsmittel fuer waessrige anstrichsysteme
US6048611A (en) * 1992-02-03 2000-04-11 3M Innovative Properties Company High solids moisture resistant latex pressure-sensitive adhesive
US5514122A (en) * 1994-05-16 1996-05-07 Minnesota Mining And Manufacturing Company Feminine hygiene pad
US5599601A (en) * 1994-07-20 1997-02-04 Minnesota Mining And Manufacturing Company Diaper fastening tape
US6242526B1 (en) 1997-01-28 2001-06-05 Stepan Company Antimicrobial polymer latexes derived from unsaturated quaternary ammonium compounds and antimicrobial coatings, sealants, adhesives and elastomers produced from such latexes
US7423167B2 (en) 1997-01-28 2008-09-09 Stepan Company Ethylenically unsaturated amine salts of sulfonic, phosphoric and carboxylic acids
US7026418B2 (en) 1997-01-28 2006-04-11 Stepan Company Emulsion polymerization process utilizing ethylenically unsaturated amine salts of sulfonic, phosphoric and carboxylic acids
US6900265B2 (en) 1997-01-28 2005-05-31 Stepan Company Antimicrobial polymer latexes derived from unsaturated quaternary ammonium compounds and antimicrobial coatings, sealants, adhesives and elastomers produced from such latexes
AU737568B2 (en) * 1997-05-15 2001-08-23 Reichhold, Inc. Colloidally stabilized butadiene emulsions
US5900451A (en) * 1997-05-15 1999-05-04 Reichhold Chemicals, Inc. Collaidally stabilized butadiene emulsions
WO1998051720A1 (fr) * 1997-05-15 1998-11-19 Reichhold Chemicals, Inc. Emulsions de butadiene stabilisees par un colloide
WO1998051713A1 (fr) * 1997-05-16 1998-11-19 The Dow Chemical Company Emulsions a phase interne elevee et matieres poreuses preparees a partir de ces emulsions
WO2000022016A1 (fr) * 1998-10-09 2000-04-20 Union Carbide Chemicals & Plastics Technology Corporation Compositions de polymere de latex
US7098250B2 (en) 2000-09-11 2006-08-29 Kao Corporation Surfactant for emulsion polymerization
EP1323741A3 (fr) * 2001-12-21 2003-11-12 Clariant GmbH Acides ether carboxyliques oléfiniquement insaturés et leur usage dans la polymérisation en émulsion
EP1323741A2 (fr) * 2001-12-21 2003-07-02 Clariant GmbH Acides ether carboxyliques oléfiniquement insaturés et leur usage dans la polymérisation en émulsion
EP1605026A1 (fr) * 2004-06-10 2005-12-14 Kao Corporation Dispersants polymères
US7666924B2 (en) 2004-06-10 2010-02-23 Kao Corporation Polymeric dispersants
WO2007102975A1 (fr) 2006-03-08 2007-09-13 3M Innovative Properties Company Adhesif sensible a la pression contenant des nanoparticules de silice
US7531595B2 (en) 2006-03-08 2009-05-12 3M Innovative Properties Company Pressure-sensitive adhesive containing silica nanoparticles
US7645827B2 (en) 2006-03-08 2010-01-12 3M Innovative Properties Company High shear pressure-sensitive adhesive
US7989581B2 (en) 2006-05-19 2011-08-02 Dow Corning Toray Company, Ltd. Polyether from ring-opening of glycidyl ether with (C2-C5 alkylene oxide) monohydric alcohol
EP2022808A1 (fr) * 2006-05-19 2009-02-11 Dow Corning Toray Co., Ltd. Polyéther et son procédé de production
EP2022808A4 (fr) * 2006-05-19 2012-02-29 Dow Corning Toray Co Ltd Polyéther et son procédé de production
US7393901B1 (en) 2007-02-16 2008-07-01 3M Innovative Properties Company Acrylate adhesives containing silica nanoparticles crosslinked with polyfunctional aziridines
US8337725B2 (en) 2007-04-24 2012-12-25 Solvay Solexis S.P.A. Vinylidene fluoride copolymers
US7652095B2 (en) 2007-06-20 2010-01-26 3M Innovative Properties Company Pressure-sensitive adhesive containing aziridinyl silanes
US9102848B2 (en) 2011-02-28 2015-08-11 Basf Se Environmentally friendly, polymer dispersion-based coating formulations and methods of preparing and using same
WO2013116628A1 (fr) 2012-02-03 2013-08-08 3M Innovative Properties Company Mélanges pour adhésifs sensibles à la pression utilisés dans des films protecteurs
WO2016036632A1 (fr) 2014-09-04 2016-03-10 3M Innovative Properties Company Adhésif sensible à la pression contenant de la cellulose nanocristalline
EP3741818B1 (fr) 2014-12-24 2022-08-31 Swimc Llc Compositions de revêtement pour articles d'emballage tels que des récipients pour aliment et boisson
US11725067B2 (en) 2014-12-24 2023-08-15 Swimc Llc Styrene-free coating compositions for packaging articles such as food and beverage containers
US11981822B2 (en) 2014-12-24 2024-05-14 Swimc Llc Crosslinked coating compositions for packaging articles such as food and beverage containers
WO2017213888A1 (fr) 2016-06-06 2017-12-14 3M Innovative Properties Company Procédés de production de polymères dans des réacteurs à écoulement
US11466187B2 (en) 2017-10-26 2022-10-11 3M Innovative Properties Company Composition containing a silicone-based adhesive and cellulose nanocrystals, and methods and articles
CN107793447A (zh) * 2017-11-01 2018-03-13 贵州师范学院 一种p2o5分散法制备磷酸酯功能单体的方法、用途
CN107793447B (zh) * 2017-11-01 2020-01-03 贵州师范学院 一种p2o5分散法制备磷酸酯功能单体的方法、用途
CN114195927A (zh) * 2020-09-18 2022-03-18 中国石油天然气集团有限公司 稠化剂、形成其的组合物、乳状液聚合物、压裂液体系及其应用
CN114195927B (zh) * 2020-09-18 2023-08-22 中国石油天然气集团有限公司 稠化剂、形成其的组合物、乳状液聚合物、压裂液体系及其应用

Also Published As

Publication number Publication date
JP2672385B2 (ja) 1997-11-05
EP0422120A1 (fr) 1991-04-17
EP0422120A4 (en) 1991-08-21
KR920003118B1 (ko) 1992-04-20
KR900701714A (ko) 1990-12-04
AU621916B2 (en) 1992-03-26
AU3877989A (en) 1990-01-12
JPH03503168A (ja) 1991-07-18

Similar Documents

Publication Publication Date Title
WO1989012618A1 (fr) Agent tensio-actif polymerisable
US5296627A (en) Ethylenically unsaturated poly(alkyleneoxy) surfactants
US5162475A (en) Polymerizable surfactant
US7026418B2 (en) Emulsion polymerization process utilizing ethylenically unsaturated amine salts of sulfonic, phosphoric and carboxylic acids
US7098250B2 (en) Surfactant for emulsion polymerization
US4587290A (en) Polymerization process using nonionic surfactant and copolymerizable unsaturated polyethylene glycol
US3673142A (en) Preparation of stable latexes from ethylenically unsaturated polymerizable surfactant and solution of preformed water insoluble polymer of an ethylenically unsaturated compound
JP4271849B2 (ja) 重合方法
US4760152A (en) Pyrrolidonyl acrylate block polymers
JP2003261605A (ja) 反応性界面活性剤
KR100409038B1 (ko) 계면활성제,유화중합용유화제,현탁중합용분산제및수지개질제
JP2002080506A (ja) 乳化重合用界面活性剤組成物
JP5005176B2 (ja) 塗料組成物
EP0102707B1 (fr) Procédé de préparation de dispersions aqueuses stabilisées stériquement non chargées de polymères
JP3962130B2 (ja) 新規化合物及び界面活性剤
US20030124261A1 (en) Olefinically unsaturated ether carboxylic acids and their use in emulsion polymerization
US20110245414A1 (en) Copolymerizable (Meth)Acrylic Acid Esters
JP3995763B2 (ja) 界面活性剤
US3640922A (en) Stable aqueous dispersions
KR930011528B1 (ko) 가교결합성 비이온 계면활성제를 사용하여 제조한 수성 유화 중합체
US4689366A (en) Surface active tertiary alkylamine emulsifiers for polymerization
JPH11309361A (ja) 新規界面活性剤
US20130317190A1 (en) Copolymerizable surfactants
WO2000027890A1 (fr) Tensioactifs polymerisables
CN1189503A (zh) 反应性乳化剂及含水聚合物的制备方法

Legal Events

Date Code Title Description
AK Designated states

Kind code of ref document: A1

Designated state(s): AU JP KR

AL Designated countries for regional patents

Kind code of ref document: A1

Designated state(s): AT BE CH DE FR GB IT LU NL SE

WR Later publication of a revised version of an international search report
WWE Wipo information: entry into national phase

Ref document number: 1989908294

Country of ref document: EP

WWP Wipo information: published in national office

Ref document number: 1989908294

Country of ref document: EP

WWW Wipo information: withdrawn in national office

Ref document number: 1989908294

Country of ref document: EP