CA2984898A1 - Water soluble chain transfer agents - Google Patents

Water soluble chain transfer agents Download PDF

Info

Publication number
CA2984898A1
CA2984898A1 CA2984898A CA2984898A CA2984898A1 CA 2984898 A1 CA2984898 A1 CA 2984898A1 CA 2984898 A CA2984898 A CA 2984898A CA 2984898 A CA2984898 A CA 2984898A CA 2984898 A1 CA2984898 A1 CA 2984898A1
Authority
CA
Canada
Prior art keywords
carbon atoms
acid
group
cta
water soluble
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.)
Pending
Application number
CA2984898A
Other languages
English (en)
French (fr)
Inventor
Cory G. Miller
Hyungsoo KIM
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.)
Lubrizol Corp
Original Assignee
Lubrizol Corp
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 Lubrizol Corp filed Critical Lubrizol Corp
Publication of CA2984898A1 publication Critical patent/CA2984898A1/en
Pending legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C329/00—Thiocarbonic acids; Halides, esters or anhydrides thereof
    • C07C329/12—Dithiocarbonic acids; Derivatives thereof
    • C07C329/14—Esters of dithiocarbonic acids
    • C07C329/16—Esters of dithiocarbonic acids having sulfur atoms of dithiocarbonic groups bound to acyclic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C329/00—Thiocarbonic acids; Halides, esters or anhydrides thereof
    • C—CHEMISTRY; METALLURGY
    • C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02F1/00—Treatment of water, waste water, or sewage
    • C02F1/58—Treatment of water, waste water, or sewage by removing specified dissolved compounds
    • C—CHEMISTRY; METALLURGY
    • C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02F1/00—Treatment of water, waste water, or sewage
    • C02F1/68—Treatment of water, waste water, or sewage by addition of specified substances, e.g. trace elements, for ameliorating potable water
    • C02F1/683—Treatment of water, waste water, or sewage by addition of specified substances, e.g. trace elements, for ameliorating potable water by addition of complex-forming compounds
    • C—CHEMISTRY; METALLURGY
    • C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02F5/00—Softening water; Preventing scale; Adding scale preventatives or scale removers to water, e.g. adding sequestering agents
    • C02F5/08—Treatment of water with complexing chemicals or other solubilising agents for softening, scale prevention or scale removal, e.g. adding sequestering agents
    • C02F5/10—Treatment of water with complexing chemicals or other solubilising agents for softening, scale prevention or scale removal, e.g. adding sequestering agents using organic substances
    • 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
    • C08F120/00—Homopolymers 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
    • C08F120/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F120/52—Amides or imides
    • C08F120/54—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide
    • C08F120/58—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide containing oxygen in addition to the carbonamido oxygen, e.g. N-methylolacrylamide, N-acryloyl morpholine
    • 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
    • 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
    • C08F220/52—Amides or imides
    • C08F220/54—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide
    • C08F220/58—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide containing oxygen in addition to the carbonamido oxygen, e.g. N-methylolacrylamide, N-(meth)acryloylmorpholine
    • C08F220/585—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide containing oxygen in addition to the carbonamido oxygen, e.g. N-methylolacrylamide, N-(meth)acryloylmorpholine and containing other heteroatoms, e.g. 2-acrylamido-2-methylpropane sulfonic acid [AMPS]
    • 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
    • C08F293/00—Macromolecular compounds obtained by polymerisation on to a macromolecule having groups capable of inducing the formation of new polymer chains bound exclusively at one or both ends of the starting macromolecule
    • C08F293/005—Macromolecular compounds obtained by polymerisation on to a macromolecule having groups capable of inducing the formation of new polymer chains bound exclusively at one or both ends of the starting macromolecule using free radical "living" or "controlled" polymerisation, e.g. using a complexing agent
    • 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
    • C08F4/00—Polymerisation catalysts
    • C08F4/06—Metallic compounds other than hydrides and other than metallo-organic compounds; Boron halide or aluminium halide complexes with organic compounds containing oxygen
    • C08F4/08—Metallic compounds other than hydrides and other than metallo-organic compounds; Boron halide or aluminium halide complexes with organic compounds containing oxygen of alkali metals
    • C08F4/083—Metallic compounds other than hydrides and other than metallo-organic compounds; Boron halide or aluminium halide complexes with organic compounds containing oxygen of alkali metals an alkali metal bound to oxygen
    • C—CHEMISTRY; METALLURGY
    • C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02F1/00—Treatment of water, waste water, or sewage
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C329/00—Thiocarbonic acids; Halides, esters or anhydrides thereof
    • C07C329/02—Monothiocarbonic acids; Derivatives thereof
    • C07C329/04—Esters of monothiocarbonic acids
    • C07C329/06—Esters of monothiocarbonic acids having sulfur atoms of thiocarbonic groups bound to acyclic carbon 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
    • C08F120/00—Homopolymers 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
    • C08F120/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F120/52—Amides or imides
    • C08F120/54—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide
    • C08F120/56—Acrylamide; Methacrylamide
    • 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
    • C08F22/00—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 a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides or nitriles thereof
    • C08F22/02—Acids; Metal salts or ammonium salts thereof, e.g. maleic acid or itaconic acid
    • 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
    • C08F2438/00—Living radical polymerisation
    • C08F2438/03—Use of a di- or tri-thiocarbonylthio compound, e.g. di- or tri-thioester, di- or tri-thiocarbamate, or a xanthate as chain transfer agent, e.g . Reversible Addition Fragmentation chain Transfer [RAFT] or Macromolecular Design via Interchange of Xanthates [MADIX]

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Hydrology & Water Resources (AREA)
  • Environmental & Geological Engineering (AREA)
  • Water Supply & Treatment (AREA)
  • Materials Engineering (AREA)
  • General Chemical & Material Sciences (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Polymerisation Methods In General (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Paints Or Removers (AREA)
CA2984898A 2015-05-08 2016-04-22 Water soluble chain transfer agents Pending CA2984898A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201562158600P 2015-05-08 2015-05-08
US62/158,600 2015-05-08
PCT/US2016/028787 WO2016182711A1 (en) 2015-05-08 2016-04-22 Water soluble chain transfer agents

Publications (1)

Publication Number Publication Date
CA2984898A1 true CA2984898A1 (en) 2016-11-17

Family

ID=56027148

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2984898A Pending CA2984898A1 (en) 2015-05-08 2016-04-22 Water soluble chain transfer agents

Country Status (12)

Country Link
US (1) US10280101B2 (enExample)
EP (1) EP3294709A1 (enExample)
JP (1) JP2018520994A (enExample)
KR (1) KR20180005688A (enExample)
CN (1) CN107835801A (enExample)
AU (1) AU2016262355B2 (enExample)
BR (1) BR112017023973A2 (enExample)
CA (1) CA2984898A1 (enExample)
MX (1) MX394864B (enExample)
MY (1) MY182718A (enExample)
SG (1) SG11201708358SA (enExample)
WO (1) WO2016182711A1 (enExample)

Families Citing this family (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US12186690B2 (en) * 2011-05-25 2025-01-07 Cidra Corporate Services Inc. Polymer coating for selective separation of hydrophobic particles in aqueous slurry
CN107771191B (zh) 2015-06-17 2020-08-28 科莱恩国际有限公司 作为水泥浆中的降失水剂的水溶性或水溶胀性聚合物
WO2018108609A1 (en) 2016-12-12 2018-06-21 Clariant International Ltd Polymer comprising certain level of bio-based carbon
CN110300573B (zh) 2016-12-12 2023-07-25 科莱恩国际有限公司 生物基聚合物在化妆、皮肤病学或药物学组合物中的用途
EP3554644B1 (en) 2016-12-15 2025-03-19 Clariant International Ltd Water-soluble and/or water-swellable hybrid polymer
ES3017507T3 (en) 2016-12-15 2025-05-13 Clariant Int Ltd Water-soluble and/or water-swellable hybrid polymer
EP3554643B1 (en) 2016-12-15 2025-03-19 Clariant International Ltd Water-soluble and/or water-swellable hybrid polymer
US11339241B2 (en) 2016-12-15 2022-05-24 Clariant International Ltd. Water-soluble and/or water-swellable hybrid polymer
CN108586642A (zh) * 2018-05-17 2018-09-28 浙江大学 一种脱除含硫酯基团聚合物胶乳中硫酯基团的方法
FR3088067B1 (fr) * 2018-11-06 2020-11-06 S N F Sa Procede de synthese de polymeres par polymerisation radicalaire controlee en emulsion inverse
US11827842B2 (en) 2020-10-26 2023-11-28 Ecolab Usa Inc. Calcite scale control agent for geothermal wells
WO2022169955A1 (en) 2021-02-04 2022-08-11 Saudi Arabian Oil Company Cement slurries, cured cement and methods of making and use thereof
US11827732B2 (en) 2021-02-04 2023-11-28 Saudi Arabian Oil Company Amphiphilic branched copolymer drilling additive
WO2022170020A1 (en) 2021-02-04 2022-08-11 Saudi Arabian Oil Company Branched block copolymer for enhanced oil recovery in sandstone formations
WO2022169683A1 (en) 2021-02-04 2022-08-11 Saudi Arabian Oil Company Drilling fluids and methods of making and use thereof
WO2023052125A1 (en) 2021-09-30 2023-04-06 Basf Se Preparation raft-mediated seed in aqueous phase and emulsion polymerization by using raft-mediated seed
WO2024231339A1 (en) 2023-05-11 2024-11-14 Byk-Chemie Gmbh Process for preparing block copolymer

Family Cites Families (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US1939692A (en) * 1928-05-04 1933-12-19 Kelly Springfield Tire Company Accelerator for rubber vulcanization
US3860641A (en) * 1972-10-21 1975-01-14 Akzo Nv Process for the production of thioglycolic acid, beta-mercaptopropionic acid or salts thereof
US6596899B1 (en) * 2000-02-16 2003-07-22 Noveon Ip Holdings Corp. S,S′BIS-(α, α′-DISUBSTITUTED-α″-ACETIC ACID)- TRITHIOCARBONATES AND DERIVATIVES AS INITIATOR-CHAIN TRANSFER AGENT-TERMINATOR FOR CONTROLLED RADICAL POLYMERIZATIONS AND THE PROCESS FOR MAKING THE SAME
CA2470522C (en) * 2001-12-21 2012-05-01 University Of Sydney Aqueous dispersions of polymer particles
FR2868068B1 (fr) * 2004-03-29 2006-07-14 Coatex Soc Par Actions Simplif Nouveaux composes soufres : utilisation comme agent de transfert pour la polymerisation radicalaire controlee de l'acide acrylique, polymeres obtenus et leurs applications
FR2842814B1 (fr) * 2002-07-26 2004-10-22 Coatex Sas Procede de polymerisation radicalaire controlee de l'acide acrylique et de ses sels, les polymeres obtenus, et leurs applications.
JP2008534694A (ja) * 2005-03-31 2008-08-28 株式会社日本触媒 (メタ)アクリル酸系共重合体、その製造方法およびその用途
EP2182011A1 (de) * 2008-10-29 2010-05-05 Basf Se Verfahren zur Herstellung von wässrigen Polyacrylsäurelösungen mittels kontrollierter radikalischer Polymerisation
CN102070742B (zh) 2010-12-22 2013-01-02 广州立白企业集团有限公司 一种raft法水相合成丙烯酸-马来酸酐共聚物的方法
CN102504071B (zh) * 2011-10-27 2013-12-04 中科院广州化学有限公司 高分子量且分子量分布窄的聚甲基丙烯酸甲酯的制备方法
PL2712895T3 (pl) * 2012-09-26 2016-11-30 Stabilne reologicznie zawiesiny wodne materiałów mineralnych, zawierające polimery organiczne o zmniejszonej zawartości lotnych związków organicznych (voc)
IN2015MN00420A (enExample) * 2012-09-26 2015-09-04 Coatex Sas
FR3013711B1 (fr) * 2013-11-26 2015-12-11 Coatex Sas Procede de polymerisation de l'acide (meth)acrylique en solution, solutions de polymeres obtenues et leurs utilisations
FR3015490B1 (fr) * 2013-12-20 2016-01-15 Coatex Sas Procede de polymerisation de l'acide (meth)acrylique en solution

Also Published As

Publication number Publication date
JP2018520994A (ja) 2018-08-02
US20180111900A1 (en) 2018-04-26
CN107835801A (zh) 2018-03-23
SG11201708358SA (en) 2017-11-29
WO2016182711A1 (en) 2016-11-17
US10280101B2 (en) 2019-05-07
AU2016262355B2 (en) 2020-10-08
EP3294709A1 (en) 2018-03-21
KR20180005688A (ko) 2018-01-16
MX394864B (es) 2025-03-24
MX2017013717A (es) 2018-03-02
MY182718A (en) 2021-02-03
AU2016262355A1 (en) 2017-11-02
BR112017023973A2 (pt) 2018-07-17

Similar Documents

Publication Publication Date Title
US10280101B2 (en) Water soluble chain transfer agents
CN114787126B (zh) 新型磺基甜菜碱单体、其制备方法及其用途
AU2010210449B2 (en) Novel multifunctional azo initiators for free radical polymerizations: methods of preparation
RU2003129272A (ru) Способ управляемой радикальной полимеризации акриловой кислоты и ее солей, полученные полимеры с низкой полидисперсностью и их применение
JP2010513648A (ja) メタクリレート単位に基づくコポリマー、その調製方法及びその用途
JP2011530640A (ja) アルカリ媒体に可溶な両親媒性の勾配コポリマーの合成方法
JP5095942B2 (ja) 制御したラジカル重合用のS−(α,α’−二置換−α”−酢酸)置換ジチオカーボネート誘導体、方法およびそれから製造したポリマー
SK3112003A3 (en) Method for block polymer synthesis by controlled radical polymerisation in the presence of a disulphide compound
BRPI0416513B1 (pt) Copolímero compreendendo óxido de polialquileno e nitrogênio quaternizado, e, uso do mesmo”
US4319014A (en) Acid stable surfactant
AU752670B2 (en) Method of macromonomer synthesis
US20070088140A1 (en) Low odor chain transfer agents for controlled radical polymerization
JP7435710B2 (ja) 水溶性ポリマーの製造方法
KR20070029629A (ko) N,n-디알릴아민 유도체에 기초한 중합체, 그 제조 및용도
JP6298646B2 (ja) カルボキシル基含有共重合体
US5108622A (en) Block copolymers for sludge dewatering and a polymeric initiator for their preparation
EP1778611A2 (en) Associative thickeners for aqueous systems
JP4961707B2 (ja) 樹脂の合成法
JP6077902B2 (ja) 両性重合体及びその製造方法
EP0472352B1 (en) Sludge treatment
JP7347983B2 (ja) 樹脂エマルジョンの化学的安定性向上剤および樹脂エマルジョン
US11220567B2 (en) Hydrophobically modified acrylic rheology modifiers having high carbon number hydrophobes
JP2015150489A (ja) 製紙廃水の一次処理用有機凝結剤

Legal Events

Date Code Title Description
EEER Examination request

Effective date: 20210401