WO2019202262A3 - Alcoxyamines oligomeres - Google Patents

Alcoxyamines oligomeres Download PDF

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Publication number
WO2019202262A3
WO2019202262A3 PCT/FR2019/050918 FR2019050918W WO2019202262A3 WO 2019202262 A3 WO2019202262 A3 WO 2019202262A3 FR 2019050918 W FR2019050918 W FR 2019050918W WO 2019202262 A3 WO2019202262 A3 WO 2019202262A3
Authority
WO
WIPO (PCT)
Prior art keywords
alkoxyamines
oligomeric
relates
present
new family
Prior art date
Application number
PCT/FR2019/050918
Other languages
English (en)
Other versions
WO2019202262A2 (fr
Inventor
Anne-Laure BROCAS
Sylvain Bourrigaud
Sylvie Cazaumayou
Ilias Iliopoulos
Original Assignee
Arkema France
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 Arkema France filed Critical Arkema France
Priority to US17/046,603 priority Critical patent/US11814336B2/en
Priority to EP19773137.5A priority patent/EP3781546A2/fr
Priority to CN201980026307.XA priority patent/CN111989310A/zh
Priority to KR1020207029722A priority patent/KR20200132955A/ko
Priority to SG11202010063RA priority patent/SG11202010063RA/en
Priority to JP2020557225A priority patent/JP2021522174A/ja
Priority to CA3095694A priority patent/CA3095694A1/fr
Publication of WO2019202262A2 publication Critical patent/WO2019202262A2/fr
Publication of WO2019202262A3 publication Critical patent/WO2019202262A3/fr

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C239/00Compounds containing nitrogen-to-halogen bonds; Hydroxylamino compounds or ethers or esters thereof
    • C07C239/08Hydroxylamino compounds or their ethers or esters
    • C07C239/20Hydroxylamino compounds or their ethers or esters having oxygen atoms of hydroxylamino groups etherified
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C239/00Compounds containing nitrogen-to-halogen bonds; Hydroxylamino compounds or ethers or esters thereof
    • C07C239/08Hydroxylamino compounds or their ethers or esters
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02Phosphorus compounds
    • C07F9/28Phosphorus compounds with one or more P—C bonds
    • C07F9/38Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
    • C07F9/40Esters thereof
    • C07F9/4003Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
    • C07F9/4006Esters of acyclic acids which can have further substituents on alkyl
    • 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
    • C08F2/00Processes of polymerisation
    • C08F2/04Polymerisation in solution
    • C08F2/06Organic solvent
    • 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
    • C08F2/00Processes of polymerisation
    • C08F2/38Polymerisation using regulators, e.g. chain terminating agents, e.g. telomerisation
    • 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
    • C08F20/00Homopolymers and 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
    • C08F20/02Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
    • C08F20/10Esters
    • C08F20/12Esters of monohydric alcohols or phenols
    • C08F20/16Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
    • C08F20/18Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
    • 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
    • C08F220/00Copolymers 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
    • C08F220/02Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10Esters
    • C08F220/12Esters of monohydric alcohols or phenols
    • C08F220/14Methyl esters, e.g. methyl (meth)acrylate
    • 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
    • C08F4/00Polymerisation catalysts
    • 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
    • C08F8/40Introducing phosphorus atoms or phosphorus-containing groups
    • 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
    • C08F220/00Copolymers 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
    • C08F220/02Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10Esters
    • C08F220/12Esters of monohydric alcohols or phenols
    • C08F220/16Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
    • C08F220/18Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
    • C08F220/1804C4-(meth)acrylate, e.g. butyl (meth)acrylate, isobutyl (meth)acrylate or tert-butyl (meth)acrylate
    • 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
    • C08F2438/00Living radical polymerisation
    • C08F2438/01Atom Transfer Radical Polymerization [ATRP] or reverse ATRP
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/16Nitrogen-containing compounds
    • C08K5/32Compounds containing nitrogen bound to oxygen

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Materials Engineering (AREA)
  • Engineering & Computer Science (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
  • Polymerisation Methods In General (AREA)
  • Polymerization Catalysts (AREA)

Abstract

Alcoxyamines oligomères La présente invention concerne une nouvelle famille d'alcoxyamines présentant une meilleure stabilité au stockage, notamment en présence de monomères et/ou de solvant. En particulier, la présente invention concerne une nouvelle famille d'alcoxyamines oligomères, obtenues par addition d'une ou plusieurs entités monomériques sur une alcoxyamine.
PCT/FR2019/050918 2018-04-19 2019-04-17 Alcoxyamines oligomeres WO2019202262A2 (fr)

Priority Applications (7)

Application Number Priority Date Filing Date Title
US17/046,603 US11814336B2 (en) 2018-04-19 2019-04-17 Oligomeric alkoxy amines
EP19773137.5A EP3781546A2 (fr) 2018-04-19 2019-04-17 Alcoxyamines oligomeres
CN201980026307.XA CN111989310A (zh) 2018-04-19 2019-04-17 低聚烷氧基胺
KR1020207029722A KR20200132955A (ko) 2018-04-19 2019-04-17 올리고머성 알콕시아민
SG11202010063RA SG11202010063RA (en) 2018-04-19 2019-04-17 Oligomeric alkoxyamines
JP2020557225A JP2021522174A (ja) 2018-04-19 2019-04-17 オリゴマーアルコキサミン
CA3095694A CA3095694A1 (fr) 2018-04-19 2019-04-17 Alcoxyamines oligomeres

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR1853448 2018-04-19
FR1853448A FR3080374B1 (fr) 2018-04-19 2018-04-19 Alcoxyamines oligomeres

Publications (2)

Publication Number Publication Date
WO2019202262A2 WO2019202262A2 (fr) 2019-10-24
WO2019202262A3 true WO2019202262A3 (fr) 2020-02-27

Family

ID=62874947

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/FR2019/050918 WO2019202262A2 (fr) 2018-04-19 2019-04-17 Alcoxyamines oligomeres

Country Status (9)

Country Link
US (1) US11814336B2 (fr)
EP (1) EP3781546A2 (fr)
JP (1) JP2021522174A (fr)
KR (1) KR20200132955A (fr)
CN (1) CN111989310A (fr)
CA (1) CA3095694A1 (fr)
FR (1) FR3080374B1 (fr)
SG (1) SG11202010063RA (fr)
WO (1) WO2019202262A2 (fr)

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1325521A (fr) * 1962-06-20 1963-04-26 American Cyanamid Co Nouveaux dérivés oxygénés nu,nu-disubstitués par des groupes tertiaires et procédés pour les préparer
JPS6089452A (ja) * 1983-07-11 1985-05-20 コモンウエルス サイエンテイフイツク アンド インダストリアル リサ−チ オ−ガニゼ−シヨン 遊離基重合開始用化合物
WO2016097646A1 (fr) * 2014-12-18 2016-06-23 Arkema France Polymerisation radicalaire d'alcoxyamines a basse temperature

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2843393B1 (fr) * 2002-08-07 2005-12-30 Atofina Alcoxyamines issues de nitroxydes b-phosphore, leur utilisation en polymerisation radicalaire
FR2898126B1 (fr) * 2006-03-02 2008-05-09 Arkema Sa Nouvelles alcoxyamines, leur procede de preparation et leur utilisation en polymerisation radicalaire
FR2898127B1 (fr) * 2006-03-02 2008-07-11 Arkema Sa Procede de polymerisation ou copolymerisation radicalaire controlee d'un ou plusieurs monomeres en presence d'un amorceur de type alcoxyamine
FR2974094A1 (fr) * 2011-04-15 2012-10-19 Arkema France Procede de preparation de surfaces

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1325521A (fr) * 1962-06-20 1963-04-26 American Cyanamid Co Nouveaux dérivés oxygénés nu,nu-disubstitués par des groupes tertiaires et procédés pour les préparer
JPS6089452A (ja) * 1983-07-11 1985-05-20 コモンウエルス サイエンテイフイツク アンド インダストリアル リサ−チ オ−ガニゼ−シヨン 遊離基重合開始用化合物
WO2016097646A1 (fr) * 2014-12-18 2016-06-23 Arkema France Polymerisation radicalaire d'alcoxyamines a basse temperature

Non-Patent Citations (5)

* Cited by examiner, † Cited by third party
Title
BENJAMIN C. GIGLIO ET AL: "Metal-Free, Aerobic Dioxygenation of Alkenes Using Simple Hydroxamic Acid Derivatives", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 133, no. 34, 31 August 2011 (2011-08-31), pages 13320 - 13322, XP055550659, ISSN: 0002-7863, DOI: 10.1021/ja206306f *
CONNOLLY T J ET AL: "Reactions of the "Stable" Nitroxide Radical TEMPO. Relevance to "Living" Free Radical Polymerizations and Autopolymerization of Styrene", TETRAHEDRON LETTERS, ELSEVIER, AMSTERDAM, NL, vol. 38, no. 7, 17 February 1997 (1997-02-17), pages 1133 - 1136, XP004034216, ISSN: 0040-4039, DOI: 10.1016/S0040-4039(96)02461-6 *
GRAHAM E. GARRETT ET AL: "Reactivity of Polyolefins toward Cumyloxy Radical: Yields and Regioselectivity of Hydrogen Atom Transfer", MACROMOLECULES, vol. 47, no. 2, 10 January 2014 (2014-01-10), US, pages 544 - 551, XP055522148, ISSN: 0024-9297, DOI: 10.1021/ma402177v *
TOMOYUKI NAKAMURA ET AL: "Free Radical Initiation Mechanisms in the Polymerization of Methyl Methacrylate and Styrene with 1,1,3,3-Tetramethylbutyl Peroxypivalate: Addition of Neopentyl Radicals", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 119, no. 45, November 1997 (1997-11-01), pages 10987 - 10991, XP055522143, ISSN: 0002-7863, DOI: 10.1021/ja972240t *
XIAO-FENG XIA ET AL: "Catalyst-Controlled Dioxygenation of Olefins: An Approach to Peroxides, Alcohols, and Ketones", JOURNAL OF ORGANIC CHEMISTRY, vol. 80, no. 11, 19 May 2015 (2015-05-19), pages 5572 - 5580, XP055550548, ISSN: 0022-3263, DOI: 10.1021/acs.joc.5b00460 *

Also Published As

Publication number Publication date
WO2019202262A2 (fr) 2019-10-24
CN111989310A (zh) 2020-11-24
SG11202010063RA (en) 2020-11-27
US11814336B2 (en) 2023-11-14
EP3781546A2 (fr) 2021-02-24
FR3080374A1 (fr) 2019-10-25
JP2021522174A (ja) 2021-08-30
KR20200132955A (ko) 2020-11-25
US20210139415A1 (en) 2021-05-13
FR3080374B1 (fr) 2020-11-06
CA3095694A1 (fr) 2019-10-24

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