PL430174A1 - ATRP radical polymerization initiator, method of its synthesis and method of synthesis of low-dispersion polymers and copolymers using this initiator - Google Patents

ATRP radical polymerization initiator, method of its synthesis and method of synthesis of low-dispersion polymers and copolymers using this initiator

Info

Publication number
PL430174A1
PL430174A1 PL430174A PL43017419A PL430174A1 PL 430174 A1 PL430174 A1 PL 430174A1 PL 430174 A PL430174 A PL 430174A PL 43017419 A PL43017419 A PL 43017419A PL 430174 A1 PL430174 A1 PL 430174A1
Authority
PL
Poland
Prior art keywords
initiator
synthesis
functional group
substituent
radical polymerization
Prior art date
Application number
PL430174A
Other languages
Polish (pl)
Other versions
PL243003B1 (en
Inventor
Elżbieta MEGIEL
Jan Romański
Magdalena Fedorczyk
Original Assignee
Uniwersytet Warszawski
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 Uniwersytet Warszawski filed Critical Uniwersytet Warszawski
Priority to PL430174A priority Critical patent/PL243003B1/en
Priority to PCT/PL2020/000052 priority patent/WO2020246902A1/en
Publication of PL430174A1 publication Critical patent/PL430174A1/en
Publication of PL243003B1 publication Critical patent/PL243003B1/en

Links

Classifications

    • 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
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/16—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms
    • C07C233/17—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom
    • C07C233/18—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom having the carbon atom of the carboxamide group bound to a hydrogen atom or to a carbon atom of an acyclic saturated carbon skeleton
    • 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
    • C08F2438/01—Atom Transfer Radical Polymerization [ATRP] or reverse ATRP
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Graft Or Block Polymers (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Przedmiotem zgłoszenia jest inicjator polimeryzacji rodnikowej ATRP posiadający grupę funkcyjną z podstawnikiem aktywnym w procesie polimeryzacji, charakteryzujący się tym, że jest to inicjator dwufunkcyjny o wzorze, który zawiera co najmniej dwie grupy funkcyjne przedzielone ugrupowaniem węglowodorowym Y, gdzie pierwsza grupa funkcyjna posiada podstawnik aktywny X, a druga grupa funkcyjna posiada grupę zabezpieczającą Z, którą można chemicznie modyfikować, takim samym lub innym podstawnikiem niż podstawnik aktywny X występujący w pierwszej grupie funkcyjnej. Zgłoszenie obejmuje też sposób otrzymywania inicjatora 2-chloro-N-(2-hydroksyetylo)propionamidu, NCPAE, znamienny tym, że etanoloaminę poddaje się reakcji acylowania za pomocą chlorku 2-chloropropionylu w obecności trietyloaminy (TEA), przy czym reakcję prowadzi się w atmosferze obojętnej, w temperaturze pokojowej, a pożądany związek otrzymuje się z wydajnością około 90%.The subject of the application is an ATRP radical polymerization initiator having a functional group with a substituent active in the polymerization process, characterized in that it is a difunctional initiator of the formula that contains at least two functional groups separated by a hydrocarbon moiety Y, where the first functional group has an active substituent X, and the second functional group has a protecting group Z that can be chemically modified with the same or a different substituent than the active substituent X of the first functional group. The application also covers the preparation of the initiator of 2-chloro-N- (2-hydroxyethyl) propionamide, NCPAE, characterized in that ethanolamine is acylated with 2-chloropropionyl chloride in the presence of triethylamine (TEA), the reaction being carried out in an atmosphere at room temperature and the desired compound is obtained in about 90% yield.

PL430174A 2019-06-07 2019-06-07 ATRP radical polymerization initiator, method of its synthesis and method of synthesis of low dispersion homopolymers and block copolymers using this initiator PL243003B1 (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
PL430174A PL243003B1 (en) 2019-06-07 2019-06-07 ATRP radical polymerization initiator, method of its synthesis and method of synthesis of low dispersion homopolymers and block copolymers using this initiator
PCT/PL2020/000052 WO2020246902A1 (en) 2019-06-07 2020-06-08 An initiator of atrp radical polymerisation, a method of its synthesis, and a method of synthesis of low-dispersion polymer and copolymer using this initiator

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PL430174A PL243003B1 (en) 2019-06-07 2019-06-07 ATRP radical polymerization initiator, method of its synthesis and method of synthesis of low dispersion homopolymers and block copolymers using this initiator

Publications (2)

Publication Number Publication Date
PL430174A1 true PL430174A1 (en) 2020-12-14
PL243003B1 PL243003B1 (en) 2023-06-05

Family

ID=71899805

Family Applications (1)

Application Number Title Priority Date Filing Date
PL430174A PL243003B1 (en) 2019-06-07 2019-06-07 ATRP radical polymerization initiator, method of its synthesis and method of synthesis of low dispersion homopolymers and block copolymers using this initiator

Country Status (2)

Country Link
PL (1) PL243003B1 (en)
WO (1) WO2020246902A1 (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN115106025B (en) * 2022-05-30 2023-08-18 安阳九天精细化工有限责任公司 Environment-friendly and energy-saving dimethylformamide production device and production method
CN115536883B (en) * 2022-10-19 2023-11-03 浙江理工大学 2D multilayer lamellar micelle and preparation method thereof

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0947527A1 (en) * 1998-04-03 1999-10-06 The B.F. Goodrich Company Waterborne block copolymers and process for making the same
WO2007083097A1 (en) * 2006-01-17 2007-07-26 Warwick Effect Polymers Ltd. Living radical polymerisation process

Also Published As

Publication number Publication date
PL243003B1 (en) 2023-06-05
WO2020246902A1 (en) 2020-12-10

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