Synthesis of Functional Polyesters N-(2,3-epoxypropyl)-4,5,6,7-tetrahydroindole by Anionic Ring-Opening Polymerization

被引:1
|
作者
Markova, Marina [1 ]
Emel'yanov, Artem [1 ]
Tatarinova, Inna [1 ]
Pozdnyakov, Alexander [1 ]
机构
[1] Russian Acad Sci, AE Favorsky Irkutsk Inst Chem, Siberian Branch, 1 Favorsky Str, Irkutsk 664033, Russia
关键词
N-(2; 3-epoxypropyl)-4; 5; 6; 7-tetrahydroindole; anionic homopolymerization; anionic copolymerization; ethylene glycol methylglycidyl ether; ethylene glycol vinylglycidyl ether; EPOXIDES;
D O I
10.3390/polym14204467
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
The functional polyethers of N-(2,3-epoxypropyl)-4,5,6,7-tetrahydroindole (in up to 61% yield, M-w = 8.7-11.7 kDa) and copolymers with ethylene glycol methylglycidyl ether (M-w = 5.6-14.2 kDa) and ethylene glycol vinylglycidyl ether (M-w = 6.4-12.3 kDa) have been synthesized via anionic ring-opening polymerization in the presence of KOH without solvent. The polymerization involves the opening of the epoxy ring to deliver the linear polyethers bearing free tetrahydroindole rings and oxyethylene or vinyloxy groups in the side chain. The polyethers are soluble in ethanol, benzene, chloroform, dioxane, DMF, and DMSO. The polyethers obtained exhibit the properties of high-resistance organic semiconductors: their electrical conductivity reaches 10(-14) S/cm.
引用
收藏
页数:12
相关论文
共 50 条
  • [1] One-pot synthesis of N-substituted 2-methyl-4,5,6,7-tetrahydroindole derivatives
    Tanyeli, C
    Akhmedov, IM
    Yazicioglu, EY
    [J]. TETRAHEDRON LETTERS, 2004, 45 (52) : 9627 - 9629
  • [2] REACTION OF N-ACYL SALTS OF HETEROAROMATIC CATIONS WITH 4,5,6,7-TETRAHYDROINDOLE - POSSIBLE WAY TO 2-HETERYLINDOLES
    NELIN, YN
    SHEINKMAN, AK
    MIKHALYOVA, AI
    TROFIMOV, BA
    [J]. KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1978, (02): : 167 - 169
  • [3] STUDY OF REACTIVITY OF "4-OXO-4,5,6,7-TETRAHYDROBENZOFURANS .4. FORMATION OF 4-OXO-4,5,6,7-TETRAHYDROINDOLE AND OF 4,5-DIHYDROPYRRO[2,3-C]ACRIDINE
    TAKAGI, K
    KOBAYASH.N
    UEDA, T
    [J]. BULLETIN DE LA SOCIETE CHIMIQUE DE FRANCE PARTIE II-CHIMIE MOLECULAIRE ORGANIQUE ET BIOLOGIQUE, 1973, (9-10): : 2807 - 2809
  • [4] SYNTHESIS AND SPECTRAL PROPERTIES OF THE 1-ARYL-2-PHENYL-4-OXO-4,5,6,7-TETRAHYDROINDOLE OXIMES AND OF THEIR BECKMANN REARRANGEMENT PRODUCTS
    DAGHER, C
    HANNA, R
    TERENTIEV, PB
    BOUNDEL, YG
    MAKSIMOV, BI
    KULIKOV, NS
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 1983, 20 (04) : 989 - 993
  • [5] PYRROLES FROM KETOXIMES AND ACETYLENE .2. FULL HYDROGENATION OF 4,5,6,7-TETRAHYDROINDOLE AND ITS N-VINYL DERIVATIVE
    TROFIMOV, BA
    KOROSTOVA, SY
    BALABANOVA, LN
    MIKHALYOVA, AI
    VASILYEV, AN
    [J]. KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1978, (03): : 347 - 349
  • [6] Anionic and cationic ring-opening polymerization of 2,2,4,4,6,6-hexamethyl-8,8-divinylcyclotetrasiloxane
    Teng, CJ
    Weber, WP
    Cai, GP
    [J]. MACROMOLECULES, 2003, 36 (14) : 5126 - 5130
  • [7] Synthesis and characterization of star-branched polyamide 6 via anionic ring-opening polymerization with N,N′, N"-trimesoyltricaprolactam as a multifunctional activator
    Zhu, Ning
    Gong, Hua
    Han, Wei
    Zeng, Wen-Bo
    Wang, Hai-Xin
    Fang, Zheng
    Li, Xin
    Zhang, Kai
    Li, Zhen-Jiang
    Guo, Kai
    [J]. CHINESE CHEMICAL LETTERS, 2015, 26 (11) : 1389 - 1392
  • [8] Synthesis and characterization of star-branched polyamide 6 via anionic ring-opening polymerization with N,N',N''-trimesoyltricaprolactam as a multifunctional activator
    Ning Zhu
    Hua Gong
    Wei Han
    Wen-Bo Zeng
    Hai-Xin Wang
    Zheng Fang
    Xin Li
    Kai Zhang
    Zhen-Jiang Li
    Kai Guo
    [J]. Chinese Chemical Letters, 2015, (11) : 1389 - 1392
  • [9] NYLON 6/TiO2 COMPOSITES BY IN SITU ANIONIC RING-OPENING POLYMERIZATION OF ε-CAPROLACTAM: SYNTHESIS, CHARACTERIZATION, AND PROPERTIES
    Rusu, Gheorghe
    Rusu, Elena
    [J]. INTERNATIONAL JOURNAL OF POLYMER ANALYSIS AND CHARACTERIZATION, 2011, 16 (08) : 561 - 583
  • [10] Synthesis and attempted ring-opening metathesis polymerization of 1,2,5,6,-tetramethylcyclooctatetraene.
    Wong, BJ
    Watson, KJ
    Kong, CS
    Nguyen, ST
    [J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1999, 217 : U412 - U412