Synthesis of stereoregular poly[(2S,3S)-benzyl beta 3-methylmalate]

被引：8

作者：

Mabille, C ^{[1
]}

Masure, M ^{[1
]}

Hemery, P ^{[1
]}

Guerin, P ^{[1
]}

机构：

[1] UNIV PARIS 12, UMR 27 CNRS, LAB PHYSIOCHIM BIOPOLYMERES, F-94320 THIAIS, FRANCE

来源：

MACROMOLECULAR RAPID COMMUNICATIONS | 1996年 / 17卷 / 04期

关键词：

D O I：

10.1002/marc.1996.030170403

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 asymmetric lactone (3S,4R)-3-methyl-4-benzyloxycarbonyl-2-oxetanone (6) was anionically polymerized to give an insoluble, crystalline, highly isotactic polymer with (2S, 3S)-benzyl beta-3-methylmalate repeating units. Solubility was achieved by copolymerization of 6 with the racemic (R, S)-butyl malolactonate (7). The semicrystalline copolymer was characterized ((M) over bar(n) = 107000, T-g = 29,6 degrees C, T-m = 161 degrees C, [alpha] = 1,5 deg . dm(-1). g(-1). cm(-1)) and its stereosequence investigated by C-13 NMR.

引用

页码：209 / 216

页数：8

共 14 条

[1] ENZYMIC PREPARATION AND CHARACTERIZATION OF AN ALPHA-L-BETA-METHYLASPARTIC ACID [J].

BARKER, HA ;

SMYTH, RD ;

WAWSZKIEWICZ, EJ ;

LEE, MN ;

WILSON, RM .

ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS, 1958, 78 (02) :468-476

[2]

BOUTAULT K, 1995, THESIS NANTES

[3] POLY(BETA-3-METHYLMALIC ACID) - A NEW DEGRADABLE FUNCTIONAL POLYESTER WITH 2 STEREOGENIC CENTERS IN THE MAIN-CHAIN [J].

CAMMAS, S ;

RENARD, I ;

GIRAULT, JP ;

GUERIN, P .

POLYMER BULLETIN, 1994, 33 (02) :149-158

[4]

CAMMAS S, 1994, STUD POLYM SCI, V12, P534

[5] A NOVEL SYNTHESIS OF OPTICALLY-ACTIVE 4-BENZYLOXYCARBONYL-2-OXETANONES AND 4-ALKYLOXYCARBONYL-2-OXETANONES [J].

CAMMAS, S ;

RENARD, I ;

BOUTAULT, K ;

GUERIN, P .

TETRAHEDRON-ASYMMETRY, 1993, 4 (08) :1925-1930

[6]

CAMMAS S, 1993, THESIS PARIS

[7] CLONING, SEQUENCING, AND EXPRESSION IN ESCHERICHIA-COLI OF THE CLOSTRIDIUM-TETANOMORPHUM GENE ENCODING BETA-METHYLASPARTASE AND CHARACTERIZATION OF THE RECOMBINANT PROTEIN [J].

GODA, SK ;

MINTON, NP ;

BOTTING, NP ;

GANI, D .

BIOCHEMISTRY, 1992, 31 (44) :10747-10756

[8]

GUERIN P, 1987, POLYM COMMUN, V28, P11

[9] BENZYL-ESTERS OF OPTICALLY-ACTIVE MALIC-ACID STEREOCOPOLYMERS AS OBTAINED BY RING-OPENING POLYMERIZATION OF (R)-(+) AND (S)-(-)-BENZYL MALOLACTONATES [J].

GUERIN, P ;

FRANCILLETTE, J ;

BRAUD, C ;

VERT, M .

MAKROMOLEKULARE CHEMIE-MACROMOLECULAR SYMPOSIA, 1986, 6 :305-314

[10] OPTICALLY-ACTIVE POLY (BETA-MALIC-ACID) [J].

GUERIN, P ;

VERT, M ;

BRAUD, C ;

LENZ, RW .

POLYMER BULLETIN, 1985, 14 (02) :187-192

← 1 2 →