Sequence-Regulated Polymers via Combination of Orthogonal Passerini Three-Component Reaction and Thiol-ene Reaction

被引：0

作者：

Zhang, Jian ^{[1
]}

Deng, Xin-Xing ^{[1
]}

Du, Fu-Sheng ^{[1
]}

Li, Zi-Chen ^{[1
]}

机构：

[1] Peking Univ, Coll Chem & Mol Engn, Dept Polymer Sci & Engn, Key Lab Polymer Chem & Phys,Minist Educ, Beijing 100871, Peoples R China

来源：

SEQUENCE-CONTROLLED POLYMERS: SYNTHESIS, SELF-ASSEMBLY, AND PROPERTIES | 2014年 / 1170卷

关键词：

POLYMERIZATION; COPOLYMERS; CHEMISTRY; MONOMERS;

D O I：

暂无

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The present work describes a facile approach to sequence-regulated polymers via a combination of orthogonal Passerini three-component reaction and thiol-ene reaction. The first step was the synthesis of an am-diene compound via the Passerini three-component reaction of 1, 6-diisocyanohexane with 10-undecylenic acid and a monoaldehyde. In the second step, thiol-ene reaction of this diene compound with 3-mercaptopropionic acid converted the dienes to dicarboxylic acids. Finally, these dicarboxylic acid monomers were copolymerized with 1, 6-diisocyanohexane and another monoaldehyde to get polymers, each repeating unit of which contains four different side groups in an AABB sequence.

引用

页码：223 / 234

页数：12

共 30 条

[1] Sequence control in polymer synthesis [J].

Badi, Nezha ;

Lutz, Jean-Francois .

CHEMICAL SOCIETY REVIEWS, 2009, 38 (12) :3383-3390

[2] Synthesis of Single-Chain Sugar Arrays [J].

Baradel, Nathalie ;

Fort, Sebastien ;

Halila, Sami ;

Badi, Nezha ;

Lutz, Jean-Francois .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (08) :2335-2339

[3] Sequence Regulated Poly(ester-amide)s Based on Passerini Reaction [J].

Deng, Xin-Xing ;

Li, Lei ;

Li, Zi-Long ;

Lv, An ;

Du, Fu-Sheng ;

Li, Zi-Chen .

ACS MACRO LETTERS, 2012, 1 (11) :1300-1303

[4] Kinetic Modeling of Radical Thiol-Ene Chemistry for Macromolecular Design: Importance of Side Reactions and Diffusional Limitations [J].

Derboven, Pieter ;

D'hooge, Dagmar R. ;

Stamenovic, Milan M. ;

Espeel, Pieter ;

Marin, Guy B. ;

Du Prez, Filip E. ;

Reyniers, Marie-Francoise .

MACROMOLECULES, 2013, 46 (05) :1732-1742

[5] Multifunctionalized Sequence-Defined Oligomers from a Single Building Block [J].

Espeel, Pieter ;

Carrette, Lieselot L. G. ;

Bury, Katarzyna ;

Capenberghs, Sven ;

Martins, Jose C. ;

Du Prez, Filip E. ;

Madder, Annemieke .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (50) :13261-13264

[6] The convergence of synthetic organic and polymer chemistries [J].

Hawker, CJ ;

Wooley, KL .

SCIENCE, 2005, 309 (5738) :1200-1205

[7] Sequence-Regulated Radical Polymerization with a Metal-Templated Monomer: Repetitive ABA Sequence by Double Cyclopolymerization [J].

Hibi, Yusuke ;

Ouchi, Makoto ;

Sawamoto, Mitsuo .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (32) :7434-7437

[8] Design of AB divinyl "template monomers'' toward alternating sequence control in metal-catalyzed living radical polymerization [J].

Hibi, Yusuke ;

Tokuoka, Shinsuke ;

Terashima, Takaya ;

Ouchi, Makoto ;

Sawamoto, Mitsuo .

POLYMER CHEMISTRY, 2011, 2 (02) :341-347

[9] Thiol-click chemistry: a multifaceted toolbox for small molecule and polymer synthesis [J].

Hoyle, Charles E. ;

Lowe, Andrew B. ;

Bowman, Christopher N. .

CHEMICAL SOCIETY REVIEWS, 2010, 39 (04) :1355-1387

[10] Thiol-Ene Click Chemistry [J].

Hoyle, Charles E. ;

Bowman, Christopher N. .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (09) :1540-1573

← 1 2 3 →