Unexpected efficiency of cyclic amidine catalysts in depolymerizing poly(ethylene terephthalate)

被引：78

作者：

Fukushima, Kazuki ^{[1
,2
]}

Coady, Daniel J. ^{[1
]}

Jones, Gavin O. ^{[1
]}

Almegren, Hamid A. ^{[3
]}

Alabdulrahman, Abdullah M. ^{[3
]}

Alsewailem, Fares D. ^{[3
]}

Horn, Hans W. ^{[1
]}

Rice, Julia E. ^{[1
]}

Hedrick, James L. ^{[1
]}

机构：

[1] IBM Almaden Res Ctr, San Jose, CA 95120 USA

[2] Yamagata Univ, Dept Polymer Sci & Engn, Yonezawa, Yamagata 9928510, Japan

[3] King Abdul Aziz City Sci & Technol, Petrochem Res Inst, Riyadh 11442, Saudi Arabia

来源：

JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY | 2013年 / 51卷 / 07期

关键词：

degradation; monomer; organocatalysis; polyesters; RECYCLED PET; GLYCOLYSIS; PRODUCTS; WASTE; TEREPHTHALATE; KINETICS; RESIN;

D O I：

10.1002/pola.26530

中图分类号：

O63 [高分子化学（高聚物）];

学科分类号：

070305 ; 080501 ; 081704 ;

摘要：

This article describes studies on the catalytic activity of several nitrogen-based organic catalysts for the depolymerization of poly(ethylene terephthalate) (PET), in which a few cyclic amidines work more effectively than a potent, bifunctional guanidine-based catalyst 1,5,7-triazabicyclo-[4,4,0]-dec-5-ene (TBD) in the presence of short chain diols that play a role in activation of carbonyl groups through hydrogen bonding. Further studies prove that the catalytic efficiency at the above specific conditions depends only on the extent of activation of a hydroxyl group rather than simply the pKa of the bases. For glycolysis with excess short-chain alkanediols, 1,8-diazabicyclo[5.4.0]undec-7-ene is the best catalyst. In contrast, TBD shows outstanding catalytic activity in depolymerizations of PET with mono-alcohols and longer-chain diols. (c) 2013 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2013, 51, 1606-1611

引用

页码：1606 / 1611

页数：6

共 43 条

[1]

[Anonymous], 2009, 2008 US NAT POSTC PL

[2]

Bohnert G. W., 2009, U. S. Patent, Patent No. [7,473,758, 7473758]

[3] Chemical recycling of poly(ethylene terephthalate) (PET) by hydrolysis and glycolysis [J].

Carta, D ;

Cao, G ;

D'Angeli, C .

ENVIRONMENTAL SCIENCE AND POLLUTION RESEARCH, 2003, 10 (06) :390-394

[4] DEPOLYMERIZATION OF POLY(ETHYLENE-TEREPHTHALATE) RESIN UNDER PRESSURE [J].

CHEN, JY ;

OU, CF ;

HU, YC ;

LIN, CC .

JOURNAL OF APPLIED POLYMER SCIENCE, 1991, 42 (06) :1501-1507

[5] The reaction mechanism for the organocatalytic ring-opening polymerization of L-lactide using a guanidine-based catalyst: Hydrogen-bonded or covalently bound? [J].

Chuma, Anthony ;

Horn, Hans W. ;

Swope, William C. ;

Pratt, Russell C. ;

Zhang, Lei ;

Lohmeijer, Bas G. G. ;

Wade, Charles G. ;

Waymouth, Robert M. ;

Hedrick, James L. ;

Rice, Julia E. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (21) :6749-6754

[6] Catalytic insights into acid/base conjugates: highly selective bifunctional catalysts for the ring-opening polymerization of lactide [J].

Coady, Daniel J. ;

Fukushima, Kazuki ;

Horn, Hans W. ;

Rice, Julia E. ;

Hedrick, James L. .

CHEMICAL COMMUNICATIONS, 2011, 47 (11) :3105-3107

[7]

Connor D., 2006, US, Patent No. [2006/0148914 A1, 20060148914]

[8] Alkyd resins synthesized from glycolysis products of waste PET [J].

Ertas, K ;

Güclü, G .

POLYMER-PLASTICS TECHNOLOGY AND ENGINEERING, 2005, 44 (05) :783-794

[9]

Farahat MS, 2001, MACROMOL MATER ENG, V286, P695, DOI 10.1002/1439-2054(20011101)286:11<695::AID-MAME695>3.0.CO

[10]

2-V

← 1 2 3 4 5 →