One-Pot Depolymerization and Polycondensation of PET Based Random Oligo- and Polyesters

被引:47
作者
Karpati, Levente [1 ]
Fogarassy, Fanni [1 ]
Kovacsik, Daniel [1 ]
Vargha, Viktoria [1 ]
机构
[1] Budapest Univ Technol & Econ, Dept Phys Chem & Mat Sci, Lab Plast & Rubber Technol, Muegyetem Rkp 3HI, H-1111 Budapest, Hungary
关键词
One-pot reaction; Polyesters; Acido-alcoholysis; NMR; WASTE POLYETHYLENE TEREPHTHALATE; THERMAL-DEGRADATION; CHAIN EXTENSION; POLY(ETHYLENE-TEREPHTHALATE); GLYCOLYSIS; CATALYST; TRANSESTERIFICATION; BOTTLES; AMINOLYSIS; VIRGIN;
D O I
10.1007/s10924-019-01490-3
中图分类号
X [环境科学、安全科学];
学科分类号
08 ; 0830 ;
摘要
The glycolysis of PET is a promising well-developed technique that could be utilized in a wide range of processes. Due to its equilibrial nature, the high ratio of reagents and the purification steps it is an expensive process. In this study our goal was to modify the standard glycolysis to an easily modulateable method (acido-alcoholysis) suited for one-pot oligoester, polyester synthesis. Adipic acid was added to the depolymerization reaction to connect low molecular weighed components into oligoesters. PET depolymerization reaction series were carried out with ethylene-glycol/adipic acid and butane-1,4-diol/adipic acid to demonstrate the tuneability of these systems. The reaction products were thoroughly characterized with NMR, FTIR, TGA, DSC and functional group analysis. One-pot depolymerization-polycondensation reactions were engineered to produce unsaturated and saturated polyesters. The unsaturated polyesters were dissolved in styrene, cross-linked and moulded to be characterized with DMA. A decreasing tendency of the glass transition temperature and cross-link density were found in the function of the ratio of adipic acid used during the depolymerization step. Acido-alcoholysis proved to be a versatile technique that could be used to engineer oligoesters and polyesters. The reagent use can be minimalized, and the raw reaction products can be directly applied as mid-products.
引用
收藏
页码:2167 / 2181
页数:15
相关论文
共 58 条
[11]   (Mg-Zn)-Al layered double hydroxide as a regenerable catalyst for the catalytic glycolysis of polyethylene terephthalate [J].
Eshaq, Gh. ;
ElMetwally, A. E. .
JOURNAL OF MOLECULAR LIQUIDS, 2016, 214 :1-6
[12]   Advanced chemical recycling of poly(ethylene terephthalate) through organocatalytic aminolysis [J].
Fukushima, Kazuki ;
Lecuyer, Julien M. ;
Wei, Di S. ;
Horn, Hans W. ;
Jones, Gavin O. ;
Al-Megren, Hamid A. ;
Alabdulrahman, Abdullah M. ;
Alsewailem, Fares D. ;
McNeil, Melanie A. ;
Rice, Julia E. ;
Hedrick, James L. .
POLYMER CHEMISTRY, 2013, 4 (05) :1610-1616
[13]  
Guclu G, 1998, J APPL POLYM SCI, V69, P2311
[14]   An efficient recycling process of glycolysis of PET in the presence of a sustainable nanocatalyst [J].
Guo, Zengwei ;
Lindqvist, Karin ;
de la Motte, Hanna .
JOURNAL OF APPLIED POLYMER SCIENCE, 2018, 135 (21)
[15]   PREPARATION OF OLIGOESTER DIOLS BY ALCOHOLYTIC DESTRUCTION OF POLY(ETHYLENE-TEREPHTHALATE) [J].
HALACHEVA, N ;
NOVAKOV, P .
POLYMER, 1995, 36 (04) :867-874
[16]   Solid heterogeneous catalysts for transesterification of triglycerides with methanol: A review [J].
Helwani, Z. ;
Othman, M. R. ;
Aziz, N. ;
Kim, J. ;
Fernando, W. J. N. .
APPLIED CATALYSIS A-GENERAL, 2009, 363 (1-2) :1-10
[17]   Enhanced catalytic glycolysis conditions for chemical recycling of glycol-modified poly(ethylene terephthalate) [J].
Ho, Linh Nguyet Thi ;
Ngo, Dieu Minh ;
Cho, Jaeyoung ;
Jung, Hyun Min .
POLYMER DEGRADATION AND STABILITY, 2018, 155 :15-21
[18]   Novel Oligo-Ester-Ether-Diol Prepared by Waste Poly(ethylene terephthalate) Glycolysis and Its Use in Preparing Thermally Stable and Flame Retardant Polyurethane Foam [J].
Hoang, Cuong N. ;
Pham, Chi T. ;
Dang, Thu M. ;
DongQuy Hoang ;
Lee, Pyoung-Chan ;
Kang, Soo-Jung ;
Kim, Jinhwan .
POLYMERS, 2019, 11 (02)
[19]   The thermal degradation of PET and analogous polyesters measured by thermal analysis-fourier transform infrared spectroscopy [J].
Holland, BJ ;
Hay, JN .
POLYMER, 2002, 43 (06) :1835-1847
[20]   Manganese-, cobalt-, and zinc-based mixed-oxide spinels as novel catalysts for the chemical recycling of poly(ethylene terephthalate) via glycolysis [J].
Imran, Muhammad ;
Kim, Do Hyun ;
Al-Masry, Waheed A. ;
Mahmood, Asif ;
Hassan, Azman ;
Haider, Sajjad ;
Ramay, Shahid M. .
POLYMER DEGRADATION AND STABILITY, 2013, 98 (04) :904-915