生物基聚2, 5-呋喃二甲酸乙二醇酯的改性研究进展

doi:10.3969/j.issn.0253-2417.2022.02.017

Abstract

Abstract:

With the depletion of petroleum resources and the increasingly serious white pollution, the preparation of bio-based poly(ethylene 2, 5-furandicarboxylate)(PEF) from lignocellulosic resources has become one of the research hotspots in the fields of biorefinery and green chemical industry. Compared with petroleum-based plastics, such as poly(ethylene terephthalate)(PET) and polycarbonate(PC), PEF not only has excellent thermal properties and mechanical strength, but also has more obvious advantages in gas barrier properties, which is considered as a perfect substitute for PET. However, PEF also has some drawbacks, including low elongation at break, dark color, difficult degradation and slow deep crystallization speed. Therefore, it is necessary to modify PEF before practical application. In this paper, the research progresses of PEF modification, including copolymerization, blending and other modification methods were reviewed. The effects of different diols or diacid modified monomers, catalyst types, reaction modes, additives on the properties of PEF were summarized, and the developing trend and application prospects of modified PEF were discussed.

Key words: furandicarboxylic acid, poly(ethylene furandicarboxylate), copolymerization modification, blending modification

CLC Number:

TQ35
TQ630

Xiaoqing LIN, Shunhui TAO, Lei HU, Xiaojie ZHENG, Xiaodong ZHANG, Yao LIU. Research Progress in the Modification of Bio-based Poly(Ethylene 2, 5-Furandicarboxylate)[J]. Chemistry and Industry of Forest Products, 2022, 42(2): 125-136.

Figures/Tables 2

References 85

1	PEPLOW M . The plastics revolution: How chemists are pushing polymers to new limits[J]. Nature, 2016, 536 (7616): 266- 268. doi: 10.1038/536266a
2	HARMSEN P F H , HACKMANN M M , BOS H L . Green building blocks for bio-based plastics[J]. Biofuels Bioproducts and Biorefining, 2014, 8 (3): 306- 324. doi: 10.1002/bbb.1468
3	ESPOSITO D , ANTONIETTI M . Redefining biorefinery: The search for unconventional building blocks for materials[J]. Chemical Society Reviews, 2015, 44 (16): 5821- 5835. doi: 10.1039/C4CS00368C
4	CHEN B K , SHEN C H , CHEN S C , et al. Ductile PLA modified with methacryloyloxyalkyl isocyanate improves mechanical properties[J]. Polymer, 2010, 51 (21): 4667- 4672. doi: 10.1016/j.polymer.2010.08.028
5	ALIAS Z , TAN I K . Isolation of palm oil-utilising, polyhydroxyalkanoate(PHA)-producing bacteria by an enrichment technique[J]. Bioresource Technology, 2005, 96 (11): 1229- 1234. doi: 10.1016/j.biortech.2004.10.012
6	YE H M , WANG R D , LIU J , et al. Isomorphism in poly(butylene succinate-co-butylene fumarate) and its application as polymeric nucleating agent for poly(butylene succinate)[J]. Macromolecules, 2012, 45 (14): 5667- 5675. doi: 10.1021/ma300685f
7	WU J , EDUARD P , THIYAGARAJAN S , et al. Semi-aromatic polyesters based on a carbohydrate-derived rigid diol for engineering plastics[J]. ChemSusChem, 2015, 8 (1): 67- 72. doi: 10.1002/cssc.201402935
8	WANG J G , LIU X , JIA Z , et al. Synthesis of bio-based poly(ethylene 2, 5-furandicarboxylate) copolyesters: Higher glass transition temperature, better transparency, and good barrier properties[J]. Journal of Polymer Science Part A: Polymer Chemistry, 2017, 55 (19): 3298- 3307. doi: 10.1002/pola.28706
9	WANG J G , LIU X Q , ZHANG Y J , et al. Modification of poly(ethylene 2, 5-furandicarboxylate) with 1, 4-cyclohexanedimethylene: Influence of composition on mechanical and barrier properties[J]. Polymer, 2016, 103, 1- 8. doi: 10.1016/j.polymer.2016.09.030
10	SOUSA A F , VILELA C , FONSECA A C , et al. Biobased polyesters and other polymers from 2, 5-furandicarboxylic acid: A tribute to furan excellency[J]. Polymer Chemistry, 2015, 6 (33): 5961- 5983. doi: 10.1039/C5PY00686D
11	GANDINI A , SILVESTRE A J D , NETO C P , et al. The furan counterpart of poly(ethylene terephthalate): An alternative material based on renewable resources[J]. Journal of Polymer Science Part A: Polymer Chemistry, 2009, 47 (1): 295- 298. doi: 10.1002/pola.23130
12	VANNINI M , Marchese P , Celli A . Fully biobased poly(propylene 2, 5-furandicarboxylate) for packaging applications: Excellent barrier properties as a function of crystallinity[J]. Green Chemistry, 2015, 17 (8): 4162- 4166. doi: 10.1039/C5GC00991J
13	BOZELL J , PETERSEN G R . Technology development for the production of biobased products from biorefinery carbohydrates-the US Department of Energy's "Top 10" revisited[J]. Green Chemistry, 2010, 12 (4): 539- 554. doi: 10.1039/b922014c
14	GANDINI A , LACERDA T M , CARVALHO A J F , et al. Progress of polymers from renewable resources: Furans, vegetable oils, and polysaccharides[J]. Chemical Review, 2016, 116 (3): 1637- 1669. doi: 10.1021/acs.chemrev.5b00264
15	SHELDON R A . Green and sustainable manufacture of chemicals from biomass: State of the art[J]. ChemInform, 2014, 45 (19): 950- 963.
16	吕喜蕾, 徐海峰, 郑丽萍, 等. 不同己糖二酸脱水环合制备2, 5-呋喃二甲酸的对比研究[J]. 高校化学工程学报, 2021, 35 (2): 267- 272.
	LYU X L , XU H F , ZHENG L P , et al. Comparative studies on the preparation of 2, 5-furandicarboxylic acid by cyclodehydration of different hexaric acids[J]. Journal of Chemical Engineering of Chinese Universities, 2021, 35 (2): 267- 272.
17	王国强, 姜敏, 张强, 等. 基于可再生资源含呋喃环聚酯[J]. 化学进展, 2018, 30 (6): 719- 736.
	WANG G Q , JIANG M , ZHANG Q , et al. Polyesters containing furan rings based on renewable resources[J]. Progress in Chemistry, 2018, 30 (6): 719- 736.
18	李连贵, 李洋, 叶冲, 等. 聚2, 5-呋喃二甲酸1, 8-辛二酯的聚合反应[J]. 应用化学, 2013, 30 (6): 661- 666.
	LI L G , LI Y , YE C , et al. Synthesis of poly(octylene 2, 5- furandicarboxylate)[J]. Chinese Journal of Applied Chemistry, 2013, 30 (6): 661- 666.
19	TSANAKTSIS V , PAPAGEORGIOU G Z , BIKIARIS D N . A facile method to synthesize high-molecular-weight biobased polyesters from 2, 5-furandicarboxylic acid and long-chain diols[J]. Journal of Polymer Science Part A: Polymer Chemistry, 2015, 53 (22): 2617- 2632. doi: 10.1002/pola.27730
20	SOARES M J , DANNECKER P K , VILELA C , et al. Poly(1, 20-eicosanediyl 2, 5-furandicarboxylate), a biodegradable polyester from renewable resources[J]. European Polymer Journal, 2017, 90, 301- 311. doi: 10.1016/j.eurpolymj.2017.03.023
21	BANELLA M B , BONUCCI J , VANNINI M , et al. Insights into the synthesis of poly(ethylene 2, 5-furandicarboxylate) from 2, 5-furandicarboxylic acid: Steps toward environmental and food safety excellence in packaging applications[J]. Industrial & Engineering Chemistry Research, 2019, 58 (21): 8955- 8962.
22	JIANG M , LIU Q , ZHANG Q , et al. A series of furan-aromatic polyesters synthesized via direct esterification method based on renewable resources[J]. Journal of Polymer Science Part A: Polymer Chemistry, 2012, 50 (5): 1026- 1036. doi: 10.1002/pola.25859
23	HU H , ZHANG R Y , SOUSA A , et al. Bio-based poly(butylene 2, 5-furandicarboxylate)-b-poly(ethylene glycol) copolymers with adjustable degradation rate and mechanical properties: Synthesis and characterization[J]. European Polymer Journal, 2018, 106, 42- 52. doi: 10.1016/j.eurpolymj.2018.07.007
24	KWIATKOWSKA M , KOWALCZYK I , KWIATKOWSKI K , et al. Synthesis and structure-property relationship of biobased poly(butylene 2, 5-furanoate)-block-(dimerized fatty acid) copolymers[J]. Polymer, 2017, 130, 26- 38. doi: 10.1016/j.polymer.2017.10.009
25	TSANAKTSIS V , TERZOPOULOU Z , NERANTZAKI M , et al. New poly(pentylene furanoate) and poly(heptylene furanoate) sustainable polyesters from diols with odd methylene groups[J]. Materials Letters, 2016, 178, 64- 67. doi: 10.1016/j.matlet.2016.04.183
26	YOSHIDA S , HIRAGA K , TAKEHANA T , et al. A bacterium that degrades and assimilates poly(ethylene terephthalate)[J]. Science(New York, NY), 2016, 351 (6278): 1196- 1199. doi: 10.1126/science.aad6359
27	FORESTIER E , COMBEAUD C , GUIGO N , et al. Strain-induced crystallization of poly(ethylene 2, 5-furandicarboxylate).Mechanical and crystallographic analysis[J]. Polymer, 2020, 187, 122- 126.
28	KONSTANTOPOULOU M , TERZOPOULOU Z , NERANTZAKI M , et al. Poly(ethylene furanoate-co-ethylene terephthalate) biobased copolymers: Synthesis, thermal properties and cocrystallization behavior[J]. European Polymer Journal, 2017, 89, 349- 366. doi: 10.1016/j.eurpolymj.2017.02.037
29	HOPEWELL J , DVORAK R , KOSIOR E . Plastics recycling: Challenges and opportunities[J]. Philosophical Transactions of the Royal Society B Biological Sciences, 2009, 364 (1526): 2115- 2126. doi: 10.1098/rstb.2008.0311
30	BURGESS S K , LEISEN J E , KRAFTSCHIK B E , et al. Chain mobility, thermal, and mechanical properties of poly(ethylene furanoate) compared to poly(ethylene terephthalate)[J]. Macromolecules, 2014, 47 (4): 1383- 1391. doi: 10.1021/ma5000199
31	ARAUJO C F , NOLASCO M M , RIBEIRO-CLARO P J A , et al. Inside PEF: Chain conformation and dynamics in crystalline and amorphous domains[J]. Macromolecules, 2018, 51 (9): 3515- 3526. doi: 10.1021/acs.macromol.8b00192
32	FEI X , WANG J G , ZHU J , et al. Biobased poly(ethylene 2, 5-furancoate): No longer an alternative, but an irreplaceable polyester in the polymer industry[J]. ACS Sustainable Chemistry & Engineering, 2020, 8 (23): 8471- 8485.
33	BURGESS S K , KARVAN O , JOHNSON J R , et al. Oxygen sorption and transport in amorphous poly(ethylene furanoate)[J]. Polymer, 2014, 55 (18): 4748- 4756. doi: 10.1016/j.polymer.2014.07.041
34	PAPAMOKOS G , DIMITRIADIS T , BIKIARIS D N , et al. Chain conformation, molecular dynamics, and thermal properties of poly(n-methylene 2, 5-furanoates) as a function of methylene unit sequence length[J]. Macromolecules, 2019, 52 (17): 6533- 6546. doi: 10.1021/acs.macromol.9b01320
35	BURGESS S K , KRIEGEL R M , KOROS W J . Carbon dioxide sorption and transport in amorphous poly(ethylene furanoate)[J]. Macromolecules, 2015, 48 (7): 2184- 2193. doi: 10.1021/acs.macromol.5b00333
36	KNOOP R J I , VOGELZANG W , VAN H J , et al. High molecular weight poly(ethylene-2, 5-furanoate); critical aspects in synthesis and mechanical property determination[J]. Journal of Polymer Science Part A: Polymer Chemistry, 2013, 51 (19): 4191- 4199. doi: 10.1002/pola.26833
37	BURGESS S K , WENZ G B , KRIEGEL R M , et al. Penetrant transport in semicrystalline poly(ethylene furanoate)[J]. Polymer, 2016, 98, 305- 310. doi: 10.1016/j.polymer.2016.06.046
38	SIPOS L. Process for preparing a polymer having a 2, 5-furandicarboxylate moiety within the polymer backbone and such(co)polymers: US 9567431[P]. 2017-02-14.
39	GUBBELS E , JASINSKA-WALC L , NOORDOVER B A J , et al. Linear and branched polyester resins based on dimethyl-2, 5-furandicarboxylate for coating applications[J]. European Polymer Journal, 2013, 49 (10): 3188- 3198. doi: 10.1016/j.eurpolymj.2013.06.019
40	VAN BERKEL J G , GUIGO N , KOLSTAD J J , et al. Isothermal crystallization kinetics of poly(ethylene 2, 5-furandicarboxylate)[J]. Macromolecular Materials & Engineering, 2015, 300 (4): 466- 474.
41	WEINBERGER S, CANADELL J, QUARTINELLO F, et al. Enzymatic degradation of poly(ethylene 2, 5-furanoate) powders and amorphous films[J/OL]. Catalysts, 2017, 7(11): 1-11[2020-12-20]. https://doi.org/10.3390/catal7110318.
42	GOMES F W, LIMA R C, PIOMBINI C R, et al. Comparative analyses of poly(ethylene 2, 5-furandicarboxylate)-PEF- and poly(ethylene terephthalate)-PET-resins and production processes[J/OL]. Macromolecular Symposia, 2018, 381(1): 1-10[2020-12-20]. https://doi.org/10.1002/masy.201800129.
43	NAKAJIMA H, DIJKSTRA P, LOOS K. The recent developments in biobased polymers toward general and engineering applications: Polymers that are upgraded from biodegradable polymers, analogous to petroleum-derived polymers, and newly developed[J/OL]. Polymers, 2018, 9(10): 1-26[2020-120-20]. https://doi.org/10.3390/polym9100523.
44	BURGESS S K , MUBARAK C R , KRIEGEL R M , et al. Physical aging in amorphous poly(ethylene furanoate): Enthalpic recovery, density, and oxygen transport considerations[J]. Journal of Polymer Science Part B: Polymer Physics, 2015, 53 (6): 389- 399. doi: 10.1002/polb.23648
45	CODOU A , GUIGO N , van BERKEL J , et al. Non-isothermal crystallization kinetics of biobased poly(ethylene 2, 5-furandicarboxylate) synthesized via the direct esterification process[J]. Macromolecular Chemistry and Physics, 2014, 215 (21): 2065- 2074. doi: 10.1002/macp.201400316
46	刘茜, 姜敏, 周光远, 等. 直接酯化法合成聚2, 5-呋喃二甲酸乙二酯[J]. 应用化学, 2012, 29 (7): 751- 756.
	LIU Q , JIANG M , ZHOU G Y , et al. Synthesis of poly(ethylene 2, 5- furandicarboxylate) via direct esterification method[J]. Chinese Journal of Applied Chemistry, 2012, 29 (7): 751- 756.
47	GRUTER G J M , SIPOS L , DAM M A . Accelerating research into bio-based fdca-polyesters by using small scale parallel film reactors[J]. Combinatorial Chemistry & High Throughput Screening, 2012, 15 (2): 180- 188.
48	王树霞, 戴钧明, 黄洛玮, 等. 酯交换-熔融缩聚法合成PEF工艺及性能研究[J]. 合成技术及应用, 2021, 36 (1): 1- 5. doi: 10.3969/j.issn.1006-334X.2021.01.001
	WANG S X , DAI J M , HUANG L W , et al. Study on process and properties of poly(ethylene 2, 5-furandicarboxylate) synthesized by transesterification melt polycondensation method[J]. Synthetic Technology and Application, 2021, 36 (1): 1- 5. doi: 10.3969/j.issn.1006-334X.2021.01.001
49	MA J P , PANG Y , WANG M , et al. The copolymerization reactivity of diols with 2, 5-furandicarboxylic acid for furan-based copolyester materials[J]. Journal of Materials Chemistry, 2012, 22 (8): 3457- 3461. doi: 10.1039/c2jm15457a
50	MATSUDA K, MATSUHISA H, HORIE H, et al. Polymer compound and method of synthesizing the same: US8143355[P]. 2012-03-27.
51	TERZOPOULOU Z , KARAKATSIANOPOULOU E , KASMI N , et al. Effect of catalyst type on molecular weight increase and coloration of poly(ethylene furanoate) biobased polyester during melt polycondensation[J]. Polymer Chemistry, 2017, 8 (44): 6895- 6908. doi: 10.1039/C7PY01171G
52	MOORE J A , KELLY J E . Polyesters derived from furan and tetrahydrofuran nuclei[J]. Macromolecules, 1978, 11 (3): 568- 573. doi: 10.1021/ma60063a028
53	HILL J W , CAROTHERS W H . Studies of Polymerization and ring formation.XX: Many-membered cyclic esters[J]. Journal of the American Chemical Society, 1933, 55 (12): 5031- 5039. doi: 10.1021/ja01339a055
54	SEMLYEN J A , WOOD B R , HODGE P . Cyclic polymers: Past, present and future[J]. Polymers for Advanced Technologies, 2010, 5 (9): 473- 478.
55	MORALES-HUERTA J C , MARTÍNEZ D I A , MUÑOZ-GUERRA S . Poly(alkylene 2, 5-furandicarboxylate)s(PEF and PBF) by ring opening polymerization[J]. Polymer, 2016, 87, 148- 158. doi: 10.1016/j.polymer.2016.02.003
56	ROSENBOOM J G, HOHL D K, FLECKENSTEIN P, et al. Bottle-grade polyethylene furanoate from ring-opening polymerisation of cyclic oligomers[J/OL]. Nature Communication, 2018, 9: 1-7[2020-12-20]. https://doi.org/10.1038/S41467-018-05147-y.
57	杜雪飞, 李雪玉, 郭淑怡, 等. 固定化脂肪酶催化合成生物基增塑剂2, 5-呋喃二甲酸正丁酯[J]. 精细化工, 2021, 38 (6): 1192- 1198.
	DU X F , LI X Y , GUO S Y , et al. Synthesis of bio-based plasticizer dibutyl furan-2, 5-dicarboxylate catalyzed by immobilized lipase[J]. Fine Chemicals, 2021, 38 (6): 1192- 1198.
58	TERZOPOULOU Z, WAHBI M, KASMI N, et al. Effect of additives on the thermal and thermo-oxidative stability of poly(ethylene furanoate) biobased polyester[J/OL]. Thermochimica Acta, 2020, 686: 1-9[2020-12-20]. https://doi.org/10.1016/j.tca.2020.178549.
59	GUIDOTTI G , SOCCIO M , GARCÍA-GUTIÉRREZ M C , et al. Evidence of a 2D-ordered structure in biobased poly(pentamethylene furanoate) responsible for its outstanding barrier and mechanical properties[J]. ACS Sustainable Chemistry & Engineering, 2019, 7 (21): 17863- 17871.
60	STOCLET G , DU SART G G , YENIAD B , et al. Isothermal crystallization and structural characterization of poly(ethylene-2, 5-furanoate)[J]. Polymer, 2015, 72, 165- 176. doi: 10.1016/j.polymer.2015.07.014
61	KASMI N, MAJDOUB M, PAPAGEORGIOU G, et al. Solid-state polymerization of poly(ethylene furanoate) biobased polyester, I: Effect of catalyst type on molecular weight increase[J/OL]. Polymers, 2017, 9(11): 1-21[2020-12-20]. https://doi.org/10.3390/polym9110607.
62	MA J P , YU X F , XU J , et al. Synthesis and crystallinity of poly(butylene 2, 5-furandicarboxylate)[J]. Polymer, 2012, 53 (19): 4145- 4151. doi: 10.1016/j.polymer.2012.07.022
63	TERZOPOULOU Z , TSANAKTSIS V , BIKIARIS D N , et al. Biobased poly(ethylene furanoate-co-ethylene succinate) copolyesters: Solid state structure, melting point depression and biodegradability[J]. RSC Advances, 2016, 6 (87): 84003- 84015. doi: 10.1039/C6RA15994J
64	LAVILLA C , DE ILARDUYA A M , ALLA A , et al. Bio-based aromatic polyesters from a novel bicyclic diol derived from d-mannitol[J]. Macromolecules, 2012, 45 (20): 8257- 8266. doi: 10.1021/ma3013288
65	LU J , ZHOU L Z , XIE H Z , et al. Biobased flexible aromatic polyester poly(1, 5-pentylene terephthalate)(PPeT): Revisiting melt crystallization behaviors and thermo-mechanical properties[J]. European Polymer Journal, 2018, 110, 168- 175.
66	HONG S M , MIN K D , NAM B U , et al. High molecular weight bio furan-based co-polyesters for food packaging applications: Synthesis, characterization and solid-state polymerization[J]. Green Chemistry, 2016, 18 (19): 5142- 5150. doi: 10.1039/C6GC01060A
67	WANG X S , WANG Q Y , LIU S Y , et al. Biobased copolyesters: Synthesis, structure, thermal and mechanical properties of poly(ethylene 2, 5-furandicarboxylate-co-ethylene 1, 4-cyclohexanedicarboxylate)[J]. Polymer Degradation and Stability, 2018, 154, 96- 102. doi: 10.1016/j.polymdegradstab.2018.05.026
68	WANG X S , LIU S Y , WANG Q Y , et al. Synthesis and characterization of poly(ethylene 2, 5-furandicarboxylate-co-ε-caprolactone) copolyesters[J]. European Polymer Journal, 2018, 109, 191- 197. doi: 10.1016/j.eurpolymj.2018.09.051
69	XIE H , WU L , LI B G , et al. Modification of poly(ethylene 2, 5-furandicarboxylate) with biobased 1, 5-pentanediol: Significantly toughened copolyesters retaining high tensile strength and O₂ barrier property[J]. Biomacromolecules, 2019, 20 (1): 353- 364. doi: 10.1021/acs.biomac.8b01495
70	XIE H Z , WU L B , Li B G , et al. Biobased poly(ethylene-co-hexamethylene 2, 5-furandicarboxylate)(PEHF) copolyesters with superior tensile properties[J]. Industrial & Engineering Chemistry Research, 2018, 57 (39): 13094- 13102.
71	WANG G , JIANG M , ZHANG Q , et al. Biobased copolyesters: Synthesis, crystallization behavior, thermal and mechanical properties of poly(ethylene glycol sebacate-co-ethylene glycol 2, 5-furan dicarboxylate)[J]. RSC Advances, 2017, 7 (23): 13798- 13807. doi: 10.1039/C6RA27795K
72	KWIATKOWSKA M, KOWALCZYK I, SZYMCZYK A. Poly(ethylene furanoate) modified with dimerized fatty acid diol towards multiblock copolymers: Microstructure-property relationship[J/OL]. Materials Today Communications, 2019, 20: 1-11[2020-12-20]. https://doi.org/10.1016/j.mtcomm.2019.100577.
73	XIE H , WU L , LI B-G , et al. Poly(ethylene 2, 5-furandicarboxylate-mb-poly(tetramethylene glycol)) multiblock copolymers: From high tough thermoplastics to elastomers[J]. Polymer, 2018, 155, 89- 98. doi: 10.1016/j.polymer.2018.09.033
74	TURNER S R . Development of amorphous copolyesters based on 1, 4-cyclohexanedimethanol[J]. Journal of Polymer Science Part A: Polymer Chemistry, 2010, 42 (23): 5847- 5852.
75	TSAI Y , FAN C H , HU NG , C Y , et al. Poly(ethylene terephthalate) copolymers that contain 5-tert-butylisophthalic acid and 1-3/1-4-cyclohexanedimethanol: Synthesis, characterization, and properties[J]. Journal of Applied Polymer Science, 2010, 104 (1): 279- 285.
76	PASZKIEWICZ S, IRSKA I, PIESOWICZ E. Environmentally friendly polymer blends based on post-consumer glycol-modified poly(ethylene terephthalate)(pet-g) foils and poly(ethylene 2, 5-furanoate)(PEF): Preparation and characterization[J/OL]. Materials(Basel), 2020, 13(12): 1-17[2020-12-20]. https://doi.org/10.3390/ma13122673.
77	POULOPOULOU N, SMYRNIOTI D, NIKOLAIDIS G N, et al. Sustainable plastics from biomass: Blends of polyesters based on 2, 5-furandicarboxylic acid[J/OL]. Polymers(Basel), 2020, 12(1): 1-21[2020-12-20]. https://doi.org/10.3390/polym12010225.
78	陈英, 姜敏, 孙长江, 等. 聚2, 5-呋喃二甲酸乙二醇酯/聚丁二酸丁二醇酯共混物的制备与表征[J]. 应用化学, 2015, 32 (9): 1022- 1027.
	CHEN Y , JIANG M , SUN C J , et al. Preparation and characterization of poly(ethylene 2, 5- furandicarboxylate)/poly(butylene succinate) blends[J]. Chinese Journal of Applied Chemistry, 2015, 32 (9): 1022- 1027.
79	NAMKAJORN M , PETCHSUK A , OPAPRAKASIT M , et al. Synthesis and characterizations of degradable aliphatic-aromatic copolyesters from lactic acid, dimethyl terephthalate and diol: Effects of diol type and monomer feed ratio[J]. Express Polymer Letters, 2010, 4 (7): 415- 422. doi: 10.3144/expresspolymlett.2010.52
80	LOTTI N , COLONNA M , FIORINI M , et al. Poly(ethylene terephthalate), modified with bisphenol S units, with increased glass transition temperature[J]. Journal of Applied Polymer Science, 2013, 128 (1): 416- 423. doi: 10.1002/app.38165
81	MARTINO L , NIKNAM V , GUIGO N L , et al. Morphology and thermal properties of novel clay-based poly(ethylene 2, 5-furandicarboxylate)(PEF) nanocomposites[J]. RSC Advances, 2016, 6 (64): 59800- 59807. doi: 10.1039/C6RA09114H
82	MATOS M , COLONNAM , FIORINI M , et al. Poly(ethylene terephthalate), modified with bisphenol S units, with increased glass transition temperature[J]. Journal of Applied Polymer Science, 2013, 128 (1): 416- 423. doi: 10.1002/app.38165
83	WU H L , WEN B B , ZHOU H , et al. Synthesis and degradability of copolyesters of 2, 5-furandicarboxylic acid, lactic acid, and ethylene glycol[J]. Polymer Degradation and Stability, 2015, 121, 100- 104. doi: 10.1016/j.polymdegradstab.2015.08.009
84	PAPADOPOULOS L , MAGAZIOTIS A , NERANTZAKI M , et al. Synthesis and characterization of novel poly(ethylene furanoate-co-adipate) random copolyesters with enhanced biodegradability[J]. Polymer Degradation and Stability, 2018, 156, 32- 42. doi: 10.1016/j.polymdegradstab.2018.08.002
85	WEINBERGER S , HAERNVALL K , SCAINI D , et al. Enzymatic surface hydrolysis of poly(ethylene furanoate) thin films of various crystallinities[J]. Green Chemistry, 2017, 19 (22): 5381- 5384. doi: 10.1039/C7GC02905E

聚合物 polymer	二醇单体 diol monomer	抗拉强度/MPa tensile strength	断裂伸长率/% elongation at break	杨氏模量/MPa Young's modulus	T_g/℃	T_m/℃	T_d/℃	参考文献 reference
PEF	乙二醇ethylene	85±9	5±1	2800±120	85	211	389	[21]
PPF	丙二醇1, 3-propanediol	68.2	46	1550	55	180	360	[22]
PBF	1, 4-丁二醇1, 4-butanediol	61.76±2.72	255±81	1460±99	40	171	328	[21-24]
PPeF	1, 5-戊二醇1, 5-butyl glycol	14±2	320±11		23.9		342	[25]
PHF	1, 6-己二醇1, 6-hexanediol	35.5	210	493	20	148	375	[22]
POF	1, 8-辛二醇1, 8-octanediol	26.5±1.5	160±15	310.5±21	-5	140		[19]
PNF	1, 9-壬二醇1, 9-azelaic alcohol	21.0±1.6	149±11	251.7±19	-30	69		[19]
PDeF	1, 10-癸二醇1, 10-decamethylene glycol	11.4±1.2	135±17	201.9±15	-8	116		[19]
PDoF	1, 12-十二烷二醇1, 12-dodecanediol	10.8±0.9	130±10	180.7±16	-22	111		[19]
PM20F	1, 20-二十烷二醇1, 20-eicosanediol				8	107	358	[20]

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Research Progress in the Modification of Bio-based Poly(Ethylene 2, 5-Furandicarboxylate)

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