Study on crystallization of poly (L-lactic acid) nucleated with p-tert-butylcalix[4]arene inclusion complex

doi:10.11949/j.issn.0438-1157.20150798

CIESC Journal ›› 2015, Vol. 66 ›› Issue (9): 3762-3768.DOI: 10.11949/j.issn.0438-1157.20150798

Previous Articles Next Articles

Study on crystallization of poly (L-lactic acid) nucleated with p-tert-butylcalix[4]arene inclusion complex

SHI Yaoqi¹, XIN Zhong², LU Yingyin¹, ZHOU Shuai¹

1 Shanghai Key Laboratory of Multiphase Material Chemical Engineering, College of Chemical Engineering, East China University of Science and Technology, Shanghai 200237, China;
2 State Key Laboratory of Chemical Engineering, College of Chemical Engineering, East China University of Science and Technology, Shanghai 200237, China

Received:2015-06-02 Revised:2015-06-23 Online:2015-09-05 Published:2015-09-05
Supported by:
supported by the National Natural Science Foundation of China (21306047), the Fundamental Research Funds for the Central Universities of Ministry of Education of China (222201314051, 22A201514016).

对叔丁基杯[4]芳烃包合物对聚乳酸结晶过程的影响

石尧麒¹, 辛忠², 陆颖音¹, 周帅¹

1 华东理工大学化工学院, 上海市多相结构材料化学工程重点实验室, 上海 200237;
2 华东理工大学化工学院, 化学工程联合国家重点实验室, 上海 200237

通讯作者: 辛忠
基金资助:
国家自然科学基金项目(21306047);中央高校基本科研业务费项目(222201314051,22A201514016)。

Abstract

Abstract:

In this paper, four inclusion complexes were obtained by recrystallizing p-tert-butylcalix[4]arene (tBC4) from toluene, o-xylene, m-xylene and p-xylene. Then, the effects of tBC4 inclusion complexes on crystallization behavior of poly (L-lactic acid) (PLLA) were investigated with differential scanning calorimeter and polarized optical microscopy. The results showed that the crystallization peak temperature of PLLA nucleated by tBC4 inclusion complexes increased 7℃, which indicated that these compounds owned the nucleation ability for PLLA. After suffering high temperature, crystal structures of four inclusion complexes reverted to nearly the same. Therefore, all these inclusion complexes showed the same nucleation ability. Crystallization morphologies of PLLA and nucleated PLLA were studied by means of polarizing optical microscopy, indicating that the addition of nucleating agent can decrease PLLA spherulite size without changing its growth pattern.

Key words: poly lactic acid, nucleating agent, p-tert-butylcalix[4]arene, inclusion complex

摘要：

以对叔丁基杯[4]芳烃(tBC4)为主体,甲苯、邻二甲苯、间二甲苯、对二甲苯为客体分子,制备4种tBC4包合物tBC4-t、tBC4-ox、tBC4-mx、tBC4-px。考察了tBC4包合物对左旋聚乳酸(PLLA)结晶性能及结晶形态的影响。结果表明,tBC4包合物能将PLLA的结晶峰值温度(T_p)提高近7℃;进一步研究发现几种包合物在经高温后,客体小分子逃逸,样品均改变为相同的晶体结构,因此对PLLA成核有相同的影响;此外,含有成核剂的PLLA球晶尺寸小于空白PLLA的球晶尺寸,成核剂的加入不改变PLLA球晶生长的方式。

关键词: 聚乳酸, 成核剂, 对叔丁基杯[4]芳烃, 包合物

CLC Number:

TQ316.6

SHI Yaoqi, XIN Zhong, LU Yingyin, ZHOU Shuai. Study on crystallization of poly (L-lactic acid) nucleated with p-tert-butylcalix[4]arene inclusion complex[J]. CIESC Journal, 2015, 66(9): 3762-3768.

石尧麒, 辛忠, 陆颖音, 周帅. 对叔丁基杯[4]芳烃包合物对聚乳酸结晶过程的影响[J]. 化工学报, 2015, 66(9): 3762-3768.

References 4

[1]	Gupta B, Revagade N, Hilborn J. Poly (lactic acid) fiber: an overview [J]. Prog. Polym. Sci., 2007, 32 (4): 455-482.
[2]	Garlotta D. A literature review of poly (lactic acid) [J]. J. Polym. Enviorn., 2001, 9 (2): 63-84.
[3]	Zhang Yangde (张阳德), Li Xiaoli (李晓莉), Gu Hong (顾宏), et al. New development of biodegradable and materials in bone tissue engineering [J].China Medical Engineering (中国医学工程杂志), 2005, 13 (2): 155-158.
[4]	Tmji H, Ikada Y. Properties and morphologies of poly(L-lactide) (Ⅰ): Annealing condition effects on properties and morphologies of poly(L-lactide) [J].Polymer, 1995, 36 (14): 2709-2716.
[5]	Lwata T, Doi Y. Morphology and enzymatic degradation of poly(L-lactic acid) single crystals [J].Macromolecules, 1998, 31 (8): 2461-2467.
[6]	Kang K, Lee S, Lee T, Narayan R, Shin B. Effect of biobased and biodegradable nucleating agent on the isothermal crystallization of poly(lactic acid) [J]. Korean J. Chem. Eng., 2008, 25 (3): 599-608.
[7]	Pan P, Liang Z, Cao A, et al. Layered metal phosphonate reinforced poly(L-lactide) composites with a highly enhanced crystallization rate [J]. Acs. Appl. Mater Inter., 2009, 1 (2): 402-411.
[8]	Fujimori A, Ninomiya N, Masuko T. Influence of dispersed organophilic montmorillonite at nanorneter-scale on crystallization of poly(L-lactide) [J]. Polym. Eng. Sci., 2008, 48 (6): 1103-1111.
[9]	Cai Y, Yan S, Yin J, et al. Crystallization behavior of biodegradable poly (L-lactic acid) filled with a powerful nucleating agent: N,N'-bis (benzoyl) suberic acid dihydrazide [J]. J. Appl. Polym .Sci., 2011, 121 (3): 1408-1416.
[10]	Li Chun (李春), Xin Zhong (辛忠), Qiao Xuming (乔绪明). Effect of substituted aromatic phosphate salts nucleating agents on the crystallization behavior of PLA [J]. China Plastics (中国塑料), 2006, 20 (10): 79-82.
[11]	Wen L, Xin Z, Hu D K. A new route of manipulation of poly (L-lactic acid) crystallization by self-assembly of p-tert-butylcalix
[8]	arene and toluene [J]. J. Polym. Sci .Pol .Phys., 2010, 48 (11): 1235-1243.
[12]	Wen L, Xin Z. Effect of a novel nucleating agent on isothermal crystallization of ploy(L-lactic acid) [J]. Chinese J .Chem. Eng., 2010, 18 (6): 899-904.
[13]	Gutsche C, Iqbal M. p-tert-Butylcalix
[4]	arene [J]. Org. Synth., 1990, 68: 234-236.
[14]	Bauer L, Gutsche C. Calixarenes. 15. The formation of complexes of calixarenes with neutral organic molecules in solution [J]. JACS, 1985, 107 (2): 6063-6069.
[15]	Udachin K, Enright G, Brouwer E, Ripmeester J. t-Butylcalix
[4]	arene compounds with long chain guests: structures and host-guest interactions [J]. Supramol. Chem., 2001, 1 (2): 97-100.
[16]	Lazzarotto M, Nachtigall F, Schnitzler E, Castellano E. Thermo gravimetric analysis of supramolecular complexes of p-tert-butylcalix
[6]	arene and ammonium cations: crystal structure of diethyl ammonium complex [J]. Thermochim Acta, 2005, 429 (1): 111-117.
[17]	Coleman A, Bott S, Morley D, et al. Novel layer structure of sodium calix
[4]	arenesulfonate complexes: a class of organic chemicals [J]. Angew. Chem. Int. Edit, 1988, 27 (10): 1361-1362.
[18]	Kuzmicz R, Kowalska V, Domaga S, et al. X-ray diffraction, FT-IR, and 13C CP/MAS NMR structural studies of solvated and desolvated C-methylcalix
[4]	resorcinarene [J]. Space, 2010, 50 (33): 34.
[19]	Brouwer E, Udachin K, Enright G, et al. Self-inclusion and paraffin intercalation of the p-tert-butylcalix
[4]	arene host: a neutral organic chemical [J]. Chem. Commun., 2001, 6: 565-566.

Study on crystallization of poly (L-lactic acid) nucleated with p-tert-butylcalix[4]arene inclusion complex

对叔丁基杯[4]芳烃包合物对聚乳酸结晶过程的影响

PDF (PC)

Knowledge

Cited

Abstract

Cite this article

share this article

References 4

Related Articles 8

Recommended Articles

Metrics

Comments

[1]	Wenlin ZHAO, Jiebing HE. Synthesis and application of carboxylic acid metal salt beta crystal nucleating agent [J]. CIESC Journal, 2019, 70(S1): 211-216.
[2]	HUANG Li. Preparation and properties of paraffin/water phase change emulsion [J]. CIESC Journal, 2018, 69(4): 1749-1757.
[3]	ZHOU Shuai, XIN Zhong, WANG Weixia, ZHAO Shicheng, SHI Yaoqi. β-Nucleation effects induced by long chain branching polypropylene [J]. CIESC Journal, 2015, 66(9): 3788-3794.
[4]	SHI Yaoqi, XIN Zhong. Crystallization morphologies and non-isothermal crystallization kinetics of isotactic polypropylene modified by α/β compounded nucleating agents [J]. CIESC Journal, 2012, 63(4): 1274-1286.
[5]	ZHOU Jun,XIN Zhong. Solubility and nucleation of benzylidene acetals in polypropylene [J]. CIESC Journal, 2012, 63(3): 941-947.
[6]	XIN Zhong，SHI Yaoqi. Research advance in controlled crystallization of isotactic polypropylene based on α/β compounded nucleating agents [J]. Chemical Industry and Engineering Progree, 2012, 31(01 ): 126-132.
[7]	WEN Liang, XIN Zhong. Effect of a Novel Nucleating Agent on Isothermal Crystallization of Poly(L-lactic acid) [J]. , 2010, 18(6): 899-904.
[8]	SHI Jiangong1,2，JIANG Shaoyang2，ZHANG Minhong1,2，ZHAO Guiliang2，LIU Zhijian3， SHI Qinzhi3，YANG Wantai4，ZHAO Limei 5 . Advances in research and application of rare earth β-nucleating agents for polypropylene [J]. , 2010, 29(5): 854-.