Magnesium Acetate Used as an Effective Catalyst for Synthesizing Aliphatic Polycarbonates via Melt Transesterification Process

doi:10.1007/s40242-016-5381-6

Chemical Research in Chinese Universities ›› 2016, Vol. 32 ›› Issue (3): 512-518.doi: 10.1007/s40242-016-5381-6

• Articles • Previous Articles

Magnesium Acetate Used as an Effective Catalyst for Synthesizing Aliphatic Polycarbonates via Melt Transesterification Process

WANG Ziqing^1,2,3, YANG Xiangui^1,2, LIU Shaoying^1,2, ZHANG Hua^1,2, WANG Gongying^1,2

1. Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, P. R. China;
2. Changzhou Institute of Chemistry, Changzhou 213164, P. R. China;
3. University of Chinese Academy of Sciences, Beijing 100049, P. R. China

Received:2015-09-28 Revised:2016-01-03 Online:2016-06-01 Published:2016-01-11
Contact: WANG Gongying E-mail:gywang@cioc.ac.cn,wanggongying1102@126.com
Supported by:
Supported by the National Key Technology Pillar Program of China(No.2013BAC11B05), the Key Research and Innovation Program of Jiangsu Province, China(No.BE2015055) and the Key Technology Pillar Program of Sichuan Province, China(No. 16ZCO760).

Abstract

Abstract:

High-molecular-weight aliphatic polycarbonates(APCs) were synthesized through a two-step transesterification process under solvent-free conditions. Oligomers with equal numbers of hydroxyl and phenyl carbonate terminal groups could be easily controlled by using equimolar amounts of diphenyl carbonate(DPC) and aliphatic diols as feedstocks in the first step. In the second step, the high-molecular-weight APCs can be obtained by connecting -OH with -OC(O)OC₆H₅ end-group upon removing the generated phenol at reduced pressure. Mg(OAc)₂ was found to be the best catalyst for this process among the screened catalysts, which gave the poly(1,4-butylene carbonate)(PBC) a weight-average molecular weight(M_w) of 148600 and a yield of 84.8% under its suitable reaction conditions. In addition, based on the results of X-ray diffraction(XRD), scanning electron microscopy(SEM) and fourier transform infrared spectroscopy(FTIR), a possible reaction mechanism over Mg(OAc)₂ was proposed for APCs synthesis.

Key words: Transesterification, Diphenyl carbonate, Aliphatic polycarbonate, Poly(1,4-butylene carbonate), Magne-sium acetate

WANG Ziqing, YANG Xiangui, LIU Shaoying, ZHANG Hua, WANG Gongying. Magnesium Acetate Used as an Effective Catalyst for Synthesizing Aliphatic Polycarbonates via Melt Transesterification Process[J]. Chemical Research in Chinese Universities, 2016, 32(3): 512-518.

References

[1] Feng J., Zhuo R. X., Zhang X. Z., Prog.Polym.Sci., 2012, 37, 211
[2] Liu Y., Ren W. M., He K. K., Lu X. B., Nature Comm., 2014, 5, 5687
[3] Liu Y., Ren W. M., Wang M., Liu C., Lu X. B., Angew.Chem.Int.Ed., 2015, 54, 2241
[4] Qin Y. S., Wang X. H., Wang F. S., Prog.Chem., 2011, 23(4),613
[5] Feng Y. X., Yin N., Li Q. F., Wang J. W., Kang M. Q., Wang X. K., Ind.Eng.Chem.Res., 2008, 47(7), 2140
[6] Feng Y. X., Yin N., Li Q. F., Wang J. W., Kang M. Q.,Wang X. K., Catal.Lett., 2008, 121, 97
[7] Wang L. P., Xiao B.,Wang G. Y., Wu J. Q., Sci. China Chem., 2011,54(9),1468
[8] Ren G. J., Miao Y. Y., Qiao L. J., Qin Y. S., Wang X. H., Wang F. S., RSC Adv., 2015, 5, 49979
[9] Zhu W. X., Huang X., Li C. C., Xiao Y. N., Zhang D., Guan G. H.,Polymer.Int., 2011, 60, 1060
[10] Zhu W. X., Zhou W., Li C. C., Xiao Y. N., Zhang D., Guan G. H., Wang D. J., J.Macromol.Sci.,Pure.Appl. Chem., 2011, 48, 583
[11] Park J. H., Jeon J. Y., Lee J. J., Jang Y., Varghese J. K., Lee B. Y., Macromolecular, 2013, 46(9), 3301
[12] Lee J. J., Jeon J .Y., Park J. H., Jang Y., Hwang E. Y., Lee B. Y.,RSC Adv., 2013, 3(48), 25823
[13] Yamamoto Y., Kaihara S., Toshima K., Matsumura S., Macromol. Biosci., 2009, 968
[14] Liu F., Yang X. G., Li J. G., Liu S. Y., Yao J., Chen T., Wang G.Y.,Acta. Poly.Sin., 2014, (5), 628
[15] Qian B. Z., Synthetic Fiber in China, 2014, 43(1), 52
[16] Yuan Y., Wang Z. M., An H. L., Xue W., Wang Y. J., Chin. J.Catal., 2015,36, 1142
[17] Wang S. L., Zhang Y. Z., Chen Y., Tang R. Z., Chen T., Wang G. Y., Chem. J.Chinese Universities, 2014, 35(10), 2177
[18] Tang R. Z., Wang S. L., Zhang Y. Z., Chen T., Wang G. Y., Chem. J.Chinese Universities, 2014, 35(11), 2418
[19] Yin M., Feng R. C., Li C. C., Guan G. H., Zhang D., Xiao Y. N., Chem.J.Chinese Universities, 2010, 31(2), 418
[20] Zhao H. M., Jiang M. J., Tian H. S., Acta.Poly.Sin., 2011, (2), 192
[21] Zhang J., Zhu W. X., Li C. C., Zhang D., Xiao Y. N., Guan G. H., Zheng L. C., RSC Adv., 2015, 5, 2213
[22] Pan D. D., Tian H. S., J.Appl. Polym. Sci., 2015, 41377
[23] Naik P. U., Refes K., Sadaka F., Brachais C. H., Boni G., Couvercelle J. P., Picquet M., Plasseraud L., Polym.Chem., 2012, 3(6), 1475
[24] Besnoin J. M., Lei G. D., Cho K. Y., AICHE J., 1989,35, 1445
[25] Zhang T. J., Yang X. G., Li J. G., Hu Y., Wang G. Y., Acta Poly.Sin., 2012, (1), 63
[26] Li Q., Zhu W. X., Li C. C., Guan G. H., Zhang D., Xiao Y. N., Zheng L. C., J.Polym.Sci.,Part A: Polym.Chem, 2013, 51, 1387
[27] Marquez Y., Franco L., Puiggali J., Thermochim.Acta, 2012, 550, 65
[28] Li X. J., Hu K. L., Huang Y. L., Zhou G. E., Spectros.Spectral. Anal., 2002, 22(3),392
[29] Pang S. F., Wu C. Q., Zhang Q. N., Zhang Y. L., J.Mol.Struct., 2015, 1087, 46
[30] Apicella B., Di Serio A., Fiocca L., Ro O., Santacesaria E., J.Appl.Polym.Sci.,1998, 69, 2423
[31] Serio M. D., Tesser R., Dimiccoli M., Cammarota F., Nastasi M., Santacesaria E.,J.Mol.Catal.A:Chem., 2005, 239, 111
[32] Sun D. L., Xie S. J., Deng J. R., Huang C. J., Ruckenstein E., Chao Z. S., Green Chem., 2010, 12, 483
[33] Li F., Li W. B., Li J., Xue W., Wang Y. J., Zhao X. Q., Appl.Catal.A: Gen., 2014, 475, 355
[34] Zhao J., Jiang Q., Modern Chemical Industry, 2001, 21(2), 24
[35] Gao J. J., Li H. Q., Zhang Y. F., Zhang Y., Green Chem., 2007, 9, 572
[36] Fu Y., Baba T., Ono Y., J.Catal., 2001, 197, 91

Magnesium Acetate Used as an Effective Catalyst for Synthesizing Aliphatic Polycarbonates via Melt Transesterification Process

Knowledge

Abstract

Cite this article

share this article

References

Related Articles 5

Recommended Articles

Metrics

Comments

[1]	SHEN Xiaolong, LIU Shaoying, WANG Qingyin, ZHANG Hua, WANG Gongying. Synthesis of Poly (isosorbide carbonate) via Melt Polycondensation Catalyzed by a KF/MgO Catalyst [J]. Chemical Research in Chinese Universities, 2019, 35(4): 721-728.
[2]	ZHU Changliang, LIU Shaoying, WANG Qingyin, ZHANG Hua, WANG Gongying. Synthesis and Properties of Poly(butylene carbonate-co-spirocyclic carbonate) [J]. Chemical Research in Chinese Universities, 2019, 35(4): 729-734.
[3]	QU Yingmin, YANG Hao, WANG Songlin, CHEN Tong, WANG Gongying. High Selectivity to Diphenyl Carbonate Synthesized via Transesterification Between Dimethyl Carbonate and Phenol with C₆₀-doped TiO₂ [J]. Chemical Research in Chinese Universities, 2017, 33(5): 804-810.
[4]	WANG Qiang , WANG Ke-li , WU Xing-long , LUO Sheng-jun , HU Chang-wen . Synthesis of Mg₅(CO₃)₄(OH)₂·4H₂O with Flower-like Micro-structure and Its Catalytic Activity for Transesterification of Dimethyl Carbonate with Phenol[J]. Chemical Research in Chinese Universities, 2007, 23(6): 641-645.
[5]	ZHANG Jing-wen, ZHANG Xiao-long, MA Xiu-li, LIU Chang-cheng, MU Ying, SUN Yun-xiu, JIANG Wen-pu, HUANG Hua-min, LI Yao-xian, PENG Wan-ru. Studies on Ester Exchange Reaction [J]. Chemical Research in Chinese Universities, 1998, 14(1): 38-41.