Citation: Xi-Xi Qin, Zhi-Lin Cheng. Application of ionic liquids as a catalyst in the synthesis of polyvinyl butyral(PVB) polymer[J]. Chinese Chemical Letters, ;2016, 27(01): 145-148. doi: 10.1016/j.cclet.2015.07.012 shu

Application of ionic liquids as a catalyst in the synthesis of polyvinyl butyral(PVB) polymer

Xi-Xi Qin ,
Zhi-Lin Cheng ^,

1.
College of Chemistry and Chemical Engineering, Yangzhou University, Yangzhou 225002, China

Corresponding author: Zhi-Lin Cheng,
Received Date: 27 April 2015
Available Online: 12 June 2015
Fund Project: This work was supported by the Talent Introduction Fund of Yangzhou University, Jiangsu Social Development Project(No. BE2014613) (No. BE2014613)Six Talent Peaks of Jiangsu Province(No. 2014-XCL-013). (No. 2014-XCL-013)

Polyvinyl butyral(PVB) polymer was successfully synthesized using ionic liquid(IL) catalyst. The synthesis of PVB was achieved by acetalization of polyvinyl alcohol(PVA) and butyraldehyde(BA) in the presence of[HMIM]⁺HSO₄^- IL catalyst. The FT-IR, ¹H NMR, DSC, GPC and SEM characterizations were used to analyze the structure and properties of PVB. The effects of the concentration of PVA in water and the number of reuse cycles on the acetalization degree were investigated. The results indicated that the maximum acetalization degree of PVB obtained using[HMIM]⁺HSO₄^- IL catalyst was up to 72%. The comparison of the commercial PVB and the PVB obtained using[HMIM]⁺HSO₄^- IL catalyst showed that the self-made PVB has a larger molecular weight, higher viscosity, and higher acetalization degree than the commercial PVB.
- Ionic liquids,
- Catalyst,
- PVB,
- Acetalization degree
1. [1]
  [1] F. Shirini, A. Yahyazadeh, K. Mohammadi, One-pot synthesis of various xanthene derivatives using ionic liquid 1,3-disulfonic acid imidazolium hydrogen sulfate as an efficient and reusable catalyst under solvent-free conditions, Chin. Chem. Lett. 25(2014) 341-347.
2. [2]
  [2] H. Singh, S. Kumari, J.M. Khurana, A new green approach for the synthesis of 12-aryl-8, 9, 10, 12-tetrahydrobenzo[a]xanthene-11-one derivatives using task specific acidic ionic liquid[NMP]H₂PO₄, Chin. Chem. Lett. 25(2014) 1336-1340.
3. [3]
  [3] R.T. Carlin, R.A. Osteryoung, J.S. Wilkes, J. Rovang, Studies of titanium(IV) chloride in a strongly Lewis acidic molten salt:electrochemistry and titanium NMR and electronic spectroscopy, Inorg. Chem. 29(1990) 3003-3009.
4. [4]
  [4] R.T. Carlin, J.S. Wilkes, Complexation of Cp₂MCl₂ in a chloroaluminate molten salt:relevance to homogeneous Ziegler-Natta catalysis, J. Mol. Catal. 63(1990) 125-129.
5. [5]
  [5] M.F. Pinheiro, R.S. Mauler, R.F. de Souza, Biphasic ethylene polymerization with a diiminenickel catalyst, Macromol. Rapid Commun. 22(2001) 425-428.
6. [6]
  [6] P. Wasserscheid, C.M. Gordon, C. Hilgers, M.J. Muldoon, I.R. Dunkin, Ionic liquids:polar, but weakly coordinating solvents for the first biphasic oligomerisation of ethene to higher a-olefins with cationic Ni complexes, Chem. Commun. 13(2001) 1186-1187.
7. [7]
  [7] A. Fürstner, Olefin metathesis and beyond, Angew. Chem. Int. Ed. 39(2000) 3012-3043.
8. [8]
  [8] P. Kubisa, Application of ionic liquids as solvents for polymerization processes, Prog. Polym. Sci. 29(2004) 3-12.
9. [9]
  [9] Y.S. Vygodskii, D.A. Sapozhnikov, A.S. Shaplov, et al., New ionic liquids with hydrolytically stable anions as alternatives to hexafluorophosphate and tetrafluoroborate salts in the free radical polymerization and preparation of ionconducting composites, Polym. J. 43(2011) 126-135.
10. [10]
  [10] P. Kubisa, Ionic liquids as solvents for polymerization processes-progress and challenges, Prog. Polym. Sci. 34(2009) 1333-1347.
11. [11]
  [11] Z.Z. Chen, L.H. Qiu, J.M. Lu, F. Yan, J. Texter, Atom transfer radical polymerization in ionic liquid-based microemulsions, Polym. Prepr. 51(2010) 559-560.
12. [12]
  [12] C.X. Lin, H.Y. Zhan, M.H. Liu, et al., RAFT synthesis of cellulose-g-polymethylmethacrylate copolymer in an ionic liquid, J. Appl. Polym. Sci. 127(2013) 4840-4849.
13. [13]
  [13] R. Vijayaraghavan, D.R. MacFarlane, Living cationic polymerisation of styrene in an ionic liquid, Chem. Commun. 6(2004) 700-701.
14. [14]
  [14] M.J. Shi, S.Z. Kou, B.S. Shen, et al., Improving the performance of all-solid-state supercapacitors by modifying ionic liquid gel electrolytes with graphene nanosheets prepared by arc-discharge, Chin. Chem. Lett. 25(2014) 859-864.
15. [15]
  [15] K.L. Hong, H.W. Zhang, J.W. Mays, et al., Conventional free radical polymerization inroom temperature ionic liquids:agreen approachtocommoditypolymerswith practical advantages, Chem. Commun. 13(2002) 1368-1369.
16. [16]
  [16] M. Chanda, S.K. Roy, Plastics Technology Handbook, 4th ed., CRC Press, 2006.
17. [17]
  [17] A. Kraft, M. Rottmann, Properties, performance and current status of the laminated electrochromic glass of Gesimat, Sol. Energy Mater. Sol. Cells 93(2009) 2088-2092.
18. [18]
  [18] Q.B. Zhang, Y.X. Hua, Effects of[HMIM]HSO₄ and[OMIM]HSO₄ on the electrodeposition of zinc from sulfate electrolytes, J. Appl. Electrochem. 39(2009) 1185-1192.
19. [19]
  [19] B. Yang, R.G. Liu, J.J. Huang, H. Sun, Reverse dissolution as a route in the synthesis of poly(vinyl butyral) with high butyral contents, Ind. Eng. Chem. Res. 52(2013) 7425-7431.
20. [20]
  [20] A. Eceiza, K. de la Caba, G. Kortaberria, et al., Influence of molecular weight and chemical structure of soft segment in reaction kinetics of polycarbonate diols with 4,4'-diphenylmethane diisocyanate, Eur. Polym. J. 41(2005) 3051-3059.
21. [21]
  [21] S. Subramani, Y.-J. Park, Y.-S. Lee, J.-H. Kim, New development of polyurethane dispersion derived from blocked aromatic diisocyanate, Prog. Org. Coat. 48(2003) 71-79.
22. [22]
  [22] Y.A. Kurskii, L.N. Beloded, N.K. Kobyakova, et al., A GLC and NMR analysis of the composition of polyvinyl butyral furfural acetal, Russ. J. Appl. Chem. 84(2011) 1914-1919.
1. [1]
  Hao-Cong Li , Ming Zhang , Qiyan Lv , Kai Sun , Xiao-Lan Chen , Lingbo Qu , Bing Yu . Homogeneous catalysis and heterogeneous separation: Ionic liquids as recyclable photocatalysts for hydroacylation of olefins. Chinese Chemical Letters, 2025, 36(2): 110579-. doi: 10.1016/j.cclet.2024.110579
2. [2]
  Ke Wang , Jia Wu , Shuyi Zheng , Shibin Yin . NiCo Alloy Nanoparticles Anchored on Mesoporous Mo2N Nanosheets as Efficient Catalysts for 5-Hydroxymethylfurfural Electrooxidation and Hydrogen Generation. Chinese Journal of Structural Chemistry, 2023, 42(10): 100104-100104. doi: 10.1016/j.cjsc.2023.100104
3. [3]
  Jinli Chen , Shouquan Feng , Tianqi Yu , Yongjin Zou , Huan Wen , Shibin Yin . Modulating Metal-Support Interaction Between Pt3Ni and Unsaturated WOx to Selectively Regulate the ORR Performance. Chinese Journal of Structural Chemistry, 2023, 42(10): 100168-100168. doi: 10.1016/j.cjsc.2023.100168
4. [4]
  Renshu Huang , Jinli Chen , Xingfa Chen , Tianqi Yu , Huyi Yu , Kaien Li , Bin Li , Shibin Yin . Synergized oxygen vacancies with Mn2O3@CeO2 heterojunction as high current density catalysts for Li–O2 batteries. Chinese Journal of Structural Chemistry, 2023, 42(11): 100171-100171. doi: 10.1016/j.cjsc.2023.100171
5. [5]
  Huyi Yu , Renshu Huang , Qian Liu , Xingfa Chen , Tianqi Yu , Haiquan Wang , Xincheng Liang , Shibin Yin . Te-doped Fe3O4 flower enabling low overpotential cycling of Li-CO2 batteries at high current density. Chinese Journal of Structural Chemistry, 2024, 43(3): 100253-100253. doi: 10.1016/j.cjsc.2024.100253
6. [6]
  Jiajia Wang , XinXin Ge , Yajing Xiang , Xiaoliang Qi , Ying Li , Hangbin Xu , Erya Cai , Chaofan Zhang , Yulong Lan , Xiaojing Chen , Yizuo Shi , Zhangping Li , Jianliang Shen . An ionic liquid functionalized sericin hydrogel for drug-resistant bacteria-infected diabetic wound healing. Chinese Chemical Letters, 2025, 36(2): 109819-. doi: 10.1016/j.cclet.2024.109819
7. [7]
  Luyu Zhang , Zirong Dong , Shuai Yu , Guangyue Li , Weiwen Kong , Wenjuan Liu , Haisheng He , Yi Lu , Wei Wu , Jianping Qi . Ionic liquid-based in situ dynamically self-assembled cationic lipid nanocomplexes (CLNs) for enhanced intranasal siRNA delivery. Chinese Chemical Letters, 2024, 35(7): 109101-. doi: 10.1016/j.cclet.2023.109101
8. [8]
  Yatian Deng , Dao Wang , Jinglan Cheng , Yunkun Zhao , Zongbao Li , Chunyan Zang , Jian Li , Lichao Jia . A new popular transition metal-based catalyst: SmMn₂O₅ mullite-type oxide. Chinese Chemical Letters, 2024, 35(8): 109141-. doi: 10.1016/j.cclet.2023.109141
9. [9]
  Gang Hu , Chun Wang , Qinqin Wang , Mingyuan Zhu , Lihua Kang . The controlled oxidation states of the H₄PMo₁₁VO₄₀ catalyst induced by plasma for the selective oxidation of methacrolein. Chinese Chemical Letters, 2025, 36(2): 110298-. doi: 10.1016/j.cclet.2024.110298
10. [10]
  Guanxiong Yu , Chengkai Xu , Huaqiang Ju , Jie Ren , Guangpeng Wu , Chengjian Zhang , Xinghong Zhang , Zhen Xu , Weipu Zhu , Hao-Cheng Yang , Haoke Zhang , Jianzhao Liu , Zhengwei Mao , Yang Zhu , Qiao Jin , Kefeng Ren , Ziliang Wu , Hanying Li . Key progresses of MOE key laboratory of macromolecular synthesis and functionalization in 2023. Chinese Chemical Letters, 2024, 35(11): 109893-. doi: 10.1016/j.cclet.2024.109893
11. [11]
  Zhikang Wu , Guoyong Dai , Qi Li , Zheyu Wei , Shi Ru , Jianda Li , Hongli Jia , Dejin Zang , Mirjana Čolović , Yongge Wei . POV-based molecular catalysts for highly efficient esterification of alcohols with aldehydes as acylating agents. Chinese Chemical Letters, 2024, 35(8): 109061-. doi: 10.1016/j.cclet.2023.109061
12. [12]
  Yulong Liu , Haoran Lu , Tong Yang , Peng Cheng , Xu Han , Wenyan Liang . Catalytic applications of amorphous alloys in wastewater treatment: A review on mechanisms, recent trends, challenges and future directions. Chinese Chemical Letters, 2024, 35(10): 109492-. doi: 10.1016/j.cclet.2024.109492
13. [13]
  Yufei Liu , Liang Xiong , Bingyang Gao , Qingyun Shi , Ying Wang , Zhiya Han , Zhenhua Zhang , Zhaowei Ma , Limin Wang , Yong Cheng . MOF-derived Cu based materials as highly active catalysts for improving hydrogen storage performance of Mg-Ni-La-Y alloys. Chinese Chemical Letters, 2024, 35(12): 109932-. doi: 10.1016/j.cclet.2024.109932
14. [14]
  Hong Yin , Zhipeng Yu . Hexavalent iridium catalyst enhances efficiency of hydrogen production. Chinese Journal of Structural Chemistry, 2025, 44(1): 100382-100382. doi: 10.1016/j.cjsc.2024.100382
15. [15]
  Qijun Tang , Wenguang Tu , Yong Zhou , Zhigang Zou . High efficiency and selectivity catalyst for photocatalytic oxidative coupling of methane. Chinese Journal of Structural Chemistry, 2023, 42(12): 100170-100170. doi: 10.1016/j.cjsc.2023.100170
16. [16]
  Zimo Peng , Quan Zhang , Gaocan Qi , Hao Zhang , Qian Liu , Guangzhi Hu , Jun Luo , Xijun Liu . Nanostructured Pt@RuOx catalyst for boosting overall acidic seawater splitting. Chinese Journal of Structural Chemistry, 2024, 43(1): 100191-100191. doi: 10.1016/j.cjsc.2023.100191
17. [17]
  Yizhe Chen , Yuzhou Jiao , Liangyu Sun , Cheng Yuan , Qian Shen , Peng Li , Shiming Zhang , Jiujun Zhang . Nonmetallic phosphorus alloying to regulate the oxygen reduction mechanisms of platinum catalyst. Chinese Chemical Letters, 2025, 36(4): 110789-. doi: 10.1016/j.cclet.2024.110789
18. [18]
  Shuang Li , Jiayu Sun , Guocheng Liu , Shuo Zhang , Zhong Zhang , Xiuli Wang . A new Keggin-type polyoxometallate-based bifunctional catalyst for trace detection and pH-universal photodegradation of phenol. Chinese Chemical Letters, 2024, 35(8): 109148-. doi: 10.1016/j.cclet.2023.109148
19. [19]
  Baokang Geng , Xiang Chu , Li Liu , Lingling Zhang , Shuaishuai Zhang , Xiao Wang , Shuyan Song , Hongjie Zhang . High-efficiency PdNi single-atom alloy catalyst toward cross-coupling reaction. Chinese Chemical Letters, 2024, 35(7): 108924-. doi: 10.1016/j.cclet.2023.108924
20. [20]
  Yanling Yang , Zhenfa Ding , Huimin Wang , Jianhui Li , Yanping Zheng , Hongquan Guo , Li Zhang , Bing Yang , Qingqing Gu , Haifeng Xiong , Yifei Sun . Dynamic tracking of exsolved PdPt alloy/perovskite catalyst for efficient lean methane oxidation. Chinese Chemical Letters, 2024, 35(4): 108585-. doi: 10.1016/j.cclet.2023.108585

Get Citation

PDF

XML

Metrics

PDF Downloads(0)
Abstract views(753)
HTML views(26)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142