具有“滑轮”效应聚轮烷交联剂的制备及在体膨颗粒型调驱剂中的应用

doi:10.7503/cjcu20170856

高等学校化学学报 ›› 2018, Vol. 39 ›› Issue (9): 2098.doi: 10.7503/cjcu20170856

具有“滑轮”效应聚轮烷交联剂的制备及在体膨颗粒型调驱剂中的应用

田尧¹, 张春权¹, 王文哲¹, 周英芳², 卢亿桐³, 张鹏^1,²(), 贾振福¹, 周成裕¹, 陈世兰¹

1. 重庆科技学院化学化工学院, 重庆 401331
2. 阿伯丁大学工学院, 阿伯丁 AB24 3UE
3. 天圣制药集团股份有限公司, 重庆 408300

收稿日期:2017-12-29 出版日期:2018-09-07 发布日期:2018-08-03
作者简介:
联系人简介: 张鹏, 男, 博士, 副教授, 主要从事水溶性高分子的合成、油田化学及化学法提高采收率研究. E-mail: zhangpengchina@foxmail.com
基金资助:
国家自然科学基金(批准号: 51504050, 51774062)、重庆市教委科学技术研究项目(批准号: KJ1601305)、重庆科技学院校内科研基金(批准号: CK2016B07, CK2016Z20)、国家级大学生科技创新训练计划项目(批准号: 201711551004)、重庆科技学院研究生科技创新计划项目(批准号: YKJCX1720509)和国家科技重大专项技术服务项目(批准号: 33550000-17-FW2099-0049)资助.

Preparation of Polyrotaxane Cross-linking Agent with “Pulley” Effect and Its Potential Application in Swelling Grain Used as Profile Control and Water Plugging Agent^†

TIAN Yao¹, ZHANG Chunquan¹, WANG Wenzhe¹, ZHOU Yingfang², LU Yitong³, ZHANG Peng^1,^2,^*(), JIA Zhenfu¹, ZHOU Chengyu¹, CHEN Shilan¹

1. School of Chemistry and Chemical Engineering, Chongqing University of Science & Technology, Chongqing 401331, China;
2. School of Engineering, University of Aberdeen, Aberdeen AB24 3UE, United Kingdom
3. Tian Sheng Pharmaceutical Group Co., Ltd., Chongqing 408300, China

Received:2017-12-29 Online:2018-09-07 Published:2018-08-03
Contact: ZHANG Peng E-mail:zhangpengchina@foxmail.com
Supported by:
† Supported by the National Natural Science Foundation of China(Nos.51504050, 51774062), the Scientific and Technological Research Program of Chongqing Municipal Education Commission, China(No.KJ1601305), the Research Foundation of Chongqing University of Science & Technology, China(Nos.CK2016B07, CK2016Z20), the Science and Technology Innovation Training Program for College Students of China(No.201711551004), the Science and Technology Innovation Project for Postgraduate of Chongqing University of Science & Technology, China(No.YKJCX1720509) and the Service Contract of National Science and Technology Major Project, China(No.33550000-17-FW2099-0049).

摘要/Abstract

摘要：

通过三步反应设计构筑了一种具有双键结构的改性α-环糊精聚轮烷, 由于α-环糊精可以在聚乙烯醇链上滑动, 因此可以将其视作一种具有“滑轮”效应的交联剂, 通过红外光谱、二维核磁共振光谱及X射线衍射等表征了其结构. 将新型聚轮烷交联剂和传统交联剂N,N'-亚甲基双丙烯酰胺分别与丙烯酰胺交联共聚制备体膨颗粒, 测定其溶胀性能和形变性能. 吸水膨胀51 h后, 聚轮烷交联剂制备的体膨颗粒吸水倍率为8.32, 受到294.3 N的外力再撤消后, 体膨颗粒未破碎且能恢复至原始状态, 而传统交联剂制备的体膨颗粒吸水倍率为6.75, 受到112.4 N的外力后, 体膨颗粒发生破碎. 表明由聚轮烷交联剂制备的体膨颗粒具有更大的膨胀倍率和更优异的形变性能.

关键词: “滑轮”效应;, 聚轮烷交联剂, 体膨颗粒, 调驱剂, 溶胀性能, α-环糊精

Abstract:

A kind of polyrotaxane with polymerizable double bonds was designed and prepared through three step reactions. Because the α-cyclodextrin can slide freely on the chain of polyvinyl alcohol, this polyrotaxane can be considered as a cross-linking agent with “pulley” effect. The structure of polyrotaxane was characterized by Fourier transform infrared spectrophotometer(FTIR), 2D nuclear magnetic resonance(NMR), X-ray diffraction(XRD), and so on. The swelling grains were prepared by copolymerization of acrylamide with novel polyrotaxane cross-linking agent and ordinary cross-linking agent N,N'-methylenebisacrylamide individually. The swelling ability and deformability of swelling grains were also investigated. After swelling for 51 h, for swelling grain prepared by novel polyrotaxane cross-linker, the water absorption is 8.32. The swelling grain is not broken and can restore the original state after receiving and with drawing 294.3 N external force. But for swelling grain prepared by ordinary cross-linker, the water absorption is 6.75. The swelling grain is broken after receiving 112.4 N external force. The swelling ability and deformability of swelling grain prepared by the polyrotaxane cross-linking agent are better than those of grain prepared by the ordinary chemical cross-linking agent.

Key words: “Pulley” effect;, Polyrotaxane cross-linking agent, Swelling grain, Profile control and water plugging agent, Swelling ability, α-Cyclodextrin

中图分类号:

O631.1

TrendMD:

田尧, 张春权, 王文哲, 周英芳, 卢亿桐, 张鹏, 贾振福, 周成裕, 陈世兰. 具有“滑轮”效应聚轮烷交联剂的制备及在体膨颗粒型调驱剂中的应用. 高等学校化学学报, 2018, 39(9): 2098.

TIAN Yao,ZHANG Chunquan,WANG Wenzhe,ZHOU Yingfang,LU Yitong,ZHANG Peng,JIA Zhenfu,ZHOU Chengyu,CHEN Shilan. Preparation of Polyrotaxane Cross-linking Agent with “Pulley” Effect and Its Potential Application in Swelling Grain Used as Profile Control and Water Plugging Agent^†. Chem. J. Chinese Universities, 2018, 39(9): 2098.

图/表 14

Scheme 1 Modification process of allyl-α-CD

Scheme 2 Oxidisation process of PEG

Scheme 3 Preparation process of the polyrotaxane as a cross-linking agent

Fig.1 FTIR spectra of α-CD(a) and allyl-α-CD(b)

Fig.2 1H NMR spectra of α-CD(a) and allyl- α-CD(b) with DMSO-d6 as solvent

Fig.3 FTIR spectra of PEG(a) and HOOC-PEG-COOH(b)

Fig.4 1H NMR spectra of PEG(a) and HOOC- PEG-COOH(b, c) a, b. DMSO-d6 as solvent; c. D2O as solvent.

Fig.5 FTIR spectra of allyl-α-CD(a), HOOC-PEG-COOH(b) and polyrotaxane cross-linking agent(c)

Fig.6 1H NMR spectra of polyrotaxane cross-linking agent(a), HOOC-PEG-COOH(b) and allyl-α-CD(c) with DMSO-d6 as solvent

Fig.7 XRD patterns of allyl-α-CD(a), HOOC-PEG-COOH(b), the physical mixture of allyl-α-CD and HOOC-PEG-COOH(c), polyrotaxane cross-linking agent(d)

Fig.8 Partial 2D NOESY 1H NMR spectrum of polyrotaxane cross-linking agent with DMSO-d6 as solvent

Fig.9 Water absorption of novel swelling grain(a) and traditional swelling grain(b)

Fig.10 Deformability of traditional swelling grain

Fig.11 Deformability of novel swelling grain

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具有“滑轮”效应聚轮烷交联剂的制备及在体膨颗粒型调驱剂中的应用

Preparation of Polyrotaxane Cross-linking Agent with “Pulley” Effect and Its Potential Application in Swelling Grain Used as Profile Control and Water Plugging Agent^†

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具有“滑轮”效应聚轮烷交联剂的制备及在体膨颗粒型调驱剂中的应用

Preparation of Polyrotaxane Cross-linking Agent with “Pulley” Effect and Its Potential Application in Swelling Grain Used as Profile Control and Water Plugging Agent†

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Preparation of Polyrotaxane Cross-linking Agent with “Pulley” Effect and Its Potential Application in Swelling Grain Used as Profile Control and Water Plugging Agent^†