Citation: CHI Yongmei, XU Songjie, CAO Yuting, DONG Jian. Synthesis and Properties of Novel Amphiphilic Polyamides[J]. Chinese Journal of Applied Chemistry, ;2017, 34(3): 269-275. doi: 10.11944/j.issn.1000-0518.2017.03.160214 shu

Synthesis and Properties of Novel Amphiphilic Polyamides

CHI Yongmei ^a,b ,
XU Songjie ^b ,
CAO Yuting ^a ,
DONG Jian ^a,b,*,,

a.
School of Material Science and Chemical Engineering, Ningbo University, Ningbo, Zhejiang 315211, China
b.
School of Chemistry and Chemical Engineering, Shaoxing University, Shaoxing, Zhejiang 312000, China

Corresponding author: DONG Jian, jiandong@usx.edu.cn
Received Date: 23 May 2016
Revised Date: 20 July 2016
Accepted Date: 19 August 2016

Fund Project: the Natural Science Foundation of Zhejiang Province No.LY12E3001the National Undergraduate Innovative Training Project No.201310349004Supported by the National Natural Science Foundation of China No.21674063

Figures(5)

To provide a theoretical basis for designing natural gas hydrate inhibitors and understanding the inhibition mechanism, and to analyze the nature and characteristics of the interactions between amphiphilic polyamides and water, water soluble poly(1,3-propylene citramide) was synthesized and based upon which, a new amphiphilic polymer was prepared by the modification with cyclohexyl isocyanate. The structure and properties of the product were characterized by proton nuclear magntic resonance spectroscopy, gel permeation chromatography and differential scanning calorimetry. The results show that the modified polymer forms nonfreezable bound water(NFBW) and the amount of the NFBW is twice the level in traditional kinetic gas hydrate inhibitors such as poly(N-vinylcaprolactam) or poly(N-vinylpyrrolidone). The specific heat capacities of water in the modified polymer increases remarkably by 36%. The hydrophobic interaction force between the polymer and water is enhanced, resulting in significant hydrophobic hydration restricted in the polymer. The modified polymers show strong hydrophobicity, leading to high levels of tightly bound water molecules and providing a necessary environment for increasing amount of NFBW.
- water soluble polymer,
- hydrophobic force,
- non-freezable bound water,
- specific heat capacity
1. [1]
  Hammerschmidt E G. Formation of Gas Hydrates in Natural Gas Transmission Lines[J]. Ind Eng Chem, 1934,26(8):851-855. doi: 10.1021/ie50296a010
2. [2]
  Kelkar S K, Selim M S, Sloan E D. Hydrate Dissociation Rates in Pipelines[J]. Fluid Phase Equilib, 1998,150/151(1):371-382.
3. [3]
  ZHANG Ziyi, TONG Le, PAN Yi. Prediction of Gas Hydrate in Pipeline[J]. Contemp Chem Ind, 2013,42(4):425-427.
4. [4]
  LIU Jun, MA Guiyang, PAN Zhen. Experiment on Formation and Decomposition of Methane Hydrate[J]. Chem Eng, 2015,43(11):35-40.
5. [5]
  GONG Zhiwu, ZHANG Liang, CHENG Haiqing. The Influence of Subsea Natural Gas Hydrate Dissociation on the Safety of Offshore Drilling[J]. Pet Drill Technol, 2015,43(4):19-24.
6. [6]
  CUI Qing. The Prevention of Natural Gas Hydrates in Pipeline[J]. Appl Energy Technol, 2014(10):27-30.
7. [7]
  BAI Yuhu, LI Qingping, ZHOU Jianliang. The Potential Risk of Gas Hydrate to Deepwater Drilling and Production and the Corresponding Strategy[J]. Pet Drill Tech, 2009,37(3):17-21.
8. [8]
  ZHAO Xin, QIU Zhengsong, JIANG Lin. An Experimental Analysis of Natural Gas Hydrate Formation at the Presence of Kinetic Hydrate Inhibitors[J]. Nat Gas Ind, 2014,34(2):105-110.
9. [9]
  QUAN Hongping, LI Qiang, LU Hongsheng. Study on Properties of Natural Gas Hydrate Inhibitor BVP[J]. Sci Technol Eng, 2013,13(6):1442-1445.
10. [10]
  FAN Shuanshi, WANG Yanhong, LANG Xuemei. Research Progress of Natural Gas Hydrate Kinetic Inhibition Technology[J]. Nat Gas Ind, 2011,31(12):1-11.
11. [11]
  YAN Xiaoyan, HAO Hong, WANG Kai. Progress in Compound Gas Hydrate Inhibitors[J]. Petrochem Technol, 2013,41(11):1286-1292.
12. [12]
  LIU Jianyi, ZHANG Jing, ZHANG Guangdong. Evaluation and Application of a New Hydrate Kinetic Inhibitor[J]. Nat Gas Ind, 2011,31(1):65-68.
13. [13]
  HUO Hongjun, REN Shaoran, WANG Ruihe. Experiment on Synergetic Effects of Kinetic and Thermodynamic Hydrate Inhibitors[J]. J China Univ Pet(Edn Nat Sci), 2012,36(5):110-113.
14. [14]
  TANG Cuiping, DU Jianwei, LIANG Deqing. Investigation on a New Natural Gas Hydrate Kinetic Inhibitor[J]. J Xi'an Jiaotong Univ, 2008,42(42):333-337.
15. [15]
  BAI Xiaodong, HUANG Jinjun, WANG Chuan. Evaluating Investigation of a New Hydrate Inhibitor HBH[J]. Pet Drill Technol, 2007,35(2):36-38.
16. [16]
  Andrea P, Musa O M, Steed J W. The Chemistry of Low Dosage Clathrate Hydrate Inhibitors[J]. Chem Soc Rev, 2013,42(5):1996-2015. doi: 10.1039/c2cs35340g
17. [17]
  ZHAO Xin, QIU Zhengsong, HUANG Weian. Inhibition Mechanism and Optimized Design of Thermodynamic Gas Hydrate Inhibitors[J]. Acta Pet Sin, 2015,36(6):760-766.
18. [18]
  LEI linglin, SHI Xiaolong. Research Progress in Natural Gas Hydrate Inhibition Technology[J]. West-China Explor Eng, 2013,25(6):87-89.
19. [19]
  WANG Shumiao, WANG Guofu, LIU Hongbo. Application Study on Gas Hydrate Inhibitors of Gas Transmission Pipeline[J]. Oil Gas Storage Transport, 2006,25(2):43-46.
20. [20]
  XU Jiafang, QIU Zhengsong, HE Chang. The Inhibitor Optimization of Gas Hydrates in Deepwater Drilling Fluids[J]. Acta Pet Sin, 2011,32(1):149-152.
21. [21]
  Davenport J R, Musa O M, Paterson M J. A Simple Chemical Model for Clathrate Hydrate Inhibition by Polyvinylcaprolactam[J]. Chem Commun, 2011,47(35):9891-9893. doi: 10.1039/c1cc13556b
22. [22]
  BI Man, JIA Zengqiang, WU Hongqin. Update Progress in Research and Application of Natural Gas Hydrate Inhibitor[J]. Nat Gas Ind, 2009,29(12):75-78.
23. [23]
  Anderson B J, Tester J W, Paolo B G. Properties of Inhibitors of Methane Hydrate Formation via Molecular Dynamics Simulations[J]. J Am Chem Soc, 2005,127(50):17852-17862. doi: 10.1021/ja0554965
24. [24]
  Yagci Y E, Antonietti M, Borner H G. Synthesis of Poly(tartar amides) as Bio-inspired Antifreeze Additives[J]. Macromol Rapid Commun, 2006,19(27):1660-1664.
25. [25]
  WANG Xuezhen, BAI Zilong, MA Hongliao. Studies on Preparation and Properties of Polyglycerol Esteramide as a Gas Hydrate Kinetic Inhibitor[J]. Oilfield Chem, 2010,27(2):212-215.
26. [26]
  SUN Li, DONG Jian. Recent Progress in Polymers as Kinetic Hydrate Inhibitors[J]. Chinese Polym Bull, 2014(10):69-76.
27. [27]
  Munoz F, Kelland M, Sun L. Kinetic Hydrate Inhibitors:Structure-activity Relationship Studies on a Series of Branched Poly(ethylene citramide)s with Varying Lipophilic Groups[J]. Energy & Fuels, 2015,29(8):4774-4782.
28. [28]
  Varma-Nair M, Costello C A, Colle K S. Thermal Analysis of Polymer-water Interactions and Their Relation to Gas Hydrate Inhibition[J]. J Appl Polym Sci, 2007,103(4):2642-2653. doi: 10.1002/(ISSN)1097-4628
29. [29]
  LU Hong, FENG Dachun, YANG Jiyou. Comparison of Differential Scanning Calorimetry and Modulated Differential Scanning Calorimetry in Measurement of Specific Heat Capacities[J]. Anal Instrum, 2011(3):70-74.
1. [1]
  Wen-Bing Hu . Systematic Introduction of Polymer Chain Structures. University Chemistry, 2025, 40(4): 15-19. doi: 10.3866/PKU.DXHX202401014
2. [2]
  Yuhui Yang , Jintian Luo , Biao Zuo . A Teaching Approach to Polymer Surface and Interface in Undergraduate Polymer Physics Courses. University Chemistry, 2025, 40(4): 126-130. doi: 10.12461/PKU.DXHX202408056
3. [3]
  Laiying Zhang , Yinghuan Wu , Yazi Yu , Yecheng Xu , Haojie Zhang , Weitai Wu . Innovation and Practice of Polymer Chemistry Experiment Teaching for Non-Polymer Major Students of Chemistry: Taking the Synthesis, Solution Property, Optical Performance and Application of Thermo-Sensitive Polymers as an Example. University Chemistry, 2024, 39(4): 213-220. doi: 10.3866/PKU.DXHX202310126
4. [4]
  Wenbing Hu , Jin Zhu . Flipped Classroom Approach in Teaching Professional English Reading and Writing to Polymer Graduates. University Chemistry, 2024, 39(6): 128-131. doi: 10.3866/PKU.DXHX202310015
5. [5]
  Pingsheng He , Haiyang Yang , Pingping Zhu . Philosophical Reflections in Polymer Physics Course: Emphasizing Reverse Thinking. University Chemistry, 2025, 40(4): 27-32. doi: 10.3866/PKU.DXHX202403029
6. [6]
  Rui Xu , Wei Li , Tianyi Li . Exploration of Teaching Reform in the Course of “Principles of Chemical Engineering” in the Polymer Materials and Engineering Major. University Chemistry, 2025, 40(4): 54-58. doi: 10.12461/PKU.DXHX202404081
7. [7]
  Chunyang Bao , Ruoxuan Miao , Yuhan Ding , Qingfu Ban , Yusheng Qin , Jie Liu , Zhirong Xin . The Comprehensive Experiment Design of Preparation of Depolymerizable Thermosetting Polymers. University Chemistry, 2025, 40(4): 59-65. doi: 10.12461/PKU.DXHX202405087
8. [8]
  Hujun Qian , Rui Shi , Guanglu Wu , Xuanbo Zhu . A Preliminary Study on the Development of a Virtual Simulation Platform for Polymer Physics Teaching and Its Teaching Practice. University Chemistry, 2025, 40(4): 147-153. doi: 10.12461/PKU.DXHX202409009
9. [9]
  Pingping Zhu , Qiang Zhou , Yu Huang , Haiyang Yang , Pingsheng He , Shiyan Xiao . Design and Practice of Ideological and Political Cases in the Course of Polymer Physics Experiments: Molecular Weight Determination of Polymers by Dilute Solution Viscosity Method as an Example. University Chemistry, 2025, 40(4): 94-99. doi: 10.12461/PKU.DXHX202405170
10. [10]
  Feng Lu , Tao Wang , Qi Wang . Preparation and Characterization of Water-Soluble Silver Nanoclusters: A New Design and Teaching Practice in Materials Chemistry Experiment. University Chemistry, 2025, 40(4): 375-381. doi: 10.12461/PKU.DXHX202406005
11. [11]
  Yi Li . Exploring the New Teaching Mode of the General Education of Polymer Science by Integrating Aesthetics, Ideological and Political Ideas: Teaching Practice of the General Education Course “Appreciation of Aesthetics in the Polymer World”. University Chemistry, 2025, 40(4): 20-26. doi: 10.12461/PKU.DXHX202402031
12. [12]
  Kai Yang , Gehua Bi , Yong Zhang , Delin Jin , Ziwei Xu , Qian Wang , Lingbao Xing . Comprehensive Polymer Chemistry Experiment Design: Preparation and Characterization of Rigid Polyurethane Foam Materials. University Chemistry, 2024, 39(4): 206-212. doi: 10.3866/PKU.DXHX202308045
13. [13]
  Chengyi Xiao , Xiaoli Sun , Chen Zhang , Weiwei Li . An In-Depth Analysis of the Scientific Connotations, Testing Methods, and Applications of Free Volume in Polymer Physics. University Chemistry, 2025, 40(4): 33-45. doi: 10.12461/PKU.DXHX202403069
14. [14]
  Lilong Gao , Yuhao Zhai , Dongdong Zhang , Linjun Huang , Kunyan Sui . Exploration of Thiol-Ene Click Polymerization in Polymer Chemistry Experiment Teaching. University Chemistry, 2025, 40(4): 87-93. doi: 10.12461/PKU.DXHX202405143
15. [15]
  Jiaxun Wu , Mingde Li , Li Dang . The R eaction of Metal Selenium Complexes with Olefins as a Tutorial Case Study for Analyzing Molecular Orbital Interaction Modes. University Chemistry, 2025, 40(3): 108-115. doi: 10.12461/PKU.DXHX202405098
16. [16]
  Lijun Huo , Mingcun Wang , Tianyi Zhao , Mingjie Liu . Exploration of Undergraduate and Graduate Integrated Teaching in Polymer Chemistry with Aerospace Characteristics. University Chemistry, 2024, 39(6): 103-111. doi: 10.3866/PKU.DXHX202312059
17. [17]
  Feng Zheng , Ruxun Yuan , Xiaogang Wang . “Research-Oriented” Comprehensive Experimental Design in Polymer Chemistry: the Case of Polyimide Aerogels. University Chemistry, 2024, 39(10): 210-218. doi: 10.12461/PKU.DXHX202404027
18. [18]
  Qi Wang , Yicong Gao , Feng Lu , Quli Fan . Preparation and Performance Characterization of the Second Near-Infrared Phototheranostic Probe: A New Design and Teaching Practice of Polymer Chemistry Comprehensive Experiment. University Chemistry, 2024, 39(11): 342-349. doi: 10.12461/PKU.DXHX202404141
19. [19]
  Wenjun Yang , Qiaoling Tan , Wenjiao Xie , Xiaoyu Pan , Youyong Yuan . Construction and Characterization of Calcium Alginate Microparticle Drug Delivery System: A Novel Design and Teaching Practice in Polymer Experiments. University Chemistry, 2025, 40(3): 371-380. doi: 10.12461/PKU.DXHX202405150
20. [20]
  Bei Liu , Heng Li , Mei Yang , Yijiang Liu . Teaching Reform and Exploration in Polymer Chemistry with an “Experiment-Intensified” Approach for Masters in Materials and Chemical Engineering. University Chemistry, 2025, 40(4): 10-14. doi: 10.3866/PKU.DXHX202401010

Get Citation

PDF

XML

Metrics

PDF Downloads(1)
Abstract views(738)
HTML views(50)

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