一种磺酸型水性聚氨酯扩链剂的合成、表征及应用

doi:10.11949/j.issn.0438-1157.20141198

化工学报 ›› 2015, Vol. 66 ›› Issue (2): 834-842.DOI: 10.11949/j.issn.0438-1157.20141198

• 材料化学工程与纳米技术 • 上一篇下一篇

一种磺酸型水性聚氨酯扩链剂的合成、表征及应用

王学川¹, 任静¹, 强涛涛²

1 陕西科技大学资源与环境学院, 陕西西安 710021;
2 陕西农产品加工技术研究院, 陕西西安 710021

收稿日期:2014-08-11 修回日期:2014-10-23 出版日期:2015-02-05 发布日期:2015-02-05
通讯作者: 王学川
基金资助:
国家自然科学基金项目(21276151);陕西省科技厅科技计划项目(2011SZS007);陕西省重点科技创新团队项目(2013KCT-08);陕西科技大学科研创新团队项目(TD12-04);陕西科技大学研究生创新基金项目。

Synthesis, characterization and application of sulfonic acid type water-based polyurethane chain extender

WANG Xuechuan¹, REN Jing¹, QIANG Taotao²

1 School of Resource and Environment, Shaanxi University of Science and Technology, Xi'an 710021, Shaanxi, China;
2 Shaanxi Research Institute of Agricultural Products Processing Technology, Xi'an 710021, Shaanxi, China

Received:2014-08-11 Revised:2014-10-23 Online:2015-02-05 Published:2015-02-05
Supported by:
supported by the National Natural Science Foundation of China(21276151).

摘要/Abstract

摘要：

以自制的中间体N,N-二(2-羟乙基)-2-氨基丙烯为原料,对其进行磺化反应,控制温度、时间和摩尔比反应合成磺酸型水性聚氨酯扩链剂N,N-二(2-羟乙基)-2-氨基丙磺酸钠,借助核磁氢谱(¹H NMR)、红外光谱(FTIR)、元素分析、X射线衍射(XRD)等手段对合成产物进行了组成、结构和结晶性表征,用热重分析仪表征了产物的热稳定性。根据产物的磺化度确定最佳的合成工艺:反应温度为90℃,反应时间为8 h,N,N-二(2-羟乙基)-2-氨基丙烯和亚硫酸氢钠(NaHSO₃)的物料比为1:2.5,磺化率可达到94%以上。分别以二羟甲基丙酸(DMPA)和自制磺酸型单体作为亲水扩链剂制备羧酸型水性聚氨酯(CWPU)和磺酸型水性聚氨酯(SWPU),其性能对比结果表明:SWPU相比于CWPU具有较好的亲水性和耐热性能;固含量及稳定性方面,SWPU也是优于CWPU的。

关键词: N,N-二(2-羟乙基)-2-氨基丙烯, N,N-二(2-羟乙基)-2-氨基丙磺酸钠, 磺化, 合成, 表征

Abstract:

Sulfonic acid type waterborne polyurethane chain extender (N,N-bis(2-hydroxyethyl)-2-aminopropane sulphonate) was synthesized by sulfonation of self-made intermediate (N,N-bis(2-hydroxyethyl)-2-amine-propenyl) and adjusting temperature, time and molar ratio. Composition, structure and crystallinity of the synthesized product were characterized with nuclear magnetic resonance (¹H NMR), infrared spectroscopy (FTIR), elemental analysis, and XRD. Thermal stability of the product was characterized with TGA. The best synthesis process was determined by sulfonation degree of the product. When temperature of reaction was 90℃, time of reaction was 8 h, and materials ratio of N,N-(2-hydroxyethyl)-2-amino propylene, and NaHSO₃ was 1:2.5, the sulfonation degree of the product was above 94%. With DMPA and as-prepared sulfonic acid type monomer as hydrophilic chain extenders respectively, CWPU and SWPU were synthesized. Performance comparison showed that compared with CWPU, SWPU had good hydrophilicity and heat resistance, solid content and stability of SWPU were also better than those of CWPU.

Key words: N,N-bis(2-hydroxyethyl)-2-amine-propenyl, N,N-bis(2-hydroxyethyl)-2-aminopropane sulphonate, sulfonation, synthesis, characterization

中图分类号:

TQ322.4

王学川, 任静, 强涛涛. 一种磺酸型水性聚氨酯扩链剂的合成、表征及应用[J]. 化工学报, 2015, 66(2): 834-842.

WANG Xuechuan, REN Jing, QIANG Taotao. Synthesis, characterization and application of sulfonic acid type water-based polyurethane chain extender[J]. CIESC Journal, 2015, 66(2): 834-842.

参考文献 22

[1]	Song Wensheng(宋文生), Xu Cuicui(徐翠翠), Zhang Lin(张琳), et al. Preparation method and properties of sulfonic acid waterborne polyurethane dispersion //China Polyurethane Industry Association 15th Annual Meeting Proceedings [C]. 2010: 338-343
[2]	Lee Da-Kong, Tsai Hong-Bing, Wang Hsine-Hsyan, et al. Aqueous polyurethane dispersions derived from polycarbonatediols [J]. Journal of Applied Polymer Science, 2004(94): 1723-1729
[3]	Perez-Liminana M Angeles, Aran-Als Francisca.Characterization of waterborne polyurethane adhesives containing different amounts of ionic groups [J]. Internationl Journal of Adhesion and Adhesives, 2005(25): 507-517
[4]	Li Shaoxiong (李绍雄), Zhu Lümin (朱吕民). Polyurethane (聚氨酯树脂)[M]. Nanjing:Jiangsu Science and Technology Press, 1992: 552
[5]	Cao Kun(曹坤), Wu Jianfen(吴建芬), Sun Jianzhong(孙建中), et al. Research progress of waterborne polyurethane [J]. Polymer Bulletin (高分子通报), 1994, 3: 156-161
[6]	Kang Pingping(康平平), Song Wensheng(宋文生), Hui Jinkai(回金楷), et al. Preparation and property of sulfonated waterborne polyurethane dispersions [J]. Paint & Coatings Industry(涂料工业), 2010, 40(8): 52-55
[7]	Jiang Li(姜丽), Xu Tiantian(许甜甜), Ye Jingang(叶锦刚), et al. Synthesis and research of novel sulfonate-based waterborne polyurethane [J]. Paint & Coatings Industry(涂料工业), 2012, 42(11): 4-12
[8]	Ning Lei(宁蕾), Xia Zhengbin(夏正斌), Peng Wenqi(彭文奇), et al. Progress in studies on sulfonate waterborne polyurethane [J]. Paint & Coatings Industry(涂料工业), 2010, 40(11): 71-75
[9]	Huang Zhongyuan(黄中元), Sun Dongcheng(孙东成).Research progress of waterborne polyurethane based on sulfonate [J]. China Adhesives(中国胶黏剂), 2008, 17(10): 50-54
[10]	Katsuji Matsunaga, Kzauko Nakagawa, Satoshi Sawai, et al. Synthesis and characteration of polyurethane anionomers [J]. Journal of Applied Polymer Science, 2005, 98(5): 2144-2148
[11]	Mohammad Mizanur Rahman, Han-Do Kim, Won-Ki Lee. Properties of waterborne polyurethane adhesives:effect of chain extender and polyol content [J]. Journal of Adhesion Science and Technology, 2009, 23(1): 177-1963
[12]	Vilas D Athawale, Ramakant V Nimbalkar.Emulsifyable air drying urethane alkyds [J]. Progress Organic Coatings, 2010, 67(1): 66-71
[13]	Lee Ht, Wu Sy, Jengr J, et al. Effects of sulfonated polyl on the properties of the resultant aqueous polyurethane dispersions [J]. Colloids and Sudaces A:Physicochemical and Engineering Aspects, 2006, 276(1/2/3): 176-185
[14]	Matsunaga K, Nakagawa K, Sawais, et al. Synthesis and characterization of polyurethane anionomers [J]. Journal of Applied Polymer Science, 2005, 98(5): 2144-2148
[15]	Anderson J T, Spawn Carol-Lynn, Hedrick S T, et al. Aqueous colloidal dispersions of sulfonated polyurethane ureas and products [P]: US, 6649727. 2003-11-18
[16]	Yen Meng Shung, Tsai Ping Yuan.Effects of soft segments on the surface properties of polydimethylsiloxane waterborne polyurethane prepolyer blends and treated nylon fabrics [J]. Journal of Applied Polymer Science, 2010, 115(6): 3550-3558
[17]	Huang Zhiyu(黄志宇), Chen Shiyuan(陈士元), Zhang Tailiang(张太亮), et al. Olefin addition method of synthesis of alkyl phenol polyoxyethylene ether sulfonates [J]. Speciality Petrochemicals(精细石油化工), 2011, 28(1): 50-53
[18]	Xu Gewen(许戈文). Waterborne Polyurethane Materials (水性聚氨酯材料)[M]. Beijing: Chemical Industry Press, 2007: 160-182
[19]	Song Wensheng(宋文生), Xu Cuicui(徐翠翠), Zheng Yingli(郑英丽).Synthesis of N, N-bis(2-hydroxyethyl) -2-aminoethane sulphonate [J]. Chemical Research and Application(化学研究与应用), 2011, 23(4): 470-474
[20]	Wang Guihua(王桂花), Zhang Meizhen(张美珍). Catalytic bromine addition method for determining the content of total unsaturated double bonds in polyvinyl chloride (PVC) [J]. Petrochemical Technology(石油化工), 2001, 30(12): 933-934
[21]	Wang Xuechuan(王学川), Li Xinmiao(李新苗), Qiang Taotao(强涛涛), et al. Synthesis and characterization of sulfonate hyperbranched polymer surfactant [J]. China Surfacant Detergent & Cosmetics(日用化学工业), 2013, 43(1): 16-20
[22]	Kang Pingping(康平平), Song Wensheng(宋文生), Hui Jinkai(回金楷), et al. Preparation and property of sulfonated waterborne polyurethane dispersions [J]. Paint & Coatings Industry (涂料工业), 2010, 40(8): 52-55

一种磺酸型水性聚氨酯扩链剂的合成、表征及应用

Synthesis, characterization and application of sulfonic acid type water-based polyurethane chain extender

PDF (PC)

可视化

被引次数

摘要/Abstract

引用本文

使用本文

参考文献 22

相关文章 15

编辑推荐

Metrics

本文评价

[1]	王志国, 薛孟, 董芋双, 张田震, 秦晓凯, 韩强. 基于裂隙粗糙性表征方法的地热岩体热流耦合数值模拟与分析[J]. 化工学报, 2023, 74(S1): 223-234.
[2]	王琪, 张斌, 张晓昕, 武虎建, 战海涛, 王涛. 氯铝酸-三乙胺离子液体/P₂O₅催化合成伊索克酸和2-乙基蒽醌[J]. 化工学报, 2023, 74(S1): 245-249.
[3]	杨菲菲, 赵世熙, 周维, 倪中海. Sn掺杂的In₂O₃催化CO₂选择性加氢制甲醇[J]. 化工学报, 2023, 74(8): 3366-3374.
[4]	李彬, 徐正虎, 姜爽, 张天永. 双氧水催化氧化法清洁高效合成促进剂CBS[J]. 化工学报, 2023, 74(7): 2919-2925.
[5]	葛加丽, 管图祥, 邱新民, 吴健, 沈丽明, 暴宁钟. 垂直多孔碳包覆的FeF₃正极的构筑及储锂性能研究[J]. 化工学报, 2023, 74(7): 3058-3067.
[6]	涂玉明, 邵高燕, 陈健杰, 刘凤, 田世超, 周智勇, 任钟旗. 钙基催化剂的设计合成及应用研究进展[J]. 化工学报, 2023, 74(7): 2717-2734.
[7]	张谭, 刘光, 李晋平, 孙予罕. Ru基氮还原电催化剂性能调控策略[J]. 化工学报, 2023, 74(6): 2264-2280.
[8]	葛泽峰, 吴雨青, 曾名迅, 查振婷, 马宇娜, 侯增辉, 张会岩. 灰化学成分对生物质气化特性的影响规律[J]. 化工学报, 2023, 74(5): 2136-2146.
[9]	王锋, 陈钰, 裴鸿艳, 刘东东, 张静, 张立新. 1，2，4-𫫇二唑类衍生物的设计、合成及抗菌活性[J]. 化工学报, 2023, 74(3): 1390-1398.
[10]	刘润竹, 储甜甜, 张孝阿, 王成忠, 张军营. α，ω-端羟基亚苯基氟硅聚合物的合成及性能[J]. 化工学报, 2023, 74(3): 1360-1369.
[11]	袁海鸥, 叶方俊, 张硕, 罗祎青, 袁希钢. 考虑中间换热器的能量集成精馏序列合成[J]. 化工学报, 2023, 74(2): 796-806.
[12]	张梦波, 楼琳瑾, 冯艺荣, 郑雨婷, 张浩淼, 王靖岱, 阳永荣. 烷基铝氧烷合成技术研究进展[J]. 化工学报, 2023, 74(2): 525-534.
[13]	张秋华, 刘曼路, 王峥, 张一鸣, 苏海佳. 维生素K2的生物合成及其甲萘醌基团合成酶的功能分析[J]. 化工学报, 2023, 74(1): 342-354.
[14]	宇国佳, 靳冬玉, 周智勇, 张帆, 任钟旗. 多孔液体的设计合成与应用研究进展[J]. 化工学报, 2023, 74(1): 257-275.
[15]	李鑫, 曾少娟, 彭奎霖, 袁磊, 张香平. CO₂电催化还原制合成气研究进展及趋势[J]. 化工学报, 2023, 74(1): 313-329.