十八烯醇磺基琥珀酸单酯二钠盐的制备、表征及应用
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摘要
以十八烯醇、顺丁烯二酸酐、偏重亚硫酸钠为原料,通过单酯化反应和磺化反应合成了十八烯醇磺基琥珀酸单酯二钠盐表面活性剂。以酸值和磺化值为考察指标,采用单因素试验法优化了制备反应的条件参数。采用FT-IR、~1H-NMR对制备的表面活性剂进行了结构表征,结果表明成功制得了十八烯醇磺基琥珀酸单酯二钠盐。将其引入毛皮加脂剂的制备中,制得了毛皮复合加脂剂并应用于家兔皮加脂工艺中,对加脂后家兔皮的物理机械性能进行检测并与同类市售产品进行对比,结果表明:制得的复合加脂剂乳液平均粒径为90 nm,可均匀地渗透到皮板纤维之间,起到良好的加脂效果,加脂后皮板的柔软度、抗张强度、撕裂强度及断裂伸长率与市售加脂剂的应用效果相当。
The eighteen enol succinic acid monoester disodium salt surfactant was synthesized through monoesterification reaction and sulfonation reaction using octadecenol, maleic anhydride and sodium bisulfite as raw materials. With the acid value and sulfonation value as indicators, the single factor test method was used to optimize the reaction condition parameters. The structure of the surfactant was characterized by FT-IR and ~1H-NMR. The results show that the eighteen enol succinic acid monoester sodium salt is successfully prepared. It was introduced into the preparation of fur fatliquor, a fur compound fatliquor was prepared and applied in rabbit skin fatliquoring process. The physical and mechanical properties of rabbit skin after fatliquoring were tested and compared with similar commercial products. The results show that the average particle size of the fur compound fatliquor emulsion obtained is 90 nm, which could penetrate evenly between the fibers of the dermatotome and has good fatliquoring effect. The softness, tensile strength, tearing strength and elongation at break of the fur fatliquored by fur compound fatliquor are equivalent to the commercial products fatliquored fur.
The eighteen enol succinic acid monoester disodium salt surfactant was synthesized through monoesterification reaction and sulfonation reaction using octadecenol, maleic anhydride and sodium bisulfite as raw materials. With the acid value and sulfonation value as indicators, the single factor test method was used to optimize the reaction condition parameters. The structure of the surfactant was characterized by FT-IR and ~1H-NMR. The results show that the eighteen enol succinic acid monoester sodium salt is successfully prepared. It was introduced into the preparation of fur fatliquor, a fur compound fatliquor was prepared and applied in rabbit skin fatliquoring process. The physical and mechanical properties of rabbit skin after fatliquoring were tested and compared with similar commercial products. The results show that the average particle size of the fur compound fatliquor emulsion obtained is 90 nm, which could penetrate evenly between the fibers of the dermatotome and has good fatliquoring effect. The softness, tensile strength, tearing strength and elongation at break of the fur fatliquored by fur compound fatliquor are equivalent to the commercial products fatliquored fur.
引文
[1] 马建中. 皮革化学品的合成原理与应用技术[M]. 北京:中国轻工业出版社, 2009.
[2] 张跃军, 华平. 磺基琥珀酸酯盐类表面活性剂的研究进展[J]. 江苏化工, 2001, 29(6):16-21.
[3] Kumar, Pandari P, Ramesh, et al. Sulfosuccination of methyl ricinoleate and methyl 12-ydroxy stearate derived from renewable castor oil and evaluation of their surface properties[J]. Journal of Surfactants & Detergents, 2016, 19(3):1-8.
[4] 兰云军, 毛培, 许晓红,等. 磺化琥珀酸酯盐类结合型加脂剂技术发展探讨[J]. 中国皮革, 2013, 42(15):36-39.
[5] QB/T 2158-1995 制革用加脂剂测试方法[S].
[6] QB/T 1269-2012毛皮物理和机械试验抗张强度和伸长率的测定[S].
[7] QB/T 2718-2005 皮革化学试验二氯甲烷萃取物的测定[S].
[8] Adewuyi A, Adesina A D, Oderinde R A. Synthesis of disodium salt of sulfosuccinate monoester from the seed oil of terminalia catappa and its inhibitive effect on the corrosion of aluminum sheet in 1 M HCl[J]. Advances in Chemistry,2014:1-7.
[9] 赖崇伟, 蒋文伟, 李晶晶,等. 琥珀酸酯磺酸盐表面活性剂的合成和性能研究[J]. 四川化工, 2007, 10(3):5-9.
[10] Tsivintzelis I, Kontogeorgis G M, Panayiotou C. On the dimerization of carboxylic acids: An equation of state approach.[J]. Journal of Physical Chemistry B, 2017, 121(9):2 153-2 163.
[11] 耿静漪, 国永敏, 李宝宗. 羧酸氢键环状二聚体的理论计算[J]. 沈阳化工大学学报, 2009, 23(1):26-28.
[12] Krishnakumar P, Maity D K. Theoretical studies on dimerization vs. microhydration of carboxylic acids[J]. Computational & Theoretical Chemistry, 2016, 1 099:185-194.
[13] 贾金英, 闫杰, 安悦,等. 琥珀酸酯磺酸盐Gemini表面活性剂的合成及表面活性[J]. 应用化学, 2011, 28(10):1 184-1 188.
[14] 回瑞华, 关崇新, 侯冬岩. 羧酸及其盐红外光谱特性的研究[J]. 鞍山师范学院学报, 2001, 3(1):95-98.
[15] 孟子华. 磺酸盐表面活性剂的合成及其性能测定[D]. 大庆:东北石油大学, 2015.
[2] 张跃军, 华平. 磺基琥珀酸酯盐类表面活性剂的研究进展[J]. 江苏化工, 2001, 29(6):16-21.
[3] Kumar, Pandari P, Ramesh, et al. Sulfosuccination of methyl ricinoleate and methyl 12-ydroxy stearate derived from renewable castor oil and evaluation of their surface properties[J]. Journal of Surfactants & Detergents, 2016, 19(3):1-8.
[4] 兰云军, 毛培, 许晓红,等. 磺化琥珀酸酯盐类结合型加脂剂技术发展探讨[J]. 中国皮革, 2013, 42(15):36-39.
[5] QB/T 2158-1995 制革用加脂剂测试方法[S].
[6] QB/T 1269-2012毛皮物理和机械试验抗张强度和伸长率的测定[S].
[7] QB/T 2718-2005 皮革化学试验二氯甲烷萃取物的测定[S].
[8] Adewuyi A, Adesina A D, Oderinde R A. Synthesis of disodium salt of sulfosuccinate monoester from the seed oil of terminalia catappa and its inhibitive effect on the corrosion of aluminum sheet in 1 M HCl[J]. Advances in Chemistry,2014:1-7.
[9] 赖崇伟, 蒋文伟, 李晶晶,等. 琥珀酸酯磺酸盐表面活性剂的合成和性能研究[J]. 四川化工, 2007, 10(3):5-9.
[10] Tsivintzelis I, Kontogeorgis G M, Panayiotou C. On the dimerization of carboxylic acids: An equation of state approach.[J]. Journal of Physical Chemistry B, 2017, 121(9):2 153-2 163.
[11] 耿静漪, 国永敏, 李宝宗. 羧酸氢键环状二聚体的理论计算[J]. 沈阳化工大学学报, 2009, 23(1):26-28.
[12] Krishnakumar P, Maity D K. Theoretical studies on dimerization vs. microhydration of carboxylic acids[J]. Computational & Theoretical Chemistry, 2016, 1 099:185-194.
[13] 贾金英, 闫杰, 安悦,等. 琥珀酸酯磺酸盐Gemini表面活性剂的合成及表面活性[J]. 应用化学, 2011, 28(10):1 184-1 188.
[14] 回瑞华, 关崇新, 侯冬岩. 羧酸及其盐红外光谱特性的研究[J]. 鞍山师范学院学报, 2001, 3(1):95-98.
[15] 孟子华. 磺酸盐表面活性剂的合成及其性能测定[D]. 大庆:东北石油大学, 2015.