纺织学报 ›› 2024, Vol. 45 ›› Issue (11): 10-20.doi: 10.13475/j.fzxb.20230804801
包新军1,2,3,4, 王兴1,2, 张卓1,2, 蒋辛伟5, 解开放1,2,3,4, 陈情6, 何斌1,2,3,4, 周衡书1,2,3,4()
BAO Xinjun1,2,3,4, WANG Xing1,2, ZHANG Zhuo1,2, JIANG Xinwei5, XIE Kaifang1,2,3,4, CHEN Qing6, HE Bin1,2,3,4, ZHOU Hengshu1,2,3,4()
摘要: 为探究芦苇基醋酸纤维素制备的可行性,在传统乙酰化催化的基础上,以醋酸为溶剂、醋酸酐为酰化剂,并首次以浓硫酸和La3+为协同催化剂,构建芦苇基溶解浆粕乙酰化反应的高效催化体系。借助红外光谱、扫描电镜和X射线衍射技术,系统地研究了醋酸酐用量、乙酰化反应时间、乙酰化反应温度及La3+添加量对乙酰化产物取代度和结晶性能的影响。结果表明:反应时间为2 h,反应温度为70 ℃,芦苇基溶解浆粕、乙酸、乙酸酐的固液比为2∶100∶18时,在活化过程中加入硫酸和硝酸镧混合催化剂,当硝酸镧添加量与芦苇基溶解浆粕质量比为22.5%时,醋酸纤维素的取代度达到了最大值2.85。进一步运用密度泛函理论(DFT)对La3+协同强化催化芦苇基溶解浆粕乙酰化反应机制进行理论分析,计算结果证实随着La3+加入,因其独特的电子结构和强配位能力,La3+和醋酸酐分子相互作用生成中间体络合物[La(Ac2O)2]3+,络合物中的电子密度重新分布,极大降低了硫酸电离出的电子给予体HSO−4与之反应生成乙酰基磺酸的能垒,继而乙酰基磺酸与芦苇基溶解浆中的纤维素发生乙酰化反应。
中图分类号:
[1] | 马德志, 于侃超, 崔莹, 等. 扎龙湿地野生芦苇营养成分分析与安全性评价[J]. 广东化工, 2022, 49(24): 165-167. |
MA Dezhi, YU Kanchao, CUI Ying, et al. Nutrient composition analysis and safety evaluation of wild phragmites australis in zhalong wetland[J]. Guangdong Chemical Industry, 2022, 49(24): 165-167. | |
[2] | 黄宇辉, 尹志远, 刘明, 等. 聚乙烯醇/三聚氰胺改性脲醛树脂胶黏剂制备芦苇刨花板及性能研究[J]. 林产工业, 2023, 60(5): 1-6. |
HUANG Yuhui, YIN Zhiyuan, LIU Ming, et al. Preparation of reed particleboard with polyvinyl alcohol/melamine modified urea formaldehyde and its properties[J]. China Forest Products Industry, 2023, 60(5):1-6. | |
[3] | 杨晓春, 黎重阳, 张玲玲, 等. 响应面法优化绿芦笋罐头的生产工艺[J]. 食品研究与开发, 2023, 44(8): 82-88. |
YANG Xiaochun, LI Chongyang, ZHANG Lingling, et al. Processing technology optimization of canned green asparagus by response surface method[J]. Food Research and Development, 2023, 44(8): 82-88. | |
[4] | 刘艳, 高小亮, 钱飞, 等. 芦席斜纹织物的改进设计及其性能分析[J]. 棉纺织技术, 2018, 46(8): 69-71. |
LIU Yan, GAO Xiaoliang, QIAN Fei, et al. Improved design and property analyses of interlacing twill fabric[J]. Cotton Textile Technology, 2018, 46(8): 69-71. | |
[5] | 钱旭林, 乔南. 浅析安新县民间艺术-芦苇画[J]. 西部皮革, 2018, 40(7): 28-29. |
QIAN Xulin, QIAO Nan. A brief analysis of the folk art of Anxin County-reed painting[J]. West Leather, 2018, 40(7): 28-29. | |
[6] | 张玉杰, 平清伟, 石海强, 等. 杨木与芦苇乙醇-水抽提液中的组分变化规律[J]. 大连工业大学学报, 2020, 39(3): 193-197. |
ZHANG Yujie, PING Qingwei, SHI Haiqiang, et al. Changes in the components of ethanol-water extraction solution from aspen and reed[J]. Journal of Dalian Polytechnic University, 2020, 39(3): 193-197. | |
[7] | 焦其帅, 黄永茂, 张志华, 等. 生物质颗粒燃料理化特性研究[J]. 煤炭与化工, 2019, 42(2): 143-146. |
JIAO Qishuai, HUANG Yongmao, ZHANG Zhihua, et al. Study on the physical and chemical properties of biomass particles fuel[J]. Coal and Chemical Industry, 2019, 42(2): 143-146. | |
[8] | 潘晶, 张珏茜, 杨墨, 等. 改性生物炭对水中双酚A的吸附性能[J]. 沈阳师范大学学报(自然科学版), 2022, 40(6):520-526. |
PAN Jing, ZHANG Juexi, YANG Mo, et al. Adsorption properties of BPA in aqueous solotion by modified biochar[J]. Journal of Shenyang Normal Univer-sity (Nature Science Edition), 2022, 40(6): 520-526. | |
[9] | BOGRES R, AMARAL L F M, BONDANCIA T J, et al. Mechanochemical conversion of cellulose acetate from residues to cellulosic nanospheres for emulsion application[J]. Journal of Environmental Chemical Engineering, 2023, 11(3):1-9. |
[10] | TU H, ZHU M X, DUAN D, et al. Recent progress in high-strength and robust regenerated cellulose materials[J]. Advanced Materials, 2021, 33(28): 1-8. |
[11] | 周慧敏, 鲁杰, 程意, 等. 醋酸纤维素的改性及应用研究进展[J]. 林产化学与工业, 2020, 40(4): 1-8. |
ZHOU Huimin, LU Jie, CHENG Yi, et al. Research progress on modification and application of cellulose acetate[J]. Chemistry and Industry of Forest Products, 2020, 40(4): 1-8. | |
[12] | BONIFACIO A, BONETTI L, PIANTANIDA E, et al. Plasticizer design strategies enabling advanced applications of cellulose acetate[J]. European Polymer Journal, 2023, 197:1-7. |
[13] |
马国成, 何圳, 陈少军. 醋酸纤维的降解性研究进展[J]. 中国塑料, 2022, 36(9): 111-121.
doi: 10.19491/j.issn.1001-9278.2022.09.016 |
MA Guocheng, HE Zhen, CHENG Shaojun. Research progress in degradability of cellulose acetate[J]. China Plastics, 2022, 36(9): 111-121.
doi: 10.19491/j.issn.1001-9278.2022.09.016 |
|
[14] | 石纯, 李天诚, 杨静, 等. 竹醋酸纤维素膜的制备及其性能研究[J]. 林产化学与工业, 2018, 38(5): 70-76. |
SHI Chun, LI Tiancheng, YANG Jing, et al. Preparation and characteration of cellulose acetate films derived from bamboo[J]. Chemistry and Industry of Forest Products, 2018, 38(5): 70-76. | |
[15] | 陆帅羽, 唐静文, 张玥, 等. 醋酸纤维素的制备及其可纺性研究[J]. 合成纤维, 2015, 44(12): 5-9. |
LU Shuaiyu, TANG Jingwen, ZHANG Yue, et al. Research on cellulose acetate preparation and its spinnability[J]. Synthetic Fiber in China, 2015, 44(12): 5-9. | |
[16] | 高洁, 汤烈贵. 纤维素科学[M]. 北京: 科学出版社, 1996:66-72. |
GAO Jie, TANG Liegui. Cellulose science[M]. Beijing: Science Press, 1996:66-72. | |
[17] | 王小康, 解开放, 周衡书, 等. 醋化级芦苇溶解浆的制备与性能[J]. 纺织学报, 2023, 44(9):52-59. |
WANG Xiaokang, XIE Kaifang, ZHOU Hengshu, et al. Preparation and characterization of acetate grade reed dissolving pulp[J]. Journal of Textile Research, 2023, 44(9):52-59. | |
[18] | BAO X J, WANG Z J, XI L J, et al. Separation of Sc2O3 from Banyan obo tailings through an innovative roasting method[J]. Rare Metals, 2022, 41(3): 1071-1076. |
[19] | 杨志强, 兰石琨, 包新军. 改进的碳铵沉淀法中氧化钇粉体尺寸及形貌的调控研究[J]. 人工晶体学报, 2019, 48(9): 12-17. |
YANG Zhiqiang, LAN Shikun, BAO Xinjun. Size and morphology control of Y2O3 powders by improved ammonium bicarbonate precipitation method[J]. Journal of Synthetic Crystals, 2019, 48(9): 12-17. | |
[20] | 包新军, 江长尧, 曾秋蓉, 等. 尺寸形貌可控Y(NH4)(C2O4) 2·H2O和Y2O3的制备及其形成机制[J]. 稀有金属, 2017, 10: 1130-1136. |
BAO Xinjun, JIANG Changyao, ZENG Qiurong, et al. Size-and shape-controlled synthesis and formation mechanism of Y(NH4)(C2O4)2·H2O and Y2O3 phases[J]. Chinese Journal of Rare Metals, 2017, 10: 1130-1136. | |
[21] | BAO X J, XIE K F, LUO F X, et al. Study of the thermal stability and decomposition behavior of Lu(NH4)(C2O4)2·2H2O[J]. Micro & Nano Letters, 2022, 17: 227-232. |
[22] | BAO X J, ZHANG Z J, LUO T Z, et al. Conversion of cerium and lanthanum from rare earth polishing powder wastes to CeO2 and La0.6Ca0.4CoO3[J]. Hydrometallurgy, 2020, 193: 105317. |
[23] | BAO X J, XIE K F, ZHANG Z J, et al. NiFe-LDHs@MnO2 heterostructure as a bifunctional electrocatalyst for oxygen-involved reactions and Zn-air batteries[J]. Ionics, 2022, 28(3): 1273-1283. |
[24] |
ZHAO Q Y, BAO X J, MENG L S, et al. Nitrogen-doped hollow carbon@tin disulfide as a bipolar dynamic host for lithium-sulfur batteries with enhanced kinetics and cyclability[J]. Journal of Colloid and Interface Science, 2023, 644: 546-555.
doi: 10.1016/j.jcis.2023.03.169 pmid: 37012112 |
[25] | WANG D, LIU J, BAO X J, et al. Macro/mesoporous carbon/defective TiO2 composite as a functional host for lithium-sulfur batteries[J]. ACS Applied Energy Materials 2022, 5(2): 2573-2579. |
[26] | HU F, BAO X J, HE M R, et al. Defect-rich graphene skin modified carbon felt as a highly enhanced electrode for vanadium redox flow batteries[J]. Journal of Power Sources, 2023, 556. |
[27] | FEI P F, LIAO L, CHENG B W, et al. Quantitative analysis of cellulose acetate with a high degree of substitution by FTIR and its application[J]. Analytical Methods, 2017, 9(43): 6194-6201. |
[28] |
El Nemr A, RAGAB S, El Sikaily A, et al. Synthesis of cellulose triacetate from cotton cellulose by using NIS as a catalyst under mild reaction conditions[J]. Carbohydrate Polymers, 2015, 130: 41-48.
doi: 10.1016/j.carbpol.2015.04.065 pmid: 26076599 |
[29] | QIU H B, GAO L, QIAO H C, et al. Nanocrystalline zirconia powder processing through innovative wet-chemical methods[J]. Nanostructures Materials, 2006, 6(1):373-376. |
[30] | KLUG H, ALEXANDER L. X-ray diffraction procedure for polycrystalline and amorphous materials[M]. New York: John Wiley and Sons, 1974:634. |
[31] | MEI J, OU Y F, CHEN J N. Studies on polymeriza-tion and the properties of cellulose acetate at high temperature[J]. Journal of Cellulose Science and Technology, 2000, 8(1):9-16. |
[32] | MENG Q L, LI Y C. Homogeneous synthesis of cellulose acetate[J]. Chemical Research & Application, 2004, 16(2):287-2 89. |
[33] | LIU J L, XIAO J X, WANG Z Y, et al. Structural and electronic engineering of Ir-doped Ni-(Oxy)hydroxide nanosheets for enhanced oxygen evolution activity[J]. ACS Catalisis, 2021, 11(9): 5386-5395. |
[34] | BECHTHOLD P, JUAN J, JUAN A, et al. The adsorption of ethyl formate on CaO: a DFT study[J]. Journal of Physics and Chemistry of Solids, 2024, 185: 1-8. |
[35] | VANDERBILT D. Soft self-consistent pseudopotentials in generalized eigenvalue formalism[J]. Physical Review B, 1990, 41(11): 7892-7895. |
[36] |
PERDEW J P, BURKE K, ERNZERHOF M. Generalized gradient approximation made simple[J]. Physical Review Letters, 1996, 77(18): 3865-3868.
doi: 10.1103/PhysRevLett.77.3865 pmid: 10062328 |
[37] | PACK J D, MONKHORST H J. Special points for brillouinzone integrations[J]. Physical Review B, 1977, 16(4): 1748-1749. |
[38] | 贾冉冉, 刘虎, 佘洁, 等. 不同形貌固体酸的纤维素乙酰化催化性能研究[J]. 纤维素科学与技术, 2022, 30(1): 71-80. |
JIA Ranran, LIU Hu, SHE Jie, et al. Investigation on catalytic performance of cellulose acetylation of solid acids with different morphologies[J]. Journal of Cellulose Science and Technology, 2022, 30(1): 71-80. | |
[39] |
CHEN J, XU J, WANG K, et al. Cellulose acetate fibers prepared from different raw materials with rapid synthesis method[J]. Carbohydrate Polymers, 2016, 137:685-692.
doi: S0144-8617(15)01124-8 pmid: 26686180 |
[40] | WATANABE A, MORITA S. Drying process of microcrystalline cellulose studied by attenuated total reflection IR spectroscopy with two-dimensional correlation spectroscopy and principal component analysis[J]. Journal of Molecular Structure-Theochem, 2006, 799: 102-110. |
[41] | 吴桂骏, 覃小红. 烟梗浆亚微米醋酸纤维的制备及其性能[J]. 纺织学报, 2019, 40(12): 1-8. |
WU Jiajun, QIN Xiaohong. Preparation and characteration of cellulose acetate sub-micro fiber from burley tobacco stalk pulp[J]. Journal of Textile Research, 2019, 40(12): 1-8.
doi: 10.13475/j.fzxb.20181202008 |
|
[42] | CELEBIOGLU A, DEMIRCI S, UYAR T. Cyclodextrin-grafted electrospun cellulose acetate nanofibers via "Click" reaction for removal of phenanthrene[J]. Applied Surface Science, 2014, 305:81-588. |
[43] |
MICHAEL S, MICHEL B, HERANT K, et al. Application of chemical and thermal analysis methods for studying cellulose ester plastics[J]. Accounts of Chemical Research, 2010, 43(6):888-896.
doi: 10.1021/ar1000132 pmid: 20455567 |
[44] |
SUN X F, SUN R C, SUN J X. Acetylation of sugarcane bagasse using NBS as a catalyst under mild reaction conditions for the production of oil sorption-active materials[J]. Bioresource Technology, 2004, 95(3):343-350.
pmid: 15288278 |
[45] | ALI S, KHATRI Z, OH K W, et al. Zein/cellulose acetate hybrid nanofibers: electrospinning and characterization[J]. Macromolecular Research, 2014, 22(9):971-977. |
[46] | SUN R C, SUN X F. Structural and thermal characterization of acety-lated rice, wheat, and barley straw s and poplar wood fiber[J]. Industrial Crops and Products, 2002, 16(3):225-235. |
[47] | SIQUEIRA G, BRAS J, DUFRESNE A. Cellulosic bionanocomposites: a review of preparation, properties and applications[J]. Polymers, 2010, 2(4):728-765. |
[48] | TSERKI V, ZAIFEIROPOUIOS N E, SIMON F, et al. A study of the effect of acetylation and propionylation surface treatment on natural fibers[J]. Composites: Part A, 2005, 36(8):1110-1118. |
[49] | 傅七兰, 牛敏, 谢拥群. 纤维素乙酰化改性研究[J]. 福建农林大学学报, 2013, 33(1): 87-92. |
FU Qilan, NIU Min, XIE Yongqun. Modification of cellulose by acetylation[J]. Journal of Fujian College of Forestry, 2013, 33(1): 87-92. | |
[50] | 高立斌, 张素英, 史晟, 等. 醋酸纤维素的制备及其结构与性能[J]. 应用化工, 2020, 49(1): 55-59. |
GAO Libin, ZHANG Suying, SHI Sheng, et al. Synthesis, struture and properties of cellulose acetate[J]. Applied Chemical Industry, 2020, 49(1): 55-59. | |
[51] | 蔡杰, 余雁, 熊汉国, 等. 竹纤维乙酰化改性制备醋酸纤维素[J]. 林业科技开发, 2013, 27(5):80-85. |
CAI Jie, YU Yan, XIONG Hanguo, et al. Preparation of cellulose acetate by acetylation of bamboo cellulose[J]. Journal of Forestry Engineering, 2013, 27(5):80-85. | |
[52] | 彭俏, 赵四九, 范国枝, 等. 玉米芯半纤维素提取、乙酰化改性及结构表征[J]. 食品工业科技, 2022, 43(11): 45-51. |
PENG Qiao, ZHAO Sijiu, FAN Guozhi, et al. Extraction, acetylation modification and structure characterization of hemicelluloses from corncob[J]. Science and Technology of Food Industry, 2022, 43(11): 45-51. | |
[53] | 赵伦, 唐栋, 王晓菊, 等. 稀土氯化物催化合成乙酰水杨酸[J]. 长春师范大学学报(自然科学版), 2008, 27(6): 46-48. |
ZHAO Lun, TANG Dong, WANG Xiaoju, et al. Synthesis of acetylsalicylic acid with rare earth chloride catalyst[J]. Journal of Changchun Normal Univer-sity(Natural Science), 2008, 27(6): 46-48. | |
[54] | 刘治梅, 具本植, 张淑芬. 有机酸催化-锅法制备乙酰化纤维素纳米晶[J]. 化工新型材料, 2020, 48(5): 172-177. |
LIU Zhimei, JU Benzhi, ZHANG Shufen. One-pot preparation of CNC-Ac by organic acid catalysis[J]. New Chemical Materials, 2020, 48(5): 172-177. | |
[55] | 刘景宏, 谢拥群, 魏起华. 用XRD法研究ULDM纤维素结晶区的热稳定性[J]. 福建农林大学学报, 2013, 33(4): 363-366. |
LIU Jinghong, XIE Yongqun, WEI Qihua. Study on the thermal stability of cellulose crystalline regin of ULDM by X-ray diffraction[J]. Journal of Fujian College of Forestry, 2013, 33(4): 363-366. | |
[56] | SEGAL L, CREELY J J, MARTION A E, et al. An empirical method for estimating the degree of crystallinity of native cellulose using the X-Ray diffractometer[J]. Textile Research Journal, 1959, 29(10): 786-794. |
[57] | 何建新, 唐予远, 王善元. 醋酸纤维素的结晶结构与热性能[J]. 纺织学报, 2008, 29(10): 12-16. |
HE Jianxin, TANG Yuyuan, WANG Shanyuan. Crystalline structure and thermal property of cellulose acetate[J]. Journal of Textile Research, 2008, 29(10): 12-16. |
[1] | 彭博, 吴宇洁, 张悦, 李妙龙, 孟祥, 李伟, 鲁育豪. 低取代度淀粉烷基羧酸单酯的烷基链长对涤纶上浆性能的影响[J]. 纺织学报, 2024, 45(10): 122-127. |
[2] | 张悦, 李伟, 吴宇洁, 程雪冬, 孟祥. 丙酸酯化-叔胺化淀粉浆料的制备及其黏附性能[J]. 纺织学报, 2024, 45(01): 146-151. |
[3] | 谢婉婷, 刘其海, 贾振宇, 朱小花, 王荣辉. 超吸水改性棉纤维膜的制备及其性能[J]. 纺织学报, 2021, 42(04): 48-54. |
[4] | 刘艳春, 白刚. 小檗碱在聚丙烯腈/醋酸纤维素复合纤维染色中的应用[J]. 纺织学报, 2020, 41(05): 94-98. |
[5] | 吴佳骏, 覃小红. 烟梗浆亚微米醋酸纤维的制备及其性能[J]. 纺织学报, 2019, 40(12): 1-8. |
[6] | 郭淑华 王建坤 钱晓明. 微波辅助羧甲基玉米淀粉的制备及其上浆性能[J]. 纺织学报, 2018, 39(12): 59-66. |
[7] | 张朝辉 徐珍珍 李伟. 季铵阳离子醚化-十二烯基琥珀酸酯化淀粉浆料的黏附性能[J]. 纺织学报, 2018, 39(12): 67-71. |
[8] | 刘建勇 吴胜争 赵笑康. 生物酶协同催化体系及其对羊毛纤维的作用机制[J]. 纺织学报, 2018, 39(01): 71-78. |
[9] | 李伟 刘新华 徐珍珍 李长龙 王旭 魏安方 张朝辉. 电中性双重醚化淀粉浆料的制备及其浆膜性能[J]. 纺织学报, 2017, 38(12): 77-82. |
[10] | 张朝辉 徐珍珍 刘新华 李伟. 乙酰乙酸酯化淀粉浆料的制备及其性能[J]. 纺织学报, 2017, 38(11): 68-72. |
[11] | 张朝辉 徐珍珍 刘新华 李伟. 磺化改性辛烯基琥珀酸淀粉酯浆料的制备及其性能[J]. 纺织学报, 2017, 38(01): 78-82. |
[12] | 么丹阳 巫晓华 毛雪峰 周邓飞 蒋佳莉 王秀华. 银纳米颗粒/二氧化钛/醋酸纤维素复合纤维的制备及其性能[J]. 纺织学报, 2016, 37(4): 15-20. |
[13] | 叶晋浦 朱庆松 李晓俊 肖长发. 二醋酸纤维素与増塑剂熔融体系的制备与表征[J]. 纺织学报, 2016, 37(09): 6-11. |
[14] | 于勤 王强 范雪荣. 二醋酸纤维素纤维纺丝溶液的挤出胀大行为[J]. 纺织学报, 2015, 36(04): 7-10. |
[15] | 秦益民 莫岚 朱长俊 胡贤志 申胜标 陈凯. 乙酰化处理对含银甲壳胺纤维性能的影响[J]. 纺织学报, 2015, 36(03): 11-14. |
|