点击反应制备木质素-纳米SiO2复合微粒及其结构表征

doi:10.3969/j.issn.0253-2417.2016.02.017

林产化学与工业 ›› 2016, Vol. 36 ›› Issue (2): 115-120.doi: 10.3969/j.issn.0253-2417.2016.02.017

点击反应制备木质素-纳米SiO₂复合微粒及其结构表征

熊凯, 金灿, 吴国民, 刘贵锋, 孔振武

中国林业科学研究院林产化学工业研究所;生物质化学利用国家工程实验室;国家林业局林产化学工程重点开放性实验室;江苏省生物质能源与材料重点实验室, 江苏南京 210042

收稿日期:2015-03-31 出版日期:2016-04-25 发布日期:2016-04-26
通讯作者: 孔振武,研究员,博士,博士生导师,主要从事生物质基聚合物材料研究;E-mail:kongzwlhs@163.com。 E-mail:kongzwlhs@163.com
作者简介:熊凯(1989—),男,湖北宜昌人,硕士生,主要从事生物质材料研究
基金资助:
国家自然科学基金资助项目(31400516);中国林科院中央级公益性科研院所基本科研业务费专项资金(CAFYBB2014QB043)

Preparation and Characterization of Lignin-silica Nanoparticles via Click Reaction

XIONG Kai, JIN Can, WU Guo-min, LIU Gui-feng, KONG Zhen-wu

Institute of Chemical Industry of Forest Products, CAF;National Engineering Lab. for Biomass Chemical Utilization; Key and Open Lab. of Forest Chemical Engineering, SAF;Key Lab. of Biomass Energy and Material, Jiangsu Province, Nanjing 210042, China

Received:2015-03-31 Online:2016-04-25 Published:2016-04-26

摘要/Abstract

摘要： 以竹木质素为原料,利用Cu(Ⅰ)催化的炔基-叠氮环加成点击反应将木质素修饰到纳米SiO₂材料表面,制备木质素-纳米SiO₂复合微粒(LS-NPs)。首先采用硅烷基化反应在纳米SiO₂微粒表面引入叠氮结构,并由竹木质素制备炔基木质素,再通过Cu(Ⅰ)催化炔基木质素与叠氮基纳米SiO₂的点击反应生成含三氮唑结构单元的LS-NPs。采用红外光谱(FT-IR)、元素分析(EA)、X射线光电子能谱(XPS)等分析手段表征了LS-NPs的化学结构,并通过扫描电镜(SEM)、透射电镜(TEM)、Zeta电位分析仪和热重分析(TGA)等表征方法考察了LS-NPs的形貌结构和理化性质。结果表明,点击反应成功将木质素结构通过三氮唑单元接枝到纳米SiO₂表面,LS-NPs微粒为球形,粒径为50~100 nm,分散性能和热稳定性能均有明显提高。

关键词: 木质素, 纳米SiO₂, 复合微粒, 点击反应

Abstract: Lignin-silica nanoparticles (LS-NPs) were prepared by grafting biodegradable lignin onto silica nanoparticles surface via the copper(I) catalyzed azide-alkyne cycloaddition reaction using bamboo lignin as raw material. Azido group was firstly grafted onto the surface of silica nanoparticles by silanization reaction, then the azido silica nanoparticles were modified with propargylated lignin obtained from bamboo lignin to yield LS-NPs through triazole unitsvia click reaction catalyzed by copper(I). The chemical structures of LS-NPs were characterized by FT-IR, elemental analysis and XPS. The morphology and physicochemical properties of LS-NPs were investigated by scanning electron microscopy (SEM), transmission electron microscopy (TEM), Zeta potential and thermal gravimetric analysis (TGA). Experimental results indicated that the diameter of LS-NPs was ranged from 50 to 100 nm. Particularly, the dispersibility and thermo stability of LS-NPs improved significantly.

Key words: lignin, silica nanoparticles, composite particles, click reaction

中图分类号:

TQ35

熊凯, 金灿, 吴国民, 刘贵锋, 孔振武. 点击反应制备木质素-纳米SiO₂复合微粒及其结构表征[J]. 林产化学与工业, 2016, 36(2): 115-120.

XIONG Kai, JIN Can, WU Guo-min, LIU Gui-feng, KONG Zhen-wu. Preparation and Characterization of Lignin-silica Nanoparticles via Click Reaction[J]. Chemistry and Industry of Forest Products, 2016, 36(2): 115-120.

参考文献

[1] GANDINI A.Polymers from renewable resources:A challenge for the future of macromolecular materials[J].Macromolecules,2008,41(24):9491-9504.
[2] RAGAUSKAS A J,BECKHAN G T,BIDDY M J,et al.Lignin valorization:Improving lignin processing in the biorefinery[J].Science,2014,344(6185):1246843.
[3] SHIKINAKA K,FUJII N,EGASHIRA S,et al.Polyfunctional nanometric particles obtained from lignin,a woody biomass resource[J].Green Chemistry,2010,12(11):1914-1916.
[4] CHEN Feng,ZHOU Wen-jing,YAO Hong-fei,et al.Self-assembly of NiO nanoparticles in lignin-derived mesoporous carbons for supercapacitor applications[J].Green Chemistry,2013,15(11):3057-3063.
[5] HAMBARDZUMYAN A,FOULON L,CHABBERT B,et al.Natural organic UV-absorbent coatings based on cellulose and lignin:Designed effects on spectroscopic properties[J].Biomacromolecules,2012,13(12):4081-4088.
[6] RUDNITSKAYA A,EVTUGUIN D V,COSTA L C,et al.Potentiometric chemical sensors from lignin-poly (propylene oxide) copolymers doped by carbon nanotubes[J].Analyst,2013,138(2):501-508.
[7] DIAO Bao-shuo,ZHANG Zong-xing,ZHU Jing-jing,et al.Biomass-based thermogelling copolymers consisting of lignin and grafted poly (N-isopropylacrylamide),poly (ethylene glycol),and poly (propylene glycol)[J].RSC Advances,2014,4(81):42996-43003.
[8] GAO Guang-zheng,DALLMEYER J I,KADLA J F.Synthesis of lignin nanofibers with ionic-responsive shells:Water-expandable lignin-based nanofibrousmats[J].Biomacromolecules,2012,13(11):3602-3610.
[9] MAHMOUD K A,ZOUROB M.Fe₃O₄/Au nanoparticles/lignin modified microspheres as effectual surface enhanced Raman scattering (SERS) substrates for highly selective and sensitive detection of 2,4,6-trinitrotoluene (TNT)[J].Analyst,2013,138(9):2712-2719.
[10] QU Yu-ning,TIAN Yu-mei,ZOU Bo,et al.A novel mesoporous lignin/silica hybrid from rice husk produced by a sol-gel method[J].Bioresource Technology,2010,101(21):8402-8405.
[11] KLAPISZEWKIŁ,NOWACKA M,MILCZAREK G,et al.Physicochemical and electrokinetic properties of silica/lignin biocomposites[J].Carbohydrate Polymers,2013,94(1):345-355.
[12] FIERRO C M,GÓRKA J,ZAZO J A,et al.Colloidal templating synthesis and adsorption characteristics of microporous-mesoporous carbons from Kraft lignin[J].Carbon,2013,62:233-239.
[13] JESIONOWSKI T,KLAPISZEWSKIŁ,MILCZAREK G.Structural and electrochemical properties of multifunctional silica/lignin materials[J].Materials Chemistry and Physics,2014,147(3):1049-1057.
[14] KANDZIOLKA M V,KIDDER M K,GILL L,et al.Aromatic-hydroxyl interaction of an alpha-aryl ether lignin model-compound on SBA-15,present at pyrolysis temperatures[J].Physical Chemistry Chemical Physics,2014,16(44):24188-24193.
[15] TANG Wen,BECKER M L.“Click” reactions:A versatile toolbox for the synthesis of peptide-conjugates[J].Chemical Society Reviews,2014,43(20):7013-7039.
[16] XI Wei-xian,SCOTT T F,KLOXIN C J,et al.Click chemistry in materials science[J].Advanced Functional Materials,2014,24(18):2572-2590.
[17] CHAUVIGNÉ-HINES L M,AADERSON L N,WEAVER H M,et al.Suite of activity-based probes for cellulose-degrading enzymes[J].Journal of the American Chemical Society,2012,134(50):20521-20532.
[18] YAO Ke-jian,WANG Ji-fu,ZHANG Wu-jie,et al.Degradable rosin-ester-caprolactone graft copolymers[J].Biomacromolecules,2011,12(6):2171-2177.
[19] SLOWING I I,TREWVN B G,LIN V S Y.Mesoporous silica nanoparticles for intracellular delivery of membrane-impermeable proteins[J].Journal of the American Chemical Society,2007,129(28):8845-8849.
[20] 符远翔,孙艳辉,葛杏心.单分散纳米二氧化硅的制备与表征[J].硅酸盐通报,2008,27(1):154-159. FU Yuan-xiang,SUN Yan-hui,GE Xing-xin.Synthesis and characterization of monodisperse SiO₂ nanoparticles[J].Bulletin of the Chinese Ceramic Society,2008,27(1):154-159.
[21] SEN S,SADEGHIFAR H,ARGYROUPOULOS D S.Kraft lignin chain extension chemistry via propargylation,oxidative coupling,and Claisen rearrangement[J].Biomacromolecules,2013,14(10):3399-3408.
[22] 吉小利,王君,李爱元,等.纳米二氧化硅粉体的表面改性研究[J].安徽理工大学学报:自然科学版,2004,24(S1):83-87. JI Xiao-li WANG Jun,LI Ai-yuan,et al.Surface modification of nano-SiO₂ powder[J].Journal of Anhui University of Science and Technology:Natural Science,2004,24(S1):83-87.

点击反应制备木质素-纳米SiO₂复合微粒及其结构表征

Preparation and Characterization of Lignin-silica Nanoparticles via Click Reaction

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