腰果酸环氧树脂的合成及其固化反应特性研究

doi:10.3969/j.issn.0253-2417.2020.04.006

林产化学与工业 ›› 2020, Vol. 40 ›› Issue (4): 41-46.doi: 10.3969/j.issn.0253-2417.2020.04.006

腰果酸环氧树脂的合成及其固化反应特性研究

陈健,吴国民,霍淑平,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; 国家林业和草原局林产化学工程重点实验室; 江苏省生物质能源与材料重点实验室; 江苏省林业资源高效加工利用协同创新中心, 江苏南京 210042

收稿日期:2020-03-26 出版日期:2020-08-28 发布日期:2020-08-21
通讯作者: 孔振武 E-mail:kongzwlhs@163.com
作者简介:陈健(1980-),男,江苏扬州人,硕士,助理研究员,主要从事生物质基材料研究工作
基金资助:
中央级公益性科研院所基本科研业务费专项资金资助项目(CAFYBB2016MA007)

Synthesis and Characterization of Curing Reaction of Epoxy Resin Obtained from Anacardic Acids

Jian CHEN,Guomin WU,Shuping HUO,Zhenwu KONG*()

Institute of Chemical Industry of Forest Products, CAF; National Engineering Lab. for Biomass Chemical Utilization; Key Lab. of Chemical Engineering of Forest Products, National Forestry and Grassland Administration; Key Lab. of Biomass Energy and Material, Jiangsu Province; Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, Nanjing 210042, China

Received:2020-03-26 Online:2020-08-28 Published:2020-08-21
Contact: Zhenwu KONG E-mail:kongzwlhs@163.com

摘要/Abstract

摘要：

由腰果壳液中提取的腰果酸与环氧氯丙烷反应合成了腰果酸环氧树脂-Ⅰ（EACA-Ⅰ），再进一步侧链环氧化得到腰果酸环氧树脂-Ⅱ（EACA-Ⅱ），并采用HPLC、FT-IR和NMR表征了两种环氧树脂的化学结构。EACA-Ⅰ和EACA-Ⅱ的环氧值分别为3.7和6.0 mmol/g，25℃时黏度分别为80和300 mPa·s。采用差示扫描量热（DSC）仪和热重分析（TGA）仪，对环氧树脂与甲基六氢邻苯二甲酸酐（MeHHPA）和异佛尔酮二胺（IPDA）的固化反应特性和固化物耐热性能进行了探讨。研究结果表明：这两种环氧树脂与MeHHPA的固化过程放热缓和，而与IPDA的固化过程放热剧烈；与MeHHPA的固化物具有较好的热稳定性能，起始分解温度大于371.6℃，失重峰温417.5℃。

关键词: 腰果壳液, 腰果酸, 腰果酚, 环氧树脂

Abstract:

The anacardic acid based epoxy resin type-Ⅰ(EACA-Ⅰ) was synthesized by the reaction of anacardic acid(ACA) obtained from cashew nut shell liquid(CNSL) and epichlorohydrin. Then, the side chain oxidation of EACA-Ⅰ was carried out to form the anacardic acid based epoxy resin type-Ⅱ(EACA-Ⅱ). The chemical structure of the epoxy resins was characterized by HPLC, FT-IR and NMR. The epoxy values of EACA-Ⅰ and EACA-Ⅱ were 3.7 mmol/g and 6.0 mmol/g, and the viscosities at 25 ℃ were 80 and 300 mPa·s, respectively. The characterization of curing reaction and heat resistance of the cured products obtained from the reaction of epoxy resins with tetrahydromethyl-1, 3-isobenzofurandione(MeHHPA) and isophorondiamine(IPDA) were investigated by DSC and TGA, respectively. The results showed that the heat release of the curing process of the anacardic acid based epoxy resins with MeHHPA was moderate. However, the heat release of the curing process of anacardic acid based epoxy resin with IPDA was intense; the cured products obtained from the reaction of the anacardic acid based epoxy resins with MeHHPA showed good thermal stability with the initial temperature of degradation more than 371.6 ℃ and the peak temperature of weight loss at 417.5 ℃.

Key words: cashew nut shell liquid, anacardic acid, cardanol, epoxy resin

中图分类号:

TQ35

陈健,吴国民,霍淑平,孔振武. 腰果酸环氧树脂的合成及其固化反应特性研究[J]. 林产化学与工业, 2020, 40(4): 41-46.

Jian CHEN,Guomin WU,Shuping HUO,Zhenwu KONG. Synthesis and Characterization of Curing Reaction of Epoxy Resin Obtained from Anacardic Acids[J]. Chemistry and Industry of Forest Products, 2020, 40(4): 41-46.

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样品 sample	峰编号 No.	化合物 chemical compound	保留时间/min retention time	GC含量/% content
腰果壳液 cashew nut shell liquid(CNSL)	1	C₂₁H₃₀O₂	6.298	7.6247
	2	C₂₁H₃₂O₂	8.573	2.8571
	3	C₂₁H₃₄O₂	12.911	1.1335
	4	C₂₂H₃₀O₃	13.489	34.0618
	5	C₂₁H₃₀O	14.279	0.9642
	6	C₂₂H₃₂O₃	19.314	14.6285
	7	C₂₁H₃₂O	20.964	1.4235
	8	C₂₂H₃₄O₃	29.798	32.0729
	9	C₂₁H₃₄O	32.987	1.4220
	10	C₂₂H₃₆O₃	54.014	2.3091
	11	C₂₁H₃₆O	57.705	0.6687
腰果酸 anacardic acid(ACA)	4	C₂₂H₃₀O₃	13.45	38.9191
	6	C₂₂H₃₂O₃	19.28	16.4424
	8	C₂₂H₃₄O₃	29.76	36.7350
	10	C₂₂H₃₆O₃	53.99	2.6649

固化体系 curing systems	热焓/(J·g^-1) heat content	DSC峰温/℃ peak temperature	降解温度/℃ decomposition temperature	TG峰温/℃ peak temperature	800 ℃残炭率/% residue at 800 ℃
EACA-Ⅰ/MeHHPA	72.9	173.6	387.9	419.1	1.89
EACA-Ⅱ/MeHHPA	87.2	173.9	371.6	417.5	4.30
EACA-Ⅰ/IPDA	124.8	116.7	298.6	331.9	2.80
EACA-Ⅱ/IPDA	249.9	112.6	290.1	325.9	6.38

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腰果酸环氧树脂的合成及其固化反应特性研究

Synthesis and Characterization of Curing Reaction of Epoxy Resin Obtained from Anacardic Acids

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