低共熔溶剂在木质素分离方面的研究进展

doi:10.3969/j.issn.0253-2417.2020.03.002

Abstract

Abstract:

Lignin is the most abundant renewable aromatic polymer in nature, which complex structure and compact connection with cellulose and hemicellulose through covalent bond and hydrogen bond make it difficult to be separated efficiently. Deep eutectic solvents (DES) is a novel kind of green ionic liquid, which has been successfully applied to lignin isolation due to its unique physical and chemical properties. The research progress of dissolution and extraction of lignin by deep eutectic solvents (DES) is reviewed in detail. From the point of view of the mechanism of dissolving lignin by DES, the effects of different factors(composition, proportion, pH value, functional groups of DES, water content of system, raw material, reaction time, temperature, catalyst, co-solvent, and so on) on lignin removal were emphatically expounded. Based on the research progress of DES in lignin extraction, the research progress and futuer application of lignin extraction were summarized and prospected.

Key words: deep eutectic solvents, lignin, dissolution, extraction

CLC Number:

TQ35

Lei ZHONG,Chao WANG,Gaojin LYU,Xingxiang JI,Guihua YANG,Jiachuan CHEN. A Review of Deep Eutectic Solvents for Lignin Isolation[J]. Chemistry and Industry of Forest Products, 2020, 40(3): 12-22.

Figures/Tables 4

Fig.1

Fig.2

Fig.3

Table 1

Study on separation of lignin with deep eutectic solvents"

原料 material	DES(物质的量比) DES (molar ratio)	固液比 solid-liquid ratio	反应条件¹⁾ reaction conditions	木质素溶出率/% lignin dissolution rate	文献 literature
麦秸秆 wheat straw	ChCl-乳酸lactic acid(LA)(1:2)	—	14~16 h，60 ℃	少量minimal	[27]
	四甲基氯化铵(TMACL)-LA(1:3)	1:20	14 h，60或85 ℃	9.5	[43]
	ChCl-丙二酸malonic acid(1:1)	5%	24 h，60 ℃	3.8	[44]
	ChCl-LA(1:10)	5%	24 h，60 ℃	29.1	[44]
	ChCl-二水草酸oxalic acid·2H₂O(1:1)	5%	24 h，60 ℃	57.9	[44]
	ChCl-LA-丙三醇glycerol(Gly)(1:1:1)	2%	30 min，120 ℃(MW 1500 W)	45	[48]
	ChCl-LA(1:10)	2%	30 min，120 ℃(MW 1500 W)	30	[48]
	ChCl-单乙醇胺monoethanolamine(1:6)	1:20	12 h，90 ℃	81.0	[49]
	ChCl-二乙醇胺diethanolamine(1:8)	1:20	12 h，90 ℃	73.5	[49]
	ChCl-N-甲基二乙醇胺MDEA(1:10)	1:20	12 h，90 ℃	44.6	[49]
	ChCl-间苯二酚resorcinol(1:1)	—	超声波ultrasound 50 min	~100	[28]
玉米芯 corn cob	ChCl-咪唑imidazole(3:7)	1:16	15 h，150 ℃	88	[45]
	苄基三甲基氯化铵TMBAC-LA(1:2)	5%	2 h，140 ℃	63.4	[50]
	苄基三乙基氯化铵TEBA-LA(1:2)	5%	2 h，140 ℃	56.5	[50]
	ChCl-草酸oxalic acid(OA)(1:1)	5%	24 h，90 ℃	98.5	[41]
	ChCl-苹果酸malic acid(MA)(1:1)	5%	24 h，90 ℃	22.4	[41]
	ChCl-甲酸formic acid(FA)(1:2)	10%	2 h，115 ℃	81.49	[51]
稻草straw	ChCl-羟基乙酸glycolic acid(1:1)	5%	6 h，80 ℃	33.1
	ChCl-LA(1:1)	5%	6 h，80 ℃	51.3	[36]
	ChCl-氯丙酸chloropropionic acid(1:1)	5%	6 h，80 ℃	51.9
	ChCl-LA(1:5)	5%	12 h，60 ℃	60±5	[52]
	ChCl-LA(1:5)+5% H₂O	5%	12 h，60 ℃	82	[52]
稻壳 rice husk	ChCl-OA-正丁醇n-butanol(1:1:1)	15%	1 h，120 ℃	49
	ChCl-OA-正丙醇n-propanol(1:1:1)	15%	1 h，120 ℃	41	[53]
	ChCl-OA-乙酸乙酯ethyl acetate(1:1:1)	15%	1 h，120 ℃	15
玉米秸秆 corn stalks	ChCl-LA(1:2)	10%	45 s，152 ℃(MW 800 W)	80	[54]
松木pine	二氯胆碱chlormequat chloride-LA(1:5)	1:20	14 h，60或85 ℃	7.8	[43]
杨木 poplar	ChCl-LA(1:10)	5%	12 h，120 ℃	90.4	[55]
	甘氨酸glycine- LA(1:9)	5%	12 h，120 ℃	51.9	[55]
	ChCl-LA	10%	6 h，145 ℃	78	[37]
	ChCl-OA·2H₂O(1:1)	5%	3 min，80 ℃(MW 800 W)	80	[35]
	ChCl-OA·2H₂O(1:1)	5%	9 h，110 ℃	90	[35]
花旗松 douglas fir	ChCl-LA	10%	9 h，145 ℃	58	[37]
竹柳willow	ChCl-LA(1:10)	1:30	12 h，120 ℃	91.8	[40]
尾叶桉 E. urophylla	TEBA-LA(1:9)	1:30	10 h，90 ℃	92.3	[29]
山毛榉beech	ChCl-KOH(1:4)	2.5%	2~24 h，60~100 ℃	极少minimal	[42]
赤桉 E.camaldulensis	ChCl- LA(1:10)	10%	6 h，110 ℃	44.8	[46]
柳枝稷 switchgrass	ChCl-乙二醇ethylene glycol(EG)(1:2)	10%	30 min，130 ℃	24	[47]
	ChCl-EG(1:2)+1% H₂SO₄	10%	30 min，130 ℃	87	[47]
	ChCl-对香豆酸p-coumaric acid(1:1)	5%	3 h，160 ℃	60.8	[56]
	ChCl-香草醛vanillin(1:2)	5%	3 h，160 ℃	52.5
	ChCl-儿茶酚catechol(1:1)	5%	3 h，160 ℃	49.0
	ChCl-对羟基苄醇p-hydroxybenzyl(1:1)	5%	3 h，160 ℃	0.4
油棕榈空果束 oil palm empty fruit bunch	ChCl-LA(1:1)	10%	8 h，120 ℃	33	[57]
	ChCl-LA(1:15)	10%	8 h，120 ℃	61
	LA	10%	8 h，120 ℃	39
	ChCl-乙酸acetic acid(1:5)	10%	8 h，120 ℃	40
	ChCl-苹果酸MA(1:2)	10%	8 h，120 ℃	28.9
	ChCl-FA(1:2)	10%	8 h，120 ℃	62
	ChCl-FA(1:5)	10%%	8 h，120 ℃	25
	ChCl-丁二酸succinic acid(2:1)	10%	8 h，120 ℃	10.7
	ChCl-丙酸propionic acid(1:2)	10%	8 h，120 ℃	20.4
	ChCl-丁酸butyric acid(1:2)	10%	8 h，120 ℃	14.3
	ChCl-柠檬酸citric acid(1:2)	10%	8 h，120 ℃	20.6
	ChCl-LA(1:5)	10%	8 h，120 ℃	88	[58]
	葡萄糖glucose(Glu)- LA(1:5)	10%	8 h，120 ℃	55
	ChCl-Glu(1:1)	10%	8 h，120 ℃	22
	ChCl-丙三醇gly(1:2)	10%	8 h，120 ℃	17
	ChCl-尿素urea(U)(1:2)	10%	8 h，120 ℃	34
	K₂CO₃-丙三醇gly(1:6)	10%	8 h，120 ℃	51
合欢皮草药渣 herb residues of Cortex albiziae	ChCl-PCA(1:1)	1:10	5 h，160 ℃	30	[59]
合欢皮草药渣 herb residues of Cortex albiziae	ChCl-PCA(1:1)+50% H₂O	1:10	5 h，160 ℃	39.89	[59]
油棕叶 oil palm fronds	ChCl-U(1:2)	1:10	4 h，120 ℃	11	[60]
油棕叶 oil palm fronds	ChCl-U(1:2)+30% H₂O	1:10	4 h，120 ℃	16	[60]
大芒 Miscanthus × giganteus	ChCl-丙三醇gly(1:2)	5%	3 h，120 ℃	1.6	[61]
大芒 Miscanthus × giganteus	ChCl-丙三醇gly(1:2)+杂多酸heteropoly acids	5%	3 h，120 ℃	56.5~89.5	[61]

Table 1

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A Review of Deep Eutectic Solvents for Lignin Isolation

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