多胺型纤维素基螯合纤维的合成工艺与结构表征

doi:10.3969/j.issn.0253-2417.2023.04.012

Abstract

Abstract:

The epoxy-activated cellulose fibers(CPGMA) were subjected to polyamination organic synthesis in water medium and in dimethylamide(DMF) medium, respectively. The effects of reaction medium, amine concentration, reaction time, temperature, liquid ratio and initial epoxy group content on the amination reaction were investigated. The results showed that DMF as the reaction medium and the temperature of 60 ℃ were the most favorable to reaction, and there was a linear relationship between fiber weight gain and amine concentration. In DMF medium, the amination reaction reached saturation within 1 h, and the increase of reaction liquid ratio was not conducive to the amination reaction. The higher epoxy group content of CPGMA, the better amination reaction. At 600 ℃, the residual amount of CPGMA(grafting rate was 198%) was 5.1%, while the residual amount of amine-modified CPGMA-EDA was 16.8%, and the thermal stability of the fiber increased. The disappearance of the tertiary carbon peak on the 5′ epoxide group and the reduction in the intensity of the methylene carbon peaks on the 2′-quaternary carbon and 6′ epoxide groups in the solid-state ¹³C CP/MAS NMR spectrum confirmed the success of amination reaction.

Key words: bleaching chemical pulp, amination, chelated fiber, synthesis process

CLC Number:

TQ35
TS7

Yu WANG, Jun HUANG, Huamin ZHAI, Hao REN. Synthesis Process and Structural Characterization of Polyamine Cellulose Based Chelated Fibers[J]. Chemistry and Industry of Forest Products, 2023, 43(4): 81-89.

Figures/Tables 13

Fig.1

Fig.2

Fig.3

Table 1

Fig.4

Fig.5

Fig.6

Fig.7

Table 2

Fig.8

Fig.9

Table 3

Fig.10

References 20

1	DENG S B , BAI R B , CHEN J P . Aminated polyacrylonitrile fibers for lead and copper removal[J]. Langmuir, 2003, 19 (12): 5058- 5064. doi: 10.1021/la034061x
2	YANTASEE W , LIN Y H , FRYXELL G E , et al. Selective removal of copper(Ⅱ) from aqueous solutions using fine-grained activated carbon functionalized with amine[J]. Industrial and Engineering Chemistry Research, 2004, 43 (11): 2759- 2764. doi: 10.1021/ie030182g
3	KUBOTA H , UJITA S . Reactivity of glycidyl-methacrylate-grafted cellulose prepared by means of photografting[J]. Journal of Applied Polymer Science, 1995, 56 (1): 25- 31. doi: 10.1002/app.1995.070560104
4	TORRES J D , FARIA E A , PRADO A G S . Thermodynamic studies of the interaction at the solid/liquid interface between metal ions and cellulose modified with ethylenediamine[J]. Journal of Hazardous Materials, 2006, 129 (1/2/3): 239- 243.
5	NASTASOVIC A , JOVANOVIC S , DORDEVIC D , et al. Metal sorption on macroporous poly(GMA-co-EGDMA) modified with ethylene diamine[J]. Reactive and Functional Polymers, 2004, 58 (2): 139- 147. doi: 10.1016/j.reactfunctpolym.2003.11.015
6	LIU C K , BAI R B , HONG L . Diethylenetriamine-grafted poly(glycidyl methacrylate) adsorbent for effective copper ion adsorption[J]. Journal of Colloid and Intrerface Science, 2006, 303 (1): 99- 108. doi: 10.1016/j.jcis.2006.07.057
7	ATIA A A , DONIA A M , ELWAKEEL K Z . Adsorption behavior of non-transition metal ions on a synthetic chelating resin bearing iminoacetate functions[J]. Separation and Purification Technology, 2005, 43 (1): 43- 48. doi: 10.1016/j.seppur.2004.09.012
8	LI N , BAI R B . A novel amine-shielded surface cross-linking of chitosan hydrogel beads for enhanced metal adsorption performance[J]. Industrial and Engineering Chemistry Research, 2005, 44 (17): 6692- 6700. doi: 10.1021/ie050145k
9	陈钧辉, 陶力, 李俊, 等. 生物化学实验[M]. 3版北京: 科学出版社, 2003: 51- 54.
	CHEN J H , TAO L , LI J , et al. Biochemistry Experiment[M]. 3^rd ed Beijing: Science Press, 2003: 51- 54.
10	王秀奇, 秦淑媛, 高天慧, 等. 基础生物化学实验([M]. 2版北京: 高等教育出版社, 1996: 113- 121.
	WANG X Q , QIN S Y , GAO T H , et al. Basic Biochemistry Experiments[M]. 2^nd ed Beijing: Higher Education Press, 1996: 113- 121.
11	PU Y Q , ZIEMER C , RAGAUSKAS A J . CP/MAS ¹³C NMR analysis of cellulase treated bleached softwood Kraft pulp[J]. Carbohydrate Research, 2006, 341 (5): 591- 597. doi: 10.1016/j.carres.2005.12.012
12	ALBERTI A , BERTINI S , GASTALDI G , et al. Electron beam irradiated textile cellulose fibres.ESR studies and derivatisation with glycidyl methacrylate(GMA)[J]. European Polymer Journal, 2005, 41 (8): 1787- 1797. doi: 10.1016/j.eurpolymj.2005.02.016
13	HESSE S , JÄGER C . Determination of the ¹³C chemical shift anisotropies of cellulose I and cellulose Ⅱ[J]. Cellulose, 2005, 12 (1): 5- 14. doi: 10.1007/s10570-004-0211-2
14	ABOU-SHOSHA M H , IBRAHIM N A . Synthesis and characterization of ethylenediamine-cellulose-poly(glycidyl methacrylate)anion exchanger[J]. Die Angewandte Makromolekulare Chemie, 1990, 180 (1): 95- 107. doi: 10.1002/apmc.1990.051800107
15	刑其毅, 徐瑞秋, 周政. 基础有机化学: 上册[M]. 北京: 高等教育出版社, 1980: 334.
	XING Q Y , XU R Q , ZHOU Z . Basic Organic Chemistry: Volume Ⅰ[M]. Beijing: Higher Education Press, 1980: 334.
16	恽魁宏, 高鸿宾, 任贵忠. 高等有机化学[M]. 北京: 高等教育出版社, 1988: 158- 159.
	YUN K H , GAO H B , REN G Z . Advanced Organic Chemistry[M]. Beijing: Higher Education Press, 1988: 158- 159.
17	ABOU-SHOSHA M H , IBRAHIM N A . Reaction of cellulose-poly(glycidyl methacrylate) with methylamine[J]. Die Angewandte Makromolekulare Chemie, 1987, 152 (1): 93- 106. doi: 10.1002/apmc.1987.051520109
18	FIELD L D , STERNHELL S , KALMAN J R . Organic Structures from Spectra[M]. 4^th ed Chemické listy: John Wily & Sons Ltd, 2008: 19.
19	DA SILVA FILHO E C , DE MELO J C P , AIROLDI C . Preparation of ethylenediamine-anchored cellulose and determination of thermochemical data for the interaction between cations and basic centers at the solid/liquid interface[J]. Carbohydrate Research, 2006, 341 (17): 2842- 2850. doi: 10.1016/j.carres.2006.09.004
20	黄军, 翟华敏, 王晓钧. 多胺型纤维素基螯合纤维的合成和光谱学研究[J]. 光谱学与光谱分析, 2010, 30 (6): 1606- 1609. doi: 10.3964/j.issn.1000-0593(2010)06-1606-04
	HUANG J , ZHAI H M , WANG X J . Synthesis and spectroscopic study of polyamine-type cellulose-based chelating fiber[J]. Spectroscopy and Spectral Analysis, 2010, 30 (6): 1606- 1609. doi: 10.3964/j.issn.1000-0593(2010)06-1606-04

胺amine	介质medium	a	b	R²	-b/a	x=exp(-b/a)	x_H₂O/x_DMF
EDA	DMF	0.021 7	0.112 5	0.986 0	-5.184 3	0.005 6	3.83
EDA	H₂O	0.012 6	0.048 4	0.997 9	-3.841 3	0.021 5	3.83
DETA	DMF	0.027 5	0.153 4	0.995 1	-5.578 2	0.003 8	13.73
DETA	H₂O	0.014 4	0.042 6	0.974 8	-2.958 3	0.051 9	13.73

介质 medium	含氮量nitrogen content/%		△m/m_CPGMA/(g·g^-1)
介质 medium	EDA	DETA	EDA	DETA
H₂O	2.12	1.98	0.041 9	0.031 7
二甲基甲酰胺DMF	4.09	5.05	0.095 0	0.137 0
二甲亚砜DMSO	3.64	4.54	0.066 4	0.118 9
V(H₂O)∶V(DMF)=3∶1	2.09	2.35	0.058 2	0.073 5
V(H₂O)∶V(DMF)=1∶1	2.58	2.98	0.056 3	0.081 0
V(H₂O)∶V(DMF)=1∶3	3.04	3.61	0.065 3	0.107 1

试样¹⁾ sample	不同失重率时的分解温度/℃ decomposition temperatures under different weight loss rates
试样¹⁾ sample	2%	5%	15%	30%	50%	70%	85%	98%
桉木浆eucalyptus pulp	41.7	82.9	302.3	328.3	346.9	364.8	522	>600
CPGMA(198%)	48.1	248.4	297.4	319.1	337.8	362.1	393.6	>600
CPGMA(83%)	40.3	80.6	299.4	327.5	344.1	398.8	>600	>600
CPGMA-EDA	34.3	51.8	283.5	326.6	354.8	411.4	>600	>600

Synthesis Process and Structural Characterization of Polyamine Cellulose Based Chelated Fibers

RichHTML

PDF (PC)

Knowledge

Abstract

Cite this article

share this article

Figures/Tables 13

References 20

Related Articles 1

Recommended Articles

Metrics

Comments