Ammonium carbamate from diethanolamine for green foaming of polyurethanes with carbon dioxide

doi:10.11949/j.issn.0438-1157.20170304

Abstract

Abstract:

Diethanol ammonium carbamate (DEAC) was prepared by reaction of diethanolamine (DEA) with carbon dioxide. DEAC has onset decomposition temperature round 54℃. Addition of DEAC as reactive blowing agent into common rigid polyurethane foaming formulation gave foams with densities in the range of 90 to 150 kg·m^-3 and compressive strengths in the range of 0.02 to 1.65 MPa. DEA can be used as CO₂ absorbents in coal-burn power generation plant to reduce greenhouse gas emission. DEAC can be obtained as byproduct from coal-burn power station with low cost. This novel approach is environmentally friendly, cost effective and promising to open up a new platform for green foaming of polyurethanes.

Key words: polyurethane, foam, carbon dioxide, diethanolamine, ammonium carbamate

摘要：

通过二乙醇胺（DEA）和二氧化碳反应制得一种氨基甲酸铵化合物（DEAC）。DEAC初始分解温度约为54℃，二氧化碳含量14.6%。将不同份数的DEAC作为反应型发泡剂添加到硬质聚氨酯发泡体系中制备泡沫材料，得到密度为90~150 kg·m^-3，压缩强度为0.02~1.65 MPa性能良好的泡沫材料。DEA在火力发电厂作为二氧化碳吸收剂以减少二氧化碳排放。因此，DEAC可以来源于火力发电厂的副产物，成本低廉。本研究为硬质聚氨酯泡沫的制备提供了一种新型的绿色、环保、经济的方法。

关键词: 聚氨酯, 泡沫, 二氧化碳, 二乙醇胺, 氨基甲酸铵

CLC Number:

TQ328.3

CHEN Xuliang, REN Qiang, SONG Yan, WU Dun, LI Jian. Ammonium carbamate from diethanolamine for green foaming of polyurethanes with carbon dioxide[J]. CIESC Journal, 2017, 68(11): 4383-4389.

陈旭亮, 任强, 宋艳, 吴盾, 李坚. 基于醇胺固定-释放二氧化碳原理的聚氨酯泡沫绿色制备[J]. 化工学报, 2017, 68(11): 4383-4389.

References 32

[1]	CORNILLE A, DWORAKOWSKA S, BOGDAL D, et al. A new way of creating cellular polyurethane materials:NIPU foams[J]. European Polymer Journal, 2015, 66:129-138.
[2]	THIRUMAL M, KHASTGIR D, SINGHA N K, et al. Effect of foam density on the properties of water blown rigid polyurethane foam[J]. Journal of Applied Polymer Science, 2008, 108(3):1810-1817.
[3]	JI D, FANG Z, HE W, et al. Synthesis of soy-polyols using a continuous microflow system and preparation of soy-based polyurethane rigid foams[J]. ACS Sustainable Chemistry & Engineering, 2015, 3(6):1197-1204.
[4]	ZHANG C, KESSLER M R. Bio-polyurethane foam made from compatible blends of vegetable oil-based polyol and petroleum-based polyol[J]. ACS Sustainable Chemistry & Engineering, 2015, 3(4):743-749.
[5]	王小婷, 万园俊, 王念贵. 大豆油基聚氨酯的研究及应用进展[J]. 聚氨酯工业, 2014, (4):11-14. WANG X T, WAN Y J, WANG N G. The research progress of soybean oil-based polyurethane[J]. Polyurethane Industry, 2014, (4):11-14.
[6]	CAMPANELLA A, BONNAILLIE L M, WOOL R P. Polyurethane foams from soyoil-based polyols[J]. Journal of Applied Polymer Science, 2009, 112(4):2567-2578.
[7]	HU S J, WAN C X, LI Y B. Production and characterization of biopolyols and polyurethane foams from crude glycerol based liquefaction of soybean straw[J]. Bioresource Technology, 2011, 103(1):227-233.
[8]	SURESH K I. Rigid polyurethane foams from cardanol:synthesis, structural characterization, and evaluation of polyol and foam properties[J]. ACS Sustainable Chemistry & Engineering, 2013, 1(2):232-242.
[9]	GRBAC J, WHEELER I, GURECKI J. Development and optimization of an HCFC-141b polyurethane foam system for the residential door market[J]. Journal of Cellular Plastics, 1993, 29(5):460-460.
[10]	WILLIAMS D J, BOGDAN M C, PARKER R C, et al. Update on the development of HFC-245fa as a liquid HFC blowing agent[J]. Journal of Cellular Plastics, 1997, 33(3):238-263.
[11]	LEE Y, JANG M G, CHOI K H, et al. Liquid-type nucleating agent for improving thermal insulating properties of rigid polyurethane foams by HFC-365mfc as a blowing agent[J]. Journal of Applied Polymer Science, 2016, 133(25):43557.
[12]	PIELICHOWSKI K, KULESZA K, PEARCE E M. Thermal degradation studies on rigid polyurethane foams blown with pentane[J]. Journal of Applied Polymer Science, 2003, 88(9):2319-2330.
[13]	HARVEY L D D. Net climatic impact of solid foam insulation produced with halocarbon and non-halocarbon blowing agents[J]. Building & Environment, 2007, 42(8):2860-2879.
[14]	KIM K H, SHON Z H, HANG T N, et al. A review of major chlorofluorocarbons and their halocarbon alternatives in the air[J]. Atmospheric Environment, 2011, 45(7):1369-1382.
[15]	MAZOR M H, MUTTON J D, RUSSELL D A M, et al. Life cycle greenhouse gas emissions reduction from rigid thermal insulation use in buildings[J]. Journal of Industrial Ecology, 2011, 15(2):284-299.
[16]	ZHU B, ZHA W, YANG J, et al. Layered-silicate based polystyrene nanocomposite microcellular foam using supercritical carbon dioxide as blowing agent[J]. Polymer, 2010, 51(10):2177-2184.
[17]	FOREST C, CHAUMONT P, CASSAGNAU P, et al. Polymer nano-foams for insulating applications prepared from CO2 foaming[J]. Progress in Polymer Science, 2015, 41:122-145.
[18]	NOFAR M, PARK C B. Poly (lactic acid) foaming[J]. Prog. Polym. Sci., 2014, 39(10):1721-1741.
[19]	廖霞, 黄锦涛, 顾鑫. 二氧化碳气体制备层状聚苯乙烯发泡材料[J]. 化学学报, 2011, (15):1811-1816. LIAO X, HUANG J T, GU X. Preparation of layered foam morphology polystyrene using compressed carbon dioxide[J]. Acta Chimica Sinica, 2011, (15):1811-1816.
[20]	张婧婧, 黄汉雄, 黄耿群. 交联剂对聚乳酸流变性能及其发泡材料泡孔结构的影响[J]. 化工学报, 2015, 66(10):4252-4257. ZHANG J J, HUANG H X, HUANG G Q. Effects of crosslinking agent on rheological properties of poly(lactic acid) and cellular structure of its microcellular foams[J]. CIESC Journal, 2015, 66(10):4252-4257.
[21]	CHAUVET M, SAUCEAU M, BAILLON F, et al. Mastering the structure of PLA foams made with extrusion assisted by supercritical CO2[J]. Journal of Applied Polymer Science, 2017, 134(28):45067.
[22]	XIN Z X, ZHANG Z X, PAL K, et al. Microcellular structure of PP/waste rubber powder blends with supercritical CO2 by foam extrusion process[J]. Journal of Cellular Plastics, 2009, 45(6):499-514.
[23]	李佐花. 液体CO2作发泡剂的聚氨酯软泡生产工艺及设备[J]. 聚氨酯工业, 2006, 21(1):39-41. LI Z H. Production process and equipment of flexible polyurethane foam using liquid carbon dioxide as foaming agent[J]. Polyurethane Industry, 2006, 21(1):39-41.
[24]	刘兴之. 软质聚氨酯泡沫塑料的CO2发泡技术[J]. 聚氨酯工业, 1997, (3):34-37. LIU X Z. CO2 blown technology for production of flexible PU foam slabstock[J]. Polyurethane Industry, 1997, (3):34-37.
[25]	DAI C, ZhANG C, HUANG W, et al. Thermoplastic polyurethane microcellular fibers via supercritical carbon dioxide based extrusion foaming[J]. Polymer Engineering & Science, 2013, 53(11):2360-2369.
[26]	ITO S, MATSUNAGA K, TAJIMA M, et al. Generation of microcellular polyurethane with supercritical carbon dioxide[J]. Journal of Applied Polymer Science, 2007, 106(6):3581-3586.
[27]	LONG Y, ZHENG L, GU Y, et al. Carbon dioxide adduct from polypropylene glycol grafted polyethyleneimine as a climate-friendly blowing agent for polyurethane foams[J]. Polymer, 2014, 55(25):6494-6503.
[28]	宋存义, 周向. 捕集低浓度二氧化碳的化学吸收工艺及其综合比较[J]. 环境工程学报, 2012, (1):1-8. SONG C Y, ZHOU X. Chemical absorption processes for low concentration CO2 and comprehensive comparison[J]. Chinese Journal of Environmental Engineering, 2012, (1):1-8.
[29]	BAJPAI A, MONDAL M K. Equilibrium solubility of CO2 in aqueous mixtures of DEA and AEEA[J]. Journal of Chemical & Engineering Data, 2013, 58(6):1490-1495.
[30]	OLAJIRE A A. CO2 capture and separation technologies for end-of-pipe applications-a review[J]. Energy, 2010, 35(6):2610-2628.
[31]	DANON A, STAIR P C, WEITZ E. FTIR study of CO2 adsorption on amine-grafted SBA-15:elucidation of adsorbed species[J]. Journal of Physical Chemistry C, 2011, 115(23):11540-11549.
[32]	TAN S, ABRAHAM T, FERENCE D, et al. Rigid polyurethane foams from a soybean oil-based Polyol[J]. Polymer, 2011, 52(13):2840-2846.