欢迎登录材料期刊网

材料期刊网

中国科学院金属研究所 科学出版社
高级检索
  1. 首页
  2. 期刊
  3. 涂料工业
  4. 双丙酮丙烯酰胺的制备及应用研究进展

涂料工业 , 2011, 41(2): 57-72. doi: 10.3969/j.issn.0253-4312.2011.02.015

双丙酮丙烯酰胺的制备及应用研究进展

王俊峰 1, , 何玉凤 2, , 王荣民 3, , 王晓雯 4, , 蒋梦兰 5, , 周云 6,

1.生态环境相关高分子材料教育部重点实验室,甘肃省高分子材料重点实验室,西北师范大学化学化工学院,兰州,730070

2.生态环境相关高分子材料教育部重点实验室,甘肃省高分子材料重点实验室,西北师范大学化学化工学院,兰州,730070

3.生态环境相关高分子材料教育部重点实验室,甘肃省高分子材料重点实验室,西北师范大学化学化工学院,兰州,730070

4.生态环境相关高分子材料教育部重点实验室,甘肃省高分子材料重点实验室,西北师范大学化学化工学院,兰州,730070

5.生态环境相关高分子材料教育部重点实验室,甘肃省高分子材料重点实验室,西北师范大学化学化工学院,兰州,730070

6.生态环境相关高分子材料教育部重点实验室,甘肃省高分子材料重点实验室,西北师范大学化学化工学院,兰州,730070

基金项目:   兰州市科技局及NWNU(kjcxgc-03-63)   甘肃省科技支撑计划项目(1011GKCA017)   国家自然科学基金(20964002)  

关键词： 双丙酮丙烯酰胺 , 亲水性 , 水性涂料 , 制备 , 应用

Progress in Preparation and Applications of Diacetone Acrylamide

双丙酮丙烯酰胺(DAAM)是一种新型的功能单体,在化工领域中占有重要地位.文章综述了DAAM的制备技术和近年来在涂料等领域中的应用进展.双丙酮丙烯酰胺可用二丙酮醇和丙烯腈、丙烯酰胺和二丙酮醇、丙烯酰胺和异丙烯基丙酮为原料,强酸或杂多酸为催化剂制得.由于DAAM分子具有多功能基团的独特构型,因而化学性质非常活泼,具有许多优良性质,能进行多种反应,如聚合反应、交联反应、加成反应等,并以其良好的水溶性、保湿性、吸水性等特性,在涂料、日化用品、感光树脂助剂、粘合剂、环氧树脂固化剂、替代明胶、医用材料、聚酯树脂交联剂和纸张增强剂等领域的应用日趋广泛.本文最后展望了其今后的研究方向和发展趋势.

参考文献

[1] WANG R M;LV W H;HE Y F et al.An emulsifier-free coreshell polyacrylate/diacetone acrylamide emulsion with nano-SiO2for room temperature curable waterborne coatings[J].Advances in Polymer Technology,2009,21(02):128-134.
[2] F. Deplace;C. Carelli;A. Langenfeld .Controlled Sparse and Percolating Cross-Linking in Waterborne Soft Adhesives[J].ACS applied materials & interfaces,2009(9):2021-2029.
[3] 柳艳红,张心亚,黄洪,陈焕钦.室温自交联丙烯酸酯乳液的制备及性能[J].涂料工业,2008(12):30-33.
[4] 高达;赵兴顺;刘洪珠 .可交联水性氟树脂及其制法、应用[P].中国,1861653,2006-11-15.
[5] MCCORMICK C L;PARK L S .Water-soluble copolymers Ⅺ:selectivity in the graft copolymerization of acrylamide/N-(1,1-dimethy-3-oxybutyl)acrylamide comonomers onto dextran by Ce(Ⅳ)-induced initiation[J].Journal of Applied Polymer Science,1985,30(01):45-59.
[6] 施晓旦;王养臣;尹东华 .一种涂布纸面涂涂料用苯丙乳液[P].中国,101704930,2010-05-12.
[7] MCCORMICK C L;CHEN G S .Water-soluble copolymers.Ⅸ.copolymers of acrylamide with N-(1,1-dimethyl-3-oxybutyl)acrylamide and N,N-dimethylacrylamide:synthesis and characterization[J].Journal of Polymer Science Part A: Polymer Chemistry,1984,22(12):3633-3647.
[8] 化工部科技情报研究所.世界精细化工手册[M].北京:化学工业部科学技术情报研究所,1982:411.
[9] AMIR M S;YORBAL L;CALIF .Acrylic acid-acrylamide-dlacetone acrylamide terpolymer[P].US,3663490,1972-05-16.
[10] PATELLA R F;VONA J A .Aqueous dispersions of vinyl acetate/polyacrylate ester of pentaerythritol/hydroxymethyl diacetene acrylamide copolymers having improved adhesion properties[P].US,4022743,1977-05-10.
[11] COLEMAN L E .N-3-oxohydrocarbon-substituted acrylamides and polymers thereof[P].US,3277056,1966-10-04.
[12] 张佳欣,史红月,田志娟,薛传薪.双丙酮丙烯酰胺的合成及工艺优化[J].北京化工大学学报(自然科学版),2003(04):85-88.
[13] TAMARU A;KOIZUMI A .Process for the preparation of diacctone acrylamide[P].JP,51541550,1984-08-14.
[14] 胡代强 .双丙酮丙烯酰胺的合成研究[D].北京工商大学,2007.
[15] TAMARU A;KOIZUMI A .Sythesis of N-substituted acrylamide[P].JP,59084853,1984-05-16.
[16] RICHMOND H .Process for the preparation of diacetone acrylamide[P].US,4360696,1982-11-23.
[17] 苏碧泉,盛丽,牛克彦.双丙酮丙烯酰胺的合成[J].当代化工,2003(04):194-195,207.
[18] 姜菲,刘公召.双丙酮丙烯酰胺的合成研究[J].化学世界,2008(09):556-559.
[19] 史法胜.双丙酮丙烯酰胺的合成研究[J].山东化工,2008(05):17-21.
[20] 项东升.酸性离子液体催化合成双丙酮丙烯酰胺[J].化工科技市场,2009(07):13-16.
[21] NAKAYAMA Y .High performance coatings based on novel penetrative curing:cationic electrodeposition coatings cured at ambient temperature[J].Journal of Coatings Technology,1997,69(875):33-39.
[22] 杨家峰;朱万章;丛景滋 .核壳结构聚氨酯改性丙烯酸分散体乳液[P].中国,101659734,2010-03-03.
[23] MCKILLIP W J;CULBERTSON B M;GYNN G M et al.Aminimide modified acrylics-thermoset coatings[J].Industrial and Engineering Chemistry Process Design and Development,1974,13(03):197-201.
[24] Nakayama Y. .CURING OF PAINT FILMS WITH FILM-PENETRATIVE CROSSLINKER AT AMBIENT TEMPERATURE [Review][J].Progress in Organic Coatings: An International Review Journal,1997(1/2):105-112.
[25] Nicola Kessel;Derek R. Illsley;Joseph L. Keddie .The diacetone acrylamide crosslinking reaction and its influence on the film formation of an acrylic latex[J].JCT research,2008(3):285-297.
[26] MORI A;TASHIRO K;MAKITA K et al.Development of roomtemperature curing aqueous emulsion-type acrylic adhesive Ⅱ:effect of monomer composition on the final adhesive strength[J].Journal of Wood Science,2005,51(01):38-41.
[27] Joshi R;Lefevre E;Patel C;Provder T;Crombez R;Shen W;Jones F .Thermoanalytical and morphological studies of cross-linked latex films by advanced techniques[J].Journal of thermal analysis and calorimetry,2008(1):19-26.
[28] Nakayama Y .Development of novel aqueous coatings which meet the requirements of ecology-conscious society: novel cross-linking system based on the carbonyl-hydrazide reaction and its applications[J].Progress in Organic Coatings: An International Review Journal,2004(4):280-299.
[29] 成时亮,刘德辉,张婷.室温交联单组分聚氨酯-聚丙烯酸酯乳液的合成[J].化工进展,2005(01):61-64,81.
[30] Liu XH;Zhang CZ;Xiong T;Chen DB;Zhong AY .Rheological and curing behavior of aqueous ambient self-crosslinkable polyacirylate emulsion[J].Journal of Applied Polymer Science,2007(3):1448-1455.
[31] KESSEL N;ILLSLEY D R .KEDDIE J L.The diacetone acrylamide crosslinking reaction and its influence on the film formation of an acrylic latex[J].Journal of Coatings Technology and Research,2008,5(03):285-297.
[32] 蒋硕健 .DAAM和ADH用丙烯酸酯聚合物的后交联[J].丙烯酸化工与应用,2003,9(03):1-9.
[33] DE KROM A;MULDER H;MESTACH D .Wet polymer on nonabsorbing substrates:waterborne acrylate emulsions for non-absorbing substates with exceptional removability[J].Farbe Und Lack,2001,107:97-105.
[34] 蒋硕健.双丙酮丙烯酰胺与己二酰肼在水乳液与水溶性聚合物后交联中的应用[J].中国涂料,2003(03):24-28.
[35] 刘玉鹏,季永新,陈日清,王春鹏,庞久寅.含双丙酮丙烯酰胺（DAAM）的水性乳液的制备与性能研究[J].中国胶粘剂,2006(01):17-20.
[36] James W.Tayloraylor;Mitchell A.Winnik .Functional Latex and Thermoset Latex Films[J].JCT research,2004(3):163-190.
[37] 罗春晖,瞿金清,陈焕钦.自交联封闭性乳液的合成与性能[J].化工学报,2009(07):1823-1830.
[38] 王荣民;吕维华;何玉凤 等.无皂乳液型两亲聚合物树脂及其制备和在生产智能呼吸涂料中的应用[P].中国,101423583,2009-05-06.
[39] 王荣民;吕维华;何玉凤 等.无皂棱壳乳液型两亲聚合物树脂及其制备和在制备功能调湿涂料中的应用[P].中国,101423581,2009-05-06.
[40] 王荣民;吕维华;何玉凤 等.两亲聚合物树脂及其制备和在生产智能呼吸涂料中的应用[P].中国,101250242,2008-08-27.
[41] MASAKAZU Y .Hair dressing agent[P].JP,2005126388,2005-05-19.
[42] CARBALLADA J A;NIJAKOWSKI T R;MURPHY B P .Method and compsition for stabilizaing hair moisture levels[P].US,20100028286,2010-02-04.
[43] ANAI K .Photosensitive resin composition for casting[P].JP,11060962,1999-03-05.
[44] YOSHIMURA T;YUMIBA T;MIURA C .Chemical rays responsive polymer composition[P].JP,10307392,1998-11-17.
[45] YASUHARU M;TAKAHIRO H .Photosensitive resin composition,photosensitive element using the same,method for producing resist pattern and method for producing printed wiring board[P].US,7220533,2007-05-22.
[46] YOON K B;LEE J T;HAN J Y et al.Preparation and properties of water-soluble photosensitive polymer with azido group[J].Polymer(Korea),2007,31(05):374-378.
[47] JAHNKE R W .Photosensitive diacetone acrylsmide resins[P].US,3725231,1973-04-03.
[48] MORI T .Printing plate material[P].US,2009297831,2009-09-03.
[49] 单英敏,曹瑞军,高颖,刘毅.水溶性负性光致抗蚀剂的研制[J].影像科学与光化学,2008(02):116-124.
[50] 张伟华 .双丙酮丙烯酰胺的合成及提取工艺的优化研究[D].山东理工大学,2007.
[51] IKEDA N;YASUI Y .Aqueous pressure-sensitive adhesive compositions with low VOC emission,and good water resistance and adhesion to foams,and their pressure-sensitive adhesive sheets[P].JP,2010018689,2010-01-28.
[52] 陈炳耀;潘汉杰;郭蕊 .一种耐水白乳胶[P].中国,101705065,2010-05-12.
[53] 项尚林,薛志杰.双丙酮丙烯酰胺对聚丙烯酸酯压敏胶性能的影响[J].粘接,2008(08):18-20.
[54] Foster, AB;Lovell, PA;Rabjohns, MA .Control of adhesive properties through structured particle design of water-borne pressure-sensitive adhesives[J].Polymer: The International Journal for the Science and Technology of Polymers,2009(7):1654-1670.
[55] Mori A;Tashiro K;Makita K;Takatani M;Okamoto T .Development of room-temperature curing aqueous emulsion-type acrylic adhesive I: effect of monomer composition on the initial adhesive strength[J].Journal of wood science,2005(1):33-37.
[56] MORI A;TASHIRO K;MAKITA K et al.Development of roomtemperature curing aqueous emulsion-type acrylic adhesive Ⅱ:effect of monomer composition on the final adhesive strength[J].Journal of Wood Science,2005,51(01):38-41.
[57] 仲前昌人;真木秀树 .水性分散液及其制备方法、以及组合物、粘合剂和涂层剂[P].中国,101223234,2008-07-16.
[58] 李凤芝;张效梅;李许真.双丙酮丙烯酰胺的研制及应用[J].化学工程师,1997(06):34,51.
[59] 双胺的合成与应用进展·表面活性剂在无机化工中的应用[J].日用化学工业,1999(06):65.
[60] GOULD F E;PRINCETON;SHEPHERD T H et al.Preparation of spray on bandage[P].US,3577516,1971-05-04.
[61] 神山文男;权英淑;川村尚久 等.交联型皮肤用胶粘剂[P].中国,1942207,2007-04-04.
[62] TIGHE B J;FRANKLIN V;LYDON F J .Intervertobral disc and intraocular lens[P].WO,2009127844,2009-10-22.
[63] FORSBERG J W .Orthopedic bandage comprising diacetone acrylamide,and cast prepared therefrom[P].US,3968791,1975-01-29.
[64] 姜菲 .双丙酮丙烯酰胺的合成研究[D].沈阳:沈阳工业大学,2008.
[65] KATSUMI E;MASARU S .Sizing agent composition for paper[P].JP,2005054302,2005-03-03.
[66] 汪多仁.N-(1,1-二甲基-3-氧代丁基)丙烯酰胺的应用与制备[J].感光材料,1997(04):31-33.
[67] 丁伟;梁永升 .皮革粘合剂及其制备方法[P].中国,101205449,2008-06-25.
[68] 杨建军;张建安;吴庆云 等.酮肼交联型丙烯酸酯-聚氨酯复合纺织乳液的制备方法与用途[P].中国,101240101,2008-08-13.
[69] DE KROM A;MULDER H;MESTACH D.New developments in waterborne printing inks for non-absorbing substrates[A].Nürnberg:European Congress on Printing Inks,2001:173-190.
[70] TAYLOR L D;MASS E .Acrylic polymer spacer layers for photographic elements[P].US,3421893,1969-01-14.
[71] 房爱敏,毕玉遂,梁之军.双丙酮丙烯酰胺共聚物的合成及其对稠油降黏性能的研究[J].精细石油化工,2008(05):1-4.
[72] MCCORMICK C L;HUTCHINSON B H;MORGAN S E .Watersoluble copolymers,16.Studies of the behavior of acrylamide/N(1,1-dimethyl-3-oxobutyl)acrylamide copolymers in aqueous salt solutions[J].Die Makromolekulare Chemie,1987,188(02):357-370.
上一张 下一张
上一张 下一张
计量
  • 下载量()
  • 访问量()
作者相关
文章评分
  • 您的评分：
  • 1
    0%
  • 2
    0%
  • 3
    0%
  • 4
    0%
  • 5
    0%

版权所有©2010中国科学院金属研究所中国科技出版传媒股份有限公司

本系统由北京仁和汇智信息技术有限公司设计开发

技术支持：info@rhhz.net