Soy-based UV-curable thiol-ene coatings

被引：63

作者：

Chen, Zhigang ^{[2
]}

Chisholm, Bret J. ^{[1
,2
]}

Patani, Radhika ^{[2
]}

Wu, Jennifer F. ^{[2
]}

Fernando, Shashi ^{[2
]}

Jogodzinski, Katie ^{[2
]}

Webster, Dean C. ^{[1
,2
]}

机构：

[1] N Dakota State Univ, Dept Coatings & Polymer Mat, Fargo, ND 58108 USA

[2] N Dakota State Univ, Ctr Nanoscale Sci & Engn, Fargo, ND 58108 USA

来源：

JOURNAL OF COATINGS TECHNOLOGY AND RESEARCH | 2010年 / 7卷 / 05期

关键词：

Biobased; Soybean oil; UV curable; Coating; Thiol-ene; EPOXIDIZED SOYBEAN OIL; MECHANICAL-PROPERTIES; PHOTOPOLYMERIZATION; KINETICS;

D O I：

10.1007/s11998-010-9241-x

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

Novel soy-based thiols and enes were synthesized and characterized. Then, soy-based thiol-ene UV-curable coatings were formulated and their coating physiochemical properties were investigated in detail. The use of biorenewable resources, combined with environmentally friendly UV-curable technology, provides a "green + green" solution to the stricter regulations in the coatings industry. Novel soy-based thiols and enes were synthesized through the Lewis acid-catalyzed ring opening reaction of epoxidized soybean oil with multifunctional thiols or hydroxyl functional allyl compounds. FTIR and NMR confirmed the formation of the target compounds. The soy-based thiols and enes were formulated with petrochemical-based enes and thiols, respectively, to make thiol-ene UV-curable coatings. Typical coating film properties, thermal properties, and photopolymerization kinetics of these coatings were studied. Soy-based thiol-ene coatings having lower functionality thiols and enes have poor UV curability and coating properties, which was attributed to the lower crosslink density. Soy-based thiols and enes with higher functionality can be UV-cured in combination with petrochemical-based enes or thiols even without the presence of free radical photoinitiators. Better coating film properties were obtained from these higher functionality thiol-ene systems that were toughened by commercial hyperbranched acrylates.

引用

页码：603 / 613

页数：11

共 27 条

[1] Epoxidized soybean oil as a potential source of high-temperature lubricants [J].

Adhvaryu, A ;

Erhan, SZ .

INDUSTRIAL CROPS AND PRODUCTS, 2002, 15 (03) :247-254

[2]

ALI SM, 2005, IRAN POLYM J, V14, P769

[3]

Bajpai M., 2004, PIGMENT RESIN TECNOL, V33, P160, DOI [10.1108/03699420410537278, DOI 10.1108/03699420410537278]

[4]

Cai J., 2006, TULIAO GONGYE, V36, P12

[5] Effect of biodegradable plasticizers on thermal and mechanical properties of poly (3-hydroxybutyrate) [J].

Choi, JS ;

Park, WH .

POLYMER TESTING, 2004, 23 (04) :455-460

[6]

Cramer NB, 2002, LIQ CRYST, V29, P1291, DOI 10.1080/02678290210160132

[7] Kinetics of thiol-ene and thiol-acrylate photopolymerizations with real-time Fourier transform infrared [J].

Cramer, NB ;

Bowman, CN .

JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2001, 39 (19) :3311-3319

[8]

DESAI D, 2000, EXPERIENCE WORLD UV, P22

[9]

Fomin V.A., 2001, PLAST MASSY, V2, P42

[10] Cationic UV-Cured coatings containing epoxidized soybean oil initiated by new onium salts containing tetrakis(pentafluorophenyl)gallate anion [J].

Gu, HY ;

Ren, K ;

Martin, D ;

Marino, T ;

Neckers, DC .

JOURNAL OF COATINGS TECHNOLOGY, 2002, 74 (927) :49-+

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