광경화형 지방족 에폭시 아크릴레이트의 합성과 물성 (I)

임진규; 김동국; 황자영; Jin-Kyu Lim; Dong Kook Kim; Ja Young Hwang

Journal of the Korean Industrial and Engineering Chemistry, Vol.14, No.6, 818-823, October, 2003

Export Citation

광경화형 지방족 에폭시 아크릴레이트의 합성과 물성 (I)

Synthesis and Properties of Photocurable Aliphatic Epoxy Acrylate (I)

임진규 ^†, 김동국 , 황자영

한양대학교 신소재화학과, 안산 425-791

Jin-Kyu Lim^†, Dong Kook Kim , and Ja Young Hwang

Department of Chemistry & Material Science, Hanyang University, Ansan 425-791, Korea

E-mail:

초록

1,4-Butanediol과 epichlorohydrin을 반응시켜 얻은 1,4-butanediol diglycidyl ether를 다시 acrylic acid와 반응시켜서 광경화형 지방족 에폭시 아크릴레이트를 합성하였다. 이것을 3종류의 반응성 모노머(2-hydroxyethyl acrylate, tri(propylene glycol) diacrylate, trimethylopropane triacrylate)로 희석하여 물성에 미치는 영향을 조사하였다. 점도는 희석 모노머함량의 증가에 따라 감소하였고 모노머의 관능기가 증가할수록 증가하였다. DMA를 이용하여 측정한 tan δ 피이크로부터 측정한 광경화필름의 유리전이온도는 모노머의 관능기가 증가할수록 고온으로 이동하였다. 광경화필름의 열안정성도 유사한 거동을 보였다. 광경화필름의 경도, 내마모성, 인장강도는 모노머의 관능기가 증가할수록 증가하였고 신장율은 모노머의 관능기가 증가할수록 감소하였다. 촉진내후성시험에서 황변 지수값이 모노머의 관능기가 많을수록 증가하였다.

Photocurable aliphatic epoxy acrylate was prepared from acrylic acid and 1,4-butanediol diglycidyl ether that was obtanied by reacting 1,4-butanediol with with epichlorohydrin. After the dilution with three kinds of reactive monomers (2-hydroxyethyl acrylate, tri(propylene glycol) diacrylate, trimethylolpropane triacrylate), the properties of photocurable aliphatic epoxy acrylate were investigated. Their viscosities decreased with the increased amount of reactive monomers, but increased when higher functionality of monomers were used. Glass transition temperature of UV-cured film, obtained from tan peak of DMA (dimethylamine), shifted to higher temperatures as the functionality of monomer was increased, and thermal stability exhibited similar behavior. Hardness, abrasion resistance, and tensile strength of UV-cured film also increased with increased functionality of monomer, but elongation was reduced with the higher monomer functionality. In an accelerated weathering test, UV-cured film showed that the value of yellow index increased with increased functionality of monomer.

Keywords:aliphatic epoxy acrylate;photocurable;1,4-butanediol diglycidyl ether;acrylic acid;reactive monomer

[References]

Braithwaite M, Davidson S, Holman R, Lowe C, Oldring PKT, Salim MS, Wall C, Chemistry & Technology of UV & EB Formulation for Coatings, Inks & Paints, ed. P.K.T. Oldring, SITA Technology, London (1991)
Pappas SP, Radiation Curing, Plenum Press, New York (1992)
Pappas SP, UV Curing: Science and Technology, Technology Marketring Corporation, Connecticut (1983)
Jung JC, Polym.(Korea), 10(6), 570 (1986)
Hoyle CE, Kinstle JF, Radiation Curing of Polymeric Materials, American Chemical Society, Washington D.C. (1990)
Orcel G, Vanpoulle S, Barraud JY, Boniort JY, Overton B, Wire, 46, 206 (1996)
Rodas AH, Bretas RES, Reggianni A, J. Mater. Sci., 21, 3025 (1986)
Lin SB, Tsay SY, Spechhard TA, Hwang KKS, Jezerc JJ, Cooper SL, Chem. Eng. Commun., 30, 251 (1984)
Speckhard TA, Hwang KKS, Lin SB, Tsay SY, Koshiba M, Ding YS, Cooper SL, J. Appl. Polym. Sci., 30, 647 (1985)
Ali MA, Khan MA, Ali KM, J. Appl. Polym. Sci., 60(6), 879 (1996)
Yoo JW, Kim DS, Polym.(Korea), 23(3), 376 (1999)
Kim HD, Lee DJ, Choi JH, Park CC, Polym.(Korea), 18(1), 38 (1994)
Lee KH, Kim BK, Korea Polym. J., 4(1), 1 (1996)
Kim HD, Kang SG, Ha CS, J. Appl. Polym. Sci., 46, 1339 (1992)
Otsubo Y, Amari T, Watanabe K, J. Appl. Polym. Sci., 29, 4071 (1984)
Matynia T, Kutyla R, Bukat K, Pienkowska B, J. Appl. Polym. Sci., 55(11), 1583 (1995)
Bajpai M, Shukla V, Kumar A, Prog. Org. Coat., 44, 271 (2002)
Maruno T, Ishibashi S, Nakamura K, J. Polym. Sci. A: Polym. Chem., 32(16), 3211 (1994)
Shi WF, Ranby B, J. Appl. Polym. Sci., 51(6), 1129 (1994)
Williams TR, J. Appl. Polym. Sci., 31, 1293 (1986)
Bongiovanni R, Malucelli G, Sangermano M, Priola A, Prog. Org. Coat., 36, 70 (1999)
Suzuki Y, Fujimoto T, Tsunida S, Shibayama K, J. Macromol. Sci.-Phys., B17(4), 787 (1980)
Priola A, Gozzelino G, Ferrero F, Malucelli G, Prog. Org. Coat., 22, 301 (1993)
Chiang W, Chan S, J. Appl. Polym. Sci., 43, 1827 (1991)
Mazurek M, Kinning DJ, Kinoshita T, J. Appl. Polym. Sci., 80(2), 159 (2001)

[Referenced By]

[Related Articles]

[1] Braithwaite M, Davidson S, Holman R, Lowe C, Oldring PKT, Salim MS, Wall C, Chemistry & Technology of UV & EB Formulation for Coatings, Inks & Paints, ed. P.K.T. Oldring, SITA Technology, London (1991)

[2] Pappas SP, Radiation Curing, Plenum Press, New York (1992)

[3] Pappas SP, UV Curing: Science and Technology, Technology Marketring Corporation, Connecticut (1983)

[4] Jung JC, Polym.(Korea), 10(6), 570 (1986)

[5] Hoyle CE, Kinstle JF, Radiation Curing of Polymeric Materials, American Chemical Society, Washington D.C. (1990)

[6] Orcel G, Vanpoulle S, Barraud JY, Boniort JY, Overton B, Wire, 46, 206 (1996)

[7] Rodas AH, Bretas RES, Reggianni A, J. Mater. Sci., 21, 3025 (1986)

[8] Lin SB, Tsay SY, Spechhard TA, Hwang KKS, Jezerc JJ, Cooper SL, Chem. Eng. Commun., 30, 251 (1984)

[9] Speckhard TA, Hwang KKS, Lin SB, Tsay SY, Koshiba M, Ding YS, Cooper SL, J. Appl. Polym. Sci., 30, 647 (1985)

[10] Ali MA, Khan MA, Ali KM, J. Appl. Polym. Sci., 60(6), 879 (1996)

[11] Yoo JW, Kim DS, Polym.(Korea), 23(3), 376 (1999)

[12] Kim HD, Lee DJ, Choi JH, Park CC, Polym.(Korea), 18(1), 38 (1994)

[13] Lee KH, Kim BK, Korea Polym. J., 4(1), 1 (1996)

[14] Kim HD, Kang SG, Ha CS, J. Appl. Polym. Sci., 46, 1339 (1992)

[15] Otsubo Y, Amari T, Watanabe K, J. Appl. Polym. Sci., 29, 4071 (1984)

[16] Matynia T, Kutyla R, Bukat K, Pienkowska B, J. Appl. Polym. Sci., 55(11), 1583 (1995)

[17] Bajpai M, Shukla V, Kumar A, Prog. Org. Coat., 44, 271 (2002)

[18] Maruno T, Ishibashi S, Nakamura K, J. Polym. Sci. A: Polym. Chem., 32(16), 3211 (1994)

[19] Shi WF, Ranby B, J. Appl. Polym. Sci., 51(6), 1129 (1994)

[20] Williams TR, J. Appl. Polym. Sci., 31, 1293 (1986)

[21] Bongiovanni R, Malucelli G, Sangermano M, Priola A, Prog. Org. Coat., 36, 70 (1999)

[22] Suzuki Y, Fujimoto T, Tsunida S, Shibayama K, J. Macromol. Sci.-Phys., B17(4), 787 (1980)

[23] Priola A, Gozzelino G, Ferrero F, Malucelli G, Prog. Org. Coat., 22, 301 (1993)

[24] Chiang W, Chan S, J. Appl. Polym. Sci., 43, 1827 (1991)

[25] Mazurek M, Kinning DJ, Kinoshita T, J. Appl. Polym. Sci., 80(2), 159 (2001)