Novel Method for Polystyrene Reactions at Low Temperature

Katsuhiko Saido; Hiroyuki Taguchi; Yoichi Kodera; Yumiko Ishihara; In-Jae Ryu; Seon-Yong Chung

Macromolecular Research, Vol.11, No.2, 87-91, April, 2003

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Novel Method for Polystyrene Reactions at Low Temperature

Katsuhiko Saido^†, Hiroyuki Taguchi, Yoichi Kodera¹, Yumiko Ishihara², In-Jae Ryu³, and Seon-Yong Chung³

College of Pharmacy, Nihon University, 7-7-1 Narashinodai, Funabashi-shi, Chiba, 274-8555, Japan
¹AIST, 16-1 Onogawa, Tsukuba-shi, Ibaraki, Japan
²Polymer Decomposition Laboratory Co., Ltd., 2-12-7 Aoshima, Miyazaki-shi, Miyazaki, 889-2162, Japan
³College of Engineering, Chonnam National University, 300 Yongbong-dong, Puk-ku, Gwangju 500-757, Japan

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Thermal decomposition reactions of polystyrene using a new heating medium were carried out by a batch system at 190~280 ℃ to clarify the manner in which decomposition is initiated. Polystyrene obtained from a commercial source and low molecular weight compounds obtained from the thermal decomposition were analyzed by GC, GPC, IR, 13C-NMR and GC-MS. The main chain underwent virtually no change by heat application. Polystyrene underwent decomposition below its molding temperature and the major decomposition products were 2,4,6- triphenyl-1-hexene (trimer), 2,4-diphenyl-1-butene (dimer) and styrene (monomer). Ethylbenzene, propylbenzene, naphthalene, benzaldehyde, biphenyl and 1,3-diphenylpropane were detected as minor products. This paper presents a new method for examining the decomposition of polystyrene at low temperature into volatile low molecular weight compounds.

Keywords:polystyrene;2,4-diphenyl-1-butene (styrene dimer);2,4,6-triphenyl-1-hexene (styrene trimer);endocrine disruptor;low temperature decomposition

[References]

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Kahn JH, Laroe EG, Couner HA, J. Food Sci., 33, 395 (1968)
Markielob MA, Siemiensenko EI, Plast. Massy., 15(8), 65 (1973)
Withey JR, Environ. Health Persp., 17, 125 (1976)
Watabe T, Hiratsuka A, Eisei Kagaku, 29(5), 247 (1983)
Yamada T, YGKKAE, 57(1), 58 (1999)
Kawamura Y, Nishi K, Sasaki H, Yamada T, Shokueishi, 39(5), 310 (1998)
Singh AR, Lawrence WH, Autian J, J. Pent. Res., 51, 1632 (1972)
Krishnau AV, Starhis P, Permuth SF, Tokes L, Feldman D, Endocrinology, 132, 2279 (1993)
Lawrence WH, Malik M, Turner JE, Autian J, J. Pharm. Sci., 61, 1712 (1972)
Cai ST, Locke DC, J. Chromatogr., 255, 511 (1983)
Henry KD, Quinu JP, Mclafferty FD, J. Am. Chem. Soc., 113, 5447 (1991)
Singh AR, Lawrence WH, Autian J, Toxicol. Appl. Pharmacol., 29, 35 (1974)
Kociba RJ, Keys DG, Beyer JE, Carreon RM, Wada CE, Dittenber DA, Kalnins RP, Frauson Le, Park CN, Barnard SD, Hummel RA, Humiston CG, Toxicol. Appl. Pharmacol., 46, 279 (1978)
Sato S, Murakata T, Baba S, Saito Y, Watanabe S, J. Appl. Polym. Sci., 40, 2065 (1990)
Madras G, Smith JM, McCoy BJ, Polym. Degrad. Stabil., 58, 131 (1997)
Lehrle RS, Atkinson DJ, Gardner PA, Grimbley MR, Groves SA, Place EJ, Williams RJ, Polym. Degrad. Stabil., 52, 183 (1996)
Grassie N, Weir NA, J. Appl. Polym. Sci., 9, 975 (1965)
Nishizaki H, Nikka, 331 (1976)

[Referenced By]

[1] Editor's, Plastics, 51(1), 35 (2000)

[2] Kahn JH, Laroe EG, Couner HA, J. Food Sci., 33, 395 (1968)

[3] Markielob MA, Siemiensenko EI, Plast. Massy., 15(8), 65 (1973)

[4] Withey JR, Environ. Health Persp., 17, 125 (1976)

[5] Watabe T, Hiratsuka A, Eisei Kagaku, 29(5), 247 (1983)

[6] Yamada T, YGKKAE, 57(1), 58 (1999)

[7] Kawamura Y, Nishi K, Sasaki H, Yamada T, Shokueishi, 39(5), 310 (1998)

[8] Singh AR, Lawrence WH, Autian J, J. Pent. Res., 51, 1632 (1972)

[9] Krishnau AV, Starhis P, Permuth SF, Tokes L, Feldman D, Endocrinology, 132, 2279 (1993)

[10] Lawrence WH, Malik M, Turner JE, Autian J, J. Pharm. Sci., 61, 1712 (1972)

[11] Cai ST, Locke DC, J. Chromatogr., 255, 511 (1983)

[12] Henry KD, Quinu JP, Mclafferty FD, J. Am. Chem. Soc., 113, 5447 (1991)

[13] Singh AR, Lawrence WH, Autian J, Toxicol. Appl. Pharmacol., 29, 35 (1974)

[14] Kociba RJ, Keys DG, Beyer JE, Carreon RM, Wada CE, Dittenber DA, Kalnins RP, Frauson Le, Park CN, Barnard SD, Hummel RA, Humiston CG, Toxicol. Appl. Pharmacol., 46, 279 (1978)

[15] Sato S, Murakata T, Baba S, Saito Y, Watanabe S, J. Appl. Polym. Sci., 40, 2065 (1990)

[16] Madras G, Smith JM, McCoy BJ, Polym. Degrad. Stabil., 58, 131 (1997)

[17] Lehrle RS, Atkinson DJ, Gardner PA, Grimbley MR, Groves SA, Place EJ, Williams RJ, Polym. Degrad. Stabil., 52, 183 (1996)

[18] Grassie N, Weir NA, J. Appl. Polym. Sci., 9, 975 (1965)

[19] Nishizaki H, Nikka, 331 (1976)