Pd/C촉매에 의한 2-nitro-2'-hydroxy-5'-methyl azobenzene의 액상 환원반응 특성

최주홍; 이정원; 김수권

HWAHAK KONGHAK, Vol.36, No.3, 375-379, June, 1998

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Pd/C촉매에 의한 2-nitro-2'-hydroxy-5'-methyl azobenzene의 액상 환원반응 특성

Characteristics of the Liquid Phase Reduction of 2-Nitro-2’-Hydroxy-5’-Methyl Azobenzene over Pd/C Catalysts

최주홍, 이정원, 김수권

초록

2-nitro-2'-hydroxy-5'-methyl azobenzene[methylazo dye]로부터 2-(2'-hydroxy-5'-methy1-pheny1)-2H-triazobenzene[tinuvin P]를 제조하기 위하여 xylene-water-n-butylamine 액상계에서 Pd/C를 촉매로 하는 환원반응의 특성을 고찰하였다. 이 반응은 물과 n-butylamine에 많은 영향을 받았다. Pd/C 촉매의 상태가 환원반응에 미치는 영향을 조사하기 위하여 탄소의 전처리와 Pd 전구체를 달리하여 제조한 촉매에서 촉매의 성능을 비교하였다. 실험결과에 의하면 methylazo dye의 환원에 의한 tinuvin P의 생성에 있어서는 환원된 Pd이 반응의 활성에 관여하는 것으로 관찰되었다. Palladium chloride로 제조된 촉매에서는 표면에 남아있는 염소가 환원반응의 활성을 저지하는 것으로 나타났다.

An experimental study was carried out to characterize the formation of 2-(2'-hydroxy-5'-methy1-pheny1)-2H-triazobenzene[tinuvin P] from the liquid phase reduction of 2-nitro-2'-hydroxy-5'-methyl azobenzene[methylazo dye] over Pd/C catalysts in the xylene-water-n-butylamine system. It was observed that this reaction was fully affected by the presence of water and n-butylamine. In older to investigate the effects of Pd/C states on the reaction, the effects of carbon preliminary treatment and palladium precursor were observed. According to the experimental results, reduced state of palladium was related to the formation of tinuvin P. The residual chloride on the catalyst prepared from palladium chloride deterred the reduction activity.

Keywords:Reduction;Methylazo Dye;Palladium;Tinuvin P

[References]

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[1] Fukuoka N, Kubota K, Iguchi K, European Patent, 0,380,849 A1 (1990)

[2] Peterli HC, Canadian Patent, 1154778 (1983)

[3] Moon SH, Yoon KE, Korean J. Chem. Eng., 5(1), 47 (1988)

[4] Moon SH, Park CW, Shin HK, Nam IS, Lee JS, Chung JS, Korean J. Chem. Eng., 8(2), 114 (1991)

[5] Sung DJ, Parekh BK, Korean J. Chem. Eng., 13(3), 304 (1996)

[6] Hwang JT, Chung JS, Choi JS, Sung JY, Kim H, Yoon ES, HWAHAK KONGHAK, 29(6), 680 (1991)

[7] Seo G, Park KJ, Moon JS, Park TJ, HWAHAK KONGHAK, 34(5), 671 (1996)

[8] Rosevear J, Wilshire FK, Aust. J. Chem., 35, 2089 (1982)

[9] Norman ROC, "Principles of Organic Synthesis," 435 (1978)

[10] Richard JB, Neshanic NJ, U.S. Patent, 3,230,194 (1966)

[11] White HC, Krolewski CV, Ziegler CE, Canadian Patent, 1154779 (1983)

[12] Krishnankutty N, Vannice MA, J. Catal., 155(2), 312 (1995)

[13] Suh DJ, Lim SK, Park TJ, Carbon, 31(3), 427 (1993)

[14] RyndinYu A, Stenin MV, Boronin AI, Bukhtiyarov VI, Zaikovskii VI, Appl. Catal., 54, 277 (1989)