Grafting of maleimide containing 2-hydroxy-benzophenone onto polyethylene: Reaction conditions and photo-stabilization effects

Hye-Sun Na; Taek Hyeon Kim

Macromolecular Research, Vol.22, No.9, 958-962, September, 2014

DOI10.1007/s13233-014-2133-7 Export Citation

Grafting of maleimide containing 2-hydroxy-benzophenone onto polyethylene: Reaction conditions and photo-stabilization effects

Hye-Sun Na, and Taek Hyeon Kim^†

School of Chemical Engineering, College of Engineering, Chonnam National University, Gwangju, 500-757, Korea

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The reaction of 2,4-dihydroxybenzophenone (DHBP) with N-[4-(chlorocarbonyl)phenyl] maleimide provided a novel monomeric ultraviolet (UV)-absorber in the presence of triethylamine. This reactive maleimide was bound onto the backbone of high density polyethylene (HDPE) by melt-grafting in a mini-mixer. The extent of grafting of the monomeric maleimide was quantified by infrared (IR) spectroscopy. To find the optimal grafting conditions, the dependence between reaction temperature, time and the concentration of the monomeric UV-absorber were investigated on the grafting yields. The photo-stabilizing effect of the grafted HDPE was evaluated in a xenonarc weathering apparatus and compared with HDPE mixed with the UV-absorbers using the carbonyl index of the IR spectrum. The grafted HDPE retarded the light initiated oxidation to a greater extent.

Keywords:polymer bound ultraviolet-absorber;melt-grafting;maleimide;2,4-dihydroxybenzophenone

[References]

Developments in Polymer Stabilisation-8, Scott G, Ed., Elsevier Applied Sci., London (1987)
Gugumus F, Plastics Additives, 3rd ed., Oxford Univ Press, New York (1990)
Minagawa M, Polym. Degrad. Stab., 25, 121 (1989)
Munteanu D, in Developments in Polymer Stabilization-8, Scott G, Ed., Applied Science Publishers, London, Chap 5 (1987)
Pospisil J, Angew. Makromol. Chem., 158, 221 (1988)
Kuczkowski JA, Gillick JG, Rubber Chem. Technol., 57, 621 (1984)
Munteanu D, Csunderlik C, Polym. Degrad. Stab., 34, 295 (1991)
Al-Malaika S, Suharty N, Polym. Degrad. Stab., 49, 77 (1995)
Sharma YN, Naqvi MK, Gawande PS, Bhardwaj IS, J. Appl. Polym. Sci., 27, 2605 (1982)
Olsson S, Johansson M, Westin M, Ostmark E, Polym. Degrad. Stab., 97, 1779 (2012)
Kim TH, Kim HK, Oh DR, Lee MS, Chae KH, Kaang SY, J. Appl. Polym. Sci., 77(13), 2968 (2000)
Kim TH, Lee N, Bull. Korean Chem. Soc., 24, 1809 (2003)
Kim TH, J. Appl. Polym. Sci., 94(5), 2117 (2004)
Kim TH, Oh DR, Polym. Degrad. Stab., 84, 499 (2004)
Oishi T, Fujimoto M, J. Polym. Sci. Part A: Polym. Chem., 30, 1821 (1992)
Rabello MS, White JR, Polym. Deg. Stab., 56, 55 (1997)
ASTM D 2565, Annual Book of ASTM Standards, 8.02, American Society for Testing and Materials, Conshohocken (2004)
Song Z, Baker WE, Angew. Makromol. Chem., 181, 1 (1990)

[Related Articles]

[1] Developments in Polymer Stabilisation-8, Scott G, Ed., Elsevier Applied Sci., London (1987)

[2] Gugumus F, Plastics Additives, 3rd ed., Oxford Univ Press, New York (1990)

[3] Minagawa M, Polym. Degrad. Stab., 25, 121 (1989)

[4] Munteanu D, in Developments in Polymer Stabilization-8, Scott G, Ed., Applied Science Publishers, London, Chap 5 (1987)

[5] Pospisil J, Angew. Makromol. Chem., 158, 221 (1988)

[6] Kuczkowski JA, Gillick JG, Rubber Chem. Technol., 57, 621 (1984)

[7] Munteanu D, Csunderlik C, Polym. Degrad. Stab., 34, 295 (1991)

[8] Al-Malaika S, Suharty N, Polym. Degrad. Stab., 49, 77 (1995)

[9] Sharma YN, Naqvi MK, Gawande PS, Bhardwaj IS, J. Appl. Polym. Sci., 27, 2605 (1982)

[10] Olsson S, Johansson M, Westin M, Ostmark E, Polym. Degrad. Stab., 97, 1779 (2012)

[11] Kim TH, Kim HK, Oh DR, Lee MS, Chae KH, Kaang SY, J. Appl. Polym. Sci., 77(13), 2968 (2000)

[12] Kim TH, Lee N, Bull. Korean Chem. Soc., 24, 1809 (2003)

[13] Kim TH, J. Appl. Polym. Sci., 94(5), 2117 (2004)

[14] Kim TH, Oh DR, Polym. Degrad. Stab., 84, 499 (2004)

[15] Oishi T, Fujimoto M, J. Polym. Sci. Part A: Polym. Chem., 30, 1821 (1992)

[16] Rabello MS, White JR, Polym. Deg. Stab., 56, 55 (1997)

[17] ASTM D 2565, Annual Book of ASTM Standards, 8.02, American Society for Testing and Materials, Conshohocken (2004)

[18] Song Z, Baker WE, Angew. Makromol. Chem., 181, 1 (1990)