Abstract
The effect of three different polymer matrices on the stability of the exo-adduct formed from N-Phenylmaleimide (PM) and furfuryl alcohol (FAl) toward retro Diels-Alder reaction was studied. First, a stereospecific synthesis of the exo-adduct was carried out at the condensed state and for a best understanding, its thermal properties was reported. The temperature of the rDA reaction of the exo-adduct in polyolefins (a low density polyethylene and a random copolymer of ethylene and glycidyl methacrylate) was found similar to the pure exo-adduct rDA reaction temperature. In a poly(vinylacetate)-g-polycaprolactone matrix this temperature was distinctly lower. In this last matrix, the reversibility of the rDA reaction was proved by the formation of the endo-adduct FAlPM during cooling.
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References
Goussé C, Gandini A (1999) Polym Int 48:723
Goussé C (1997) Ph.D Thesis INP Grenoble ‘‘Applications de la réaction de Diels-Alder aux polymères furaniques’’
Tobia D, Harrison R, Phillips B, White TL, Di Mare M, Rickborn B (1993) J Org Chem 58:6701
Rulisek L, Sebek P, Havlas Z, Hrabal R, Capek P, Svatos A (2005) J Org Chem 70:6295
McElhanon JR, Zifer T, Kline SR, Wheeler DR, Loy DA, Jamison GM, Long TM, Rahimian K, Simmons BA (2005) Langmuir 21:3259
Watanabe M, Yoshie N (2006) Polymer 47:4946
Teramoto N, Arai Y, Shibata M (2006) Carbohydrate Polymers 64:78
Liu YL, Chen YW (2007) Macromol Chem Phys 208:224
Gheneim R, Perez-Berumen C, Gandini A (2002) Macromolecules 35:7246
Goiti E, Huglin MB, Rego JM (2004) Eur Polym J 40:219
Goiti E, Heatley F, Huglin MB, Rego JM (2004) Eur Polym J 40:1451
Chang BTA, Dubois DA, Fan M, Gelles DL, Iyer SR, Mohindra S, Tutunjian PN, Wong PK, Wright WJ (1999) Electronic Components and Technology Conference, vol 49
Kim TD, Luo J, Tian Y, Ka JW, Tucker NM, Haller M, Kang JW, Jen AKY (2006) Macromolecules 39:1676
Chen X, Dam MA, Ono K, Mal A, Shen H, Nutt SR, Sheran K, Wudl F (2002) Science 295:1698
Chen X, Wudl F, Mal AK, Shen H, Nutt SR (2003) Macromolecules 36:1802
Liu YL, Hsieh CY (2006) J Polym Sci, Part A, Polym Chem 44:9058
Adachi K, Achimuthu AK, Chujo Y (2004) Macromolecules 37:9793
Durmaz H, Dag A, Altintas O, Erdogan T, Hizal G, Tunca U (2007) Macromolecules 40:191
Costanzo PJ, Beyer FL (2007) Macromolecules 40:3996
Becquart F, Taha M, Zerroukhi A, Chalamet Y, Kaczun J, Llauro MF (2007) J Appl Polym Sci 105:2525
Becquart F, Taha M, Zerroukhi A, Kaczun J, Llauro MF (2007) Eur Polym J 43:1549
Mironov VA, Fadeeva TM, Stephanyants, Akhrem AA (1966) Russ Chem Bull 15:2142
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Jegat, C., Mignard, N. Effect of the polymer matrix on the thermal behaviour of a furan-maleimide type adduct in the molten state . Polym. Bull. 60, 799–808 (2008). https://doi.org/10.1007/s00289-008-0913-y
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DOI: https://doi.org/10.1007/s00289-008-0913-y