Study on the Effect of Platinum Catalyst for the Synthesis of Polydimethylsiloxane Grafted with Polyoxyethylene

Dae-won Chung; Tae Gil Kim

Journal of Industrial and Engineering Chemistry, Vol.13, No.4, 571-577, July, 2007

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Study on the Effect of Platinum Catalyst for the Synthesis of Polydimethylsiloxane Grafted with Polyoxyethylene

Dae-won Chung^†, and Tae Gil Kim

Department of Polymer Engineering, University of Suwon, Bongdam-eup, Hwaseong-si, Gyeonggi-do 445-743, Korea

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Polydimethylsiloxane grafted with polyoxyethylene (PDMS-g-POE) was synthesized by the hydrosilylation reactions in the presence of various platinum-based catalysts. The hydrosilylation reactions also gave small amount of side products such as propionaldehyde and isomers of unsaturated polyoxyethylene. When the reactivities of catalytic systems including Speier’s, Lamoreaux’s, and Karstedt’s catalyst and platinum adsorbed on carbon (Pt/C) were compared based on the amount of platinum, Speier’s catalyst was found to be the most effective in the hydrosilylation reaction and Pt/C showed extremely low reactivity compared to three other catalytic systems.

Keywords:polydimethylsiloxane;polyoxyethylene;platinum catalyst;hydrosilylation

[References]

Hill RM, Specialist Surfactants, I. D. Robb Ed., Blackie, London (1997)
Stirmer A, Thunig C, Hoffmann H, Gruening B, Tenside Surf. Det., 31, 90 (1994)
Hill RM, He MT, Davis HT, Scriven LE, Langmuir, 10(6), 1724 (1994)
Riess G, Hurterz G, Bahadur P, Encyclopedia of Polymer Science and Engineering, 2nd Edn., p.324, Wiley, New York (1985)
Fink HF, Tenside Surf. Det., 28, 5 (1991)
Sommer LH, Pietrusza EW, Whitemore FC, J. Am. Chem. Soc., 69, 188 (1947)
Marciniec B, Gulinski J, Urbaniak W, Kornetka ZW, Comprehensive handbook on hydrosilylation, B. Marciniec Ed., pp. 42-43, Pergamon, Oxford (1992)
Charenteney F, Osborn JA, Wilkinson GJ, J. Chem. Soc. A, 786 (1968)
Fryzuk MD, Rosenberg L, Retting SJ, Organometallics, 15, 2871 (1996)
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Oi S, Taira A, Honma Y, Inoue Y, Org. Lett., 5, 97 (2003)
Speier JL, Adv. Organomet. Chem., 17, 407 (1979)
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Lamoreaux HF, Schenectady NY, U.S Patent 3,220,972 (1965)
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Cai GP, Weber WP, Polymer, 45(9), 2941 (2004)
Louis E, Jussofie I, Kuhn FE, Herrmann WA, J. Org. Chem., 691, 2031 (2006)
Chauhan M, Hauck BJ, Keller LP, Boudjouk P, J. Org. Chem., 645, 1 (2002)
Lim CH, Kim DW, Noh ST, J. Ind. Eng. Chem., 9(5), 526 (2003)
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Zhang ZC, Jin JJ, Bautista F, Lyons LJ, Shariatzadeh N, Sherlock D, Amine K, West R, Solid State Ion., 170(3-4), 233 (2004)
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Chung DW, Kim JP, Kim D, Lim J, J. Ind. Eng. Chem., 12(5), 783 (2006)
Karstedt BD, U.S. Patent 3,814,730 (1974)
Lewis LN, Lewis N, Uriarte RJ, Adv. Chem., 230, 541 (1992)
Lamoreaux HF, U.S. Patent 3,220,972 (1969)
Wagner GH, Strother CO, U. S. Patent 2,632,013 (1953)
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[Referenced By]

[Related Articles]

[1] Hill RM, Specialist Surfactants, I. D. Robb Ed., Blackie, London (1997)

[2] Stirmer A, Thunig C, Hoffmann H, Gruening B, Tenside Surf. Det., 31, 90 (1994)

[3] Hill RM, He MT, Davis HT, Scriven LE, Langmuir, 10(6), 1724 (1994)

[4] Riess G, Hurterz G, Bahadur P, Encyclopedia of Polymer Science and Engineering, 2nd Edn., p.324, Wiley, New York (1985)

[5] Fink HF, Tenside Surf. Det., 28, 5 (1991)

[6] Sommer LH, Pietrusza EW, Whitemore FC, J. Am. Chem. Soc., 69, 188 (1947)

[7] Marciniec B, Gulinski J, Urbaniak W, Kornetka ZW, Comprehensive handbook on hydrosilylation, B. Marciniec Ed., pp. 42-43, Pergamon, Oxford (1992)

[8] Charenteney F, Osborn JA, Wilkinson GJ, J. Chem. Soc. A, 786 (1968)

[9] Fryzuk MD, Rosenberg L, Retting SJ, Organometallics, 15, 2871 (1996)

[10] Marciniec B, Krzyzanowski P, Walczuk- Gusciora E, Duczmal W, J. Mol. Catal. A-Chem., 144, 263 (1999)

[11] Oi S, Taira A, Honma Y, Inoue Y, Org. Lett., 5, 97 (2003)

[12] Speier JL, Adv. Organomet. Chem., 17, 407 (1979)

[13] Sacarescu L, Ardeleanu R, Sacarescu G, Simionescu M, Eur. Polymer J., 40, 57 (2004)

[14] Lamoreaux HF, Schenectady NY, U.S Patent 3,220,972 (1965)

[15] Lewis LN, Sumpter CA, J. Mol. Catal. A-Chem., 104, 293 (1996)

[16] Cai GP, Weber WP, Polymer, 45(9), 2941 (2004)

[17] Louis E, Jussofie I, Kuhn FE, Herrmann WA, J. Org. Chem., 691, 2031 (2006)

[18] Chauhan M, Hauck BJ, Keller LP, Boudjouk P, J. Org. Chem., 645, 1 (2002)

[19] Lim CH, Kim DW, Noh ST, J. Ind. Eng. Chem., 9(5), 526 (2003)

[20] Srividhya M, Preethi S, Gnanamani A, Reddy BSR, Int. J. Pharm., 326, 119 (2006)

[21] Zhang ZC, Jin JJ, Bautista F, Lyons LJ, Shariatzadeh N, Sherlock D, Amine K, West R, Solid State Ion., 170(3-4), 233 (2004)

[22] Vadala ML, Rutnakornpituk M, Zalich MA, St Pierre TG, Riffle JS, Polymer, 45(22), 7449 (2004)

[23] Hou SS, Chung YP, Chan CK, Kuo PL, Polymer, 41(9), 3263 (2000)

[24] Chung DW, Kim JP, Kim D, Lim J, J. Ind. Eng. Chem., 12(5), 783 (2006)

[25] Karstedt BD, U.S. Patent 3,814,730 (1974)

[26] Lewis LN, Lewis N, Uriarte RJ, Adv. Chem., 230, 541 (1992)

[27] Lamoreaux HF, U.S. Patent 3,220,972 (1969)

[28] Wagner GH, Strother CO, U. S. Patent 2,632,013 (1953)

[29] Benkeser RA, Cunico RF, Dunny S, Jones PR, Nerlekar PG, J. Org. Chem., 32, 2634 (1974)

[30] Lewis LN, Chem. Rev., 93, 2693 (1993)

[31] Lewis LN, Sy KG, Bryant GL, Donahue PE, Organometallics, 10, 3750 (1991)