Amino-functionalized polyethylene for enhancing the adhesion between polyolefins and polyurethanes

Shingo Kobayashi; Jie Song; H. Craig Silvis; Christopher W. MacOsko; Marc A. Hillmyer

doi:10.1021/ie102005q

Amino-functionalized polyethylene for enhancing the adhesion between polyolefins and polyurethanes

Shingo Kobayashi, Jie Song, H. Craig Silvis, Christopher W. MacOsko, Marc A. Hillmyer

Research output: Contribution to journal › Article › peer-review

27 Citations (Scopus)

Abstract

Primary and secondary amino-functionalized polyethylenes were synthesized from commercially available maleic anhydride-modified polyethylene by reaction with mono-tert-butoxycarbonyl-protected diamines, N-(tert-butoxycarbonyl)-1,6- diaminohexane (tBocHMDA), and N-(tert-butoxycarbonyl)-N-ethyl-1,6-diaminohexane (tBocEtHMDA) followed by deprotection with trifluoroacetic acid. The structures of amino-functionalized polyethylenes were characterized by NMR and IR spectroscopies, and the data compared favorably to that of the corresponding model compounds. The amino-functionalized polymers showed significantly improved adhesive strength toward thermoplastic polyurethanes as compared to the parent maleic anhydride-modified polyethylene.

Original language	English
Pages (from-to)	3274-3279
Number of pages	6
Journal	Industrial and Engineering Chemistry Research
Volume	50
Issue number	6
DOIs	https://doi.org/10.1021/ie102005q
Publication status	Published - Mar 16 2011
Externally published	Yes

All Science Journal Classification (ASJC) codes

Chemistry(all)
Chemical Engineering(all)
Industrial and Manufacturing Engineering

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10.1021/ie102005q

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title = "Amino-functionalized polyethylene for enhancing the adhesion between polyolefins and polyurethanes",

abstract = "Primary and secondary amino-functionalized polyethylenes were synthesized from commercially available maleic anhydride-modified polyethylene by reaction with mono-tert-butoxycarbonyl-protected diamines, N-(tert-butoxycarbonyl)-1,6- diaminohexane (tBocHMDA), and N-(tert-butoxycarbonyl)-N-ethyl-1,6-diaminohexane (tBocEtHMDA) followed by deprotection with trifluoroacetic acid. The structures of amino-functionalized polyethylenes were characterized by NMR and IR spectroscopies, and the data compared favorably to that of the corresponding model compounds. The amino-functionalized polymers showed significantly improved adhesive strength toward thermoplastic polyurethanes as compared to the parent maleic anhydride-modified polyethylene.",

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T1 - Amino-functionalized polyethylene for enhancing the adhesion between polyolefins and polyurethanes

AU - Kobayashi, Shingo

AU - Song, Jie

AU - Silvis, H. Craig

AU - MacOsko, Christopher W.

AU - Hillmyer, Marc A.

PY - 2011/3/16

Y1 - 2011/3/16

N2 - Primary and secondary amino-functionalized polyethylenes were synthesized from commercially available maleic anhydride-modified polyethylene by reaction with mono-tert-butoxycarbonyl-protected diamines, N-(tert-butoxycarbonyl)-1,6- diaminohexane (tBocHMDA), and N-(tert-butoxycarbonyl)-N-ethyl-1,6-diaminohexane (tBocEtHMDA) followed by deprotection with trifluoroacetic acid. The structures of amino-functionalized polyethylenes were characterized by NMR and IR spectroscopies, and the data compared favorably to that of the corresponding model compounds. The amino-functionalized polymers showed significantly improved adhesive strength toward thermoplastic polyurethanes as compared to the parent maleic anhydride-modified polyethylene.

AB - Primary and secondary amino-functionalized polyethylenes were synthesized from commercially available maleic anhydride-modified polyethylene by reaction with mono-tert-butoxycarbonyl-protected diamines, N-(tert-butoxycarbonyl)-1,6- diaminohexane (tBocHMDA), and N-(tert-butoxycarbonyl)-N-ethyl-1,6-diaminohexane (tBocEtHMDA) followed by deprotection with trifluoroacetic acid. The structures of amino-functionalized polyethylenes were characterized by NMR and IR spectroscopies, and the data compared favorably to that of the corresponding model compounds. The amino-functionalized polymers showed significantly improved adhesive strength toward thermoplastic polyurethanes as compared to the parent maleic anhydride-modified polyethylene.

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Amino-functionalized polyethylene for enhancing the adhesion between polyolefins and polyurethanes

Abstract

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