Amino acid-incorporated polymer network by thiol-ene polymerization
Triallyl L-alanine (A3A) and triallyl L-phenylalanine (A3F) were synthesized by reactions of L-alanine and L-phenylalanine with allyl bromide in the presence of sodium hydroxide, respectively. Thiol-ene thermal polymerization of A3A or A3F with pentaerythritol-based primary tetrathiol (pS4P) or pent...
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Budapest University of Technology and Economics
2015-08-01
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| Series: | eXPRESS Polymer Letters |
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| Online Access: | http://www.expresspolymlett.com/letolt.php?file=EPL-0006083&mi=cd |
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| author | R. Yokose T. Shimasaki N. Teramoto M. Shibata |
| author_facet | R. Yokose T. Shimasaki N. Teramoto M. Shibata |
| author_sort | R. Yokose |
| collection | DOAJ |
| description | Triallyl L-alanine (A3A) and triallyl L-phenylalanine (A3F) were synthesized by reactions of L-alanine and L-phenylalanine with allyl bromide in the presence of sodium hydroxide, respectively. Thiol-ene thermal polymerization of A3A or A3F with pentaerythritol-based primary tetrathiol (pS4P) or pentaerythritol-based secondary tetrathiol (S4P) at allyl/SH 1/1 in the presence of 2,2'-azobis(isobutyronitrile) produced an amino acid-incorporated polymer network (A3ApS4P, A3A-S4P or A3F-S4P). Although the thermally cured resins were homogeneous and flat films, the corresponding thiol-ene photopolymerization did not give a successful result. Degree of swelling for each thermally cured film in N,Ndimethylformamide was much higher than that in water. The glass transition and 5% weight loss temperatures (Tg and T5) of A3F-pS4P and A3F-S4P were higher than those of A3A-pS4P and A3A-S4P, respectively. Also, A3F-pS4P and A3F-S4P exhibited much higher tensile strengths and moduli than A3A-pS4P and A3A-S4P did, respectively. Consequently, A3FpS4P displayed the highest Tg (38.7°C), T5 (282.0°C), tensile strength (9.5 MPa) and modulus (406 MPa) among all the thermally cured resins. |
| format | Article |
| id | doaj-art-9e23ddd9e19c46908d3147d1dcef5cd5 |
| institution | Kabale University |
| issn | 1788-618X |
| language | English |
| publishDate | 2015-08-01 |
| publisher | Budapest University of Technology and Economics |
| record_format | Article |
| series | eXPRESS Polymer Letters |
| spelling | doaj-art-9e23ddd9e19c46908d3147d1dcef5cd52025-08-20T03:57:03ZengBudapest University of Technology and EconomicseXPRESS Polymer Letters1788-618X2015-08-019874475510.3144/expresspolymlett.2015.69Amino acid-incorporated polymer network by thiol-ene polymerizationR. YokoseT. ShimasakiN. TeramotoM. ShibataTriallyl L-alanine (A3A) and triallyl L-phenylalanine (A3F) were synthesized by reactions of L-alanine and L-phenylalanine with allyl bromide in the presence of sodium hydroxide, respectively. Thiol-ene thermal polymerization of A3A or A3F with pentaerythritol-based primary tetrathiol (pS4P) or pentaerythritol-based secondary tetrathiol (S4P) at allyl/SH 1/1 in the presence of 2,2'-azobis(isobutyronitrile) produced an amino acid-incorporated polymer network (A3ApS4P, A3A-S4P or A3F-S4P). Although the thermally cured resins were homogeneous and flat films, the corresponding thiol-ene photopolymerization did not give a successful result. Degree of swelling for each thermally cured film in N,Ndimethylformamide was much higher than that in water. The glass transition and 5% weight loss temperatures (Tg and T5) of A3F-pS4P and A3F-S4P were higher than those of A3A-pS4P and A3A-S4P, respectively. Also, A3F-pS4P and A3F-S4P exhibited much higher tensile strengths and moduli than A3A-pS4P and A3A-S4P did, respectively. Consequently, A3FpS4P displayed the highest Tg (38.7°C), T5 (282.0°C), tensile strength (9.5 MPa) and modulus (406 MPa) among all the thermally cured resins.http://www.expresspolymlett.com/letolt.php?file=EPL-0006083&mi=cdThermosetting resinsBiopolymersanaline phenylalaninethiol-ene polymerization |
| spellingShingle | R. Yokose T. Shimasaki N. Teramoto M. Shibata Amino acid-incorporated polymer network by thiol-ene polymerization eXPRESS Polymer Letters Thermosetting resins Biopolymers analine phenylalanine thiol-ene polymerization |
| title | Amino acid-incorporated polymer network by thiol-ene polymerization |
| title_full | Amino acid-incorporated polymer network by thiol-ene polymerization |
| title_fullStr | Amino acid-incorporated polymer network by thiol-ene polymerization |
| title_full_unstemmed | Amino acid-incorporated polymer network by thiol-ene polymerization |
| title_short | Amino acid-incorporated polymer network by thiol-ene polymerization |
| title_sort | amino acid incorporated polymer network by thiol ene polymerization |
| topic | Thermosetting resins Biopolymers analine phenylalanine thiol-ene polymerization |
| url | http://www.expresspolymlett.com/letolt.php?file=EPL-0006083&mi=cd |
| work_keys_str_mv | AT ryokose aminoacidincorporatedpolymernetworkbythiolenepolymerization AT tshimasaki aminoacidincorporatedpolymernetworkbythiolenepolymerization AT nteramoto aminoacidincorporatedpolymernetworkbythiolenepolymerization AT mshibata aminoacidincorporatedpolymernetworkbythiolenepolymerization |