Research Article
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Year 2018, Volume: 46 Issue: 1, 61 - 68, 01.03.2018
https://izlik.org/JA42MY84SK

Abstract

References

  • K.E. Uhrich, S.M. Cannizzaro, R.S. Langer, K.M. Shakesheff, Polymeric systems for controlled drug release, Chem. Rev., 99 (1999) 3181-3198.
  • G. Chen, T. Ushida, T. Tateishi, Scaffold design for tissue engineering Macromol. Biosci., 2 (2002) 67-77.
  • C.M. Agrawal, K.F. Haas, D.A. Leopold, H.G. Clark, Evaluation of poly(L-lactic acid) as a material for intravascular polymeric stents, Biomaterials, 13 (1992) 176-182.
  • A. Lendlein, R. Langer, Biodegradable, elastic shape-memory polymers for potential biomedical applications, Science, 296 (2002) 1673-1676.
  • F.B. Bujans, R. Martinez, M.Y.Y. Pedram, P. Ortiz, H. Frey, Water-soluble polyesters from long chain alkylesters of citric acid and poly(ethylene glycol), Eur. Polym. J., 43 (2007) 1288-1301.
  • J.F. Lutz, Sequence-controlled polymerizations: the next Holy Grail in polymer science, Polym. Chem., 1 (2010) 55-62.
  • Y. Tachibana, T. Masuda, M. Funabashi, M. Kunioka, Chemical synthesis of fully biomass-based poly(butylene succinate) from inedible-biomassbased furfural and evaluation of its biomass carbon ratio, Biomacromolecules, 11 (2010) 2760-2765.
  • B.G. Amsden, G. Misra, F. Gu, H.M. Younes, Synthesis and characterization of a photo-cross-linked biodegradable elastomer, Biomacromolecules, 5 (2004) 2479-2486.
  • Y. Wang, G.A. Ameer, B.J. Sheppard, R.A. Langer, Tough biodegradable elastomer, Nat. Biotechnol., 20 (2002) 602-606.
  • A.H. Brown, V.V. Sheares, Amorphous unsaturated aliphatic polyesters derived from dicarboxylic monomers synthesized by Diels−Alder chemistry, Macromolecules, 40 (2007) 4848-4853.
  • R. Baumgartner, Z. Song, Y. Zhang, J. Cheng, Functional polyesters derived from alternating copolymerization of norbornene anhydride and epoxides, Polymer Chemistry, 6 (2015) 3586-3590.
  • A.B. Cherian, B.T. Abraham, E.T. Thachil, Modification of unsaturated polyester resin by polyurethane prepolymers, J. App. Polym. Sci., 100 (2006) 449- 456.
  • C. Ai, G. Gong, X. Zhao, P. Liu, Determination of carboxyl content in carboxylated nitrile butadiene rubber (XNBR) after degradation via olefin cross metathesis, Polym. Test., 60 (2017) 250-252.
  • L. Fournier, C. Robert, S. Pourchet, A. Gonzales, L. Williams, J. Prunet, C.M. Thomas, Facile and efficient chemical functionalization of aliphatic polyesters by cross metathesis, Polym. Chem., 7 (2016) 3700-3704.
  • F. Sinclair, L. Chen, B.W. Greenland, M.P. Shaver, Installing multiple functional groups on biodegradable polyesters via post-polymerization olefin crossmetathesis, Macromolecules, 49 (2016) 6826-6834.
  • X. Michel, S. Fouquay, G. Michaud, F. Simon, J.M. Brusson, J.F. Carpentier, S.M. Guillaume, α,ωBis(trialkoxysilyl) difunctionalized polycyclooctenes from ruthenium-catalyzed chain-transfer ring-opening metathesis polymerization, Polym. Chem., 7 (2016) 4810-4823.
  • Y. Tachibana, M. Yamahata, K. Kasuya, Synthesis and characterization of a renewable polyester containing oxabicyclic dicarboxylate derived from furfural, Green Chem., 15 (2013) 1318-1325.
  • R.F. Fischer, Polyesters from epoxides and anhydrides, J. Polym. Sci. Part A: Polym. Chem., 44 (1960) 155-172.

Modification of Functional Polyesters Bearing Norbornene Moieties via Olefin Metathesis Reactions

Year 2018, Volume: 46 Issue: 1, 61 - 68, 01.03.2018
https://izlik.org/JA42MY84SK

Abstract

I
n this study, unsaturated functional polyester derivatives were synthesized via polycondensation reactions
of 5-norbornene-2,3-dicarboxylic anhydride and 1,6-hexanediol. Functional unsaturated polyesters were modified
using methyl acrylate as ring opening/cross-metathesis reaction partner. The solubility and hydrophobic/hydrophilic
character of polyester was tuned by integrating allyl end capped poly(ethyleneglycol) by
ring opening/cross-metathesis reactions. Norbornene moiety of unsaturated polyesters allowed us to use ring
opening metathesis polymerization reactions to form side-chain poly(norbornene) on main polyester chain
using Grubbs 1st, 3rd and Hoveyda-Grubbs 2nd generation catalysts as initiators, resulting in gel-like materials. 

References

  • K.E. Uhrich, S.M. Cannizzaro, R.S. Langer, K.M. Shakesheff, Polymeric systems for controlled drug release, Chem. Rev., 99 (1999) 3181-3198.
  • G. Chen, T. Ushida, T. Tateishi, Scaffold design for tissue engineering Macromol. Biosci., 2 (2002) 67-77.
  • C.M. Agrawal, K.F. Haas, D.A. Leopold, H.G. Clark, Evaluation of poly(L-lactic acid) as a material for intravascular polymeric stents, Biomaterials, 13 (1992) 176-182.
  • A. Lendlein, R. Langer, Biodegradable, elastic shape-memory polymers for potential biomedical applications, Science, 296 (2002) 1673-1676.
  • F.B. Bujans, R. Martinez, M.Y.Y. Pedram, P. Ortiz, H. Frey, Water-soluble polyesters from long chain alkylesters of citric acid and poly(ethylene glycol), Eur. Polym. J., 43 (2007) 1288-1301.
  • J.F. Lutz, Sequence-controlled polymerizations: the next Holy Grail in polymer science, Polym. Chem., 1 (2010) 55-62.
  • Y. Tachibana, T. Masuda, M. Funabashi, M. Kunioka, Chemical synthesis of fully biomass-based poly(butylene succinate) from inedible-biomassbased furfural and evaluation of its biomass carbon ratio, Biomacromolecules, 11 (2010) 2760-2765.
  • B.G. Amsden, G. Misra, F. Gu, H.M. Younes, Synthesis and characterization of a photo-cross-linked biodegradable elastomer, Biomacromolecules, 5 (2004) 2479-2486.
  • Y. Wang, G.A. Ameer, B.J. Sheppard, R.A. Langer, Tough biodegradable elastomer, Nat. Biotechnol., 20 (2002) 602-606.
  • A.H. Brown, V.V. Sheares, Amorphous unsaturated aliphatic polyesters derived from dicarboxylic monomers synthesized by Diels−Alder chemistry, Macromolecules, 40 (2007) 4848-4853.
  • R. Baumgartner, Z. Song, Y. Zhang, J. Cheng, Functional polyesters derived from alternating copolymerization of norbornene anhydride and epoxides, Polymer Chemistry, 6 (2015) 3586-3590.
  • A.B. Cherian, B.T. Abraham, E.T. Thachil, Modification of unsaturated polyester resin by polyurethane prepolymers, J. App. Polym. Sci., 100 (2006) 449- 456.
  • C. Ai, G. Gong, X. Zhao, P. Liu, Determination of carboxyl content in carboxylated nitrile butadiene rubber (XNBR) after degradation via olefin cross metathesis, Polym. Test., 60 (2017) 250-252.
  • L. Fournier, C. Robert, S. Pourchet, A. Gonzales, L. Williams, J. Prunet, C.M. Thomas, Facile and efficient chemical functionalization of aliphatic polyesters by cross metathesis, Polym. Chem., 7 (2016) 3700-3704.
  • F. Sinclair, L. Chen, B.W. Greenland, M.P. Shaver, Installing multiple functional groups on biodegradable polyesters via post-polymerization olefin crossmetathesis, Macromolecules, 49 (2016) 6826-6834.
  • X. Michel, S. Fouquay, G. Michaud, F. Simon, J.M. Brusson, J.F. Carpentier, S.M. Guillaume, α,ωBis(trialkoxysilyl) difunctionalized polycyclooctenes from ruthenium-catalyzed chain-transfer ring-opening metathesis polymerization, Polym. Chem., 7 (2016) 4810-4823.
  • Y. Tachibana, M. Yamahata, K. Kasuya, Synthesis and characterization of a renewable polyester containing oxabicyclic dicarboxylate derived from furfural, Green Chem., 15 (2013) 1318-1325.
  • R.F. Fischer, Polyesters from epoxides and anhydrides, J. Polym. Sci. Part A: Polym. Chem., 44 (1960) 155-172.
There are 18 citations in total.

Details

Primary Language English
Journal Section Research Article
Authors

Bengi Özgün Öztürk

Acceptance Date October 18, 2017
Publication Date March 1, 2018
IZ https://izlik.org/JA42MY84SK
Published in Issue Year 2018 Volume: 46 Issue: 1

Cite

APA Öztürk, B. Ö. (2018). Modification of Functional Polyesters Bearing Norbornene Moieties via Olefin Metathesis Reactions. Hacettepe Journal of Biology and Chemistry, 46(1), 61-68. https://izlik.org/JA42MY84SK
AMA 1.Öztürk BÖ. Modification of Functional Polyesters Bearing Norbornene Moieties via Olefin Metathesis Reactions. HJBC. 2018;46(1):61-68. https://izlik.org/JA42MY84SK
Chicago Öztürk, Bengi Özgün. 2018. “Modification of Functional Polyesters Bearing Norbornene Moieties via Olefin Metathesis Reactions”. Hacettepe Journal of Biology and Chemistry 46 (1): 61-68. https://izlik.org/JA42MY84SK.
EndNote Öztürk BÖ (March 1, 2018) Modification of Functional Polyesters Bearing Norbornene Moieties via Olefin Metathesis Reactions. Hacettepe Journal of Biology and Chemistry 46 1 61–68.
IEEE [1]B. Ö. Öztürk, “Modification of Functional Polyesters Bearing Norbornene Moieties via Olefin Metathesis Reactions”, HJBC, vol. 46, no. 1, pp. 61–68, Mar. 2018, [Online]. Available: https://izlik.org/JA42MY84SK
ISNAD Öztürk, Bengi Özgün. “Modification of Functional Polyesters Bearing Norbornene Moieties via Olefin Metathesis Reactions”. Hacettepe Journal of Biology and Chemistry 46/1 (March 1, 2018): 61-68. https://izlik.org/JA42MY84SK.
JAMA 1.Öztürk BÖ. Modification of Functional Polyesters Bearing Norbornene Moieties via Olefin Metathesis Reactions. HJBC. 2018;46:61–68.
MLA Öztürk, Bengi Özgün. “Modification of Functional Polyesters Bearing Norbornene Moieties via Olefin Metathesis Reactions”. Hacettepe Journal of Biology and Chemistry, vol. 46, no. 1, Mar. 2018, pp. 61-68, https://izlik.org/JA42MY84SK.
Vancouver 1.Bengi Özgün Öztürk. Modification of Functional Polyesters Bearing Norbornene Moieties via Olefin Metathesis Reactions. HJBC [Internet]. 2018 Mar. 1;46(1):61-8. Available from: https://izlik.org/JA42MY84SK

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