Literature DB >> 25045189

Bio-Based Bisfuran: Synthesis, Crystal Structure and Low Molecular Weight Amorphous Polyester.

Vishwanath Gaitonde1, Kyunghee Lee1, Kristin Kirschbaum1, Steven J Sucheck1.   

Abstract

Discovery of renewable monomer feedstocks for fabrication of polymeric demand is critical in achieving sustainable materials. In the present work we have synthesized bisfuran diol (BFD) monomer from furfural, over four steps. BFD was examined via X-ray crystallography to understand the molecular arrangement in space, hydrogen bonding and packing of the molecules. This data was further used to compare BFD with structurally related Bisphenol A (BPA), and its known derivatives to predict the potential estrogenic or anti-estrogenic activities in BFD. Further, BFD was reacted with succinic acid to generate polyester material, bisfuran polyester (BFPE-1). MALDI characterization of BFPE-1 indicates low molecular weight polyester and thermal analysis reveals amorphous nature of the material.

Entities:  

Keywords:  Biomass; Bisfuran diol (BFD); Bisfuran polyester (BFPE-1); Bisphenol A (BPA); Furfural; X-ray crystallography.

Year:  2014        PMID： 25045189      PMCID： PMC4096679          DOI： 10.1016/j.tetlet.2014.05.043

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN： 0040-4039            Impact factor:   2.415


  7 in total

Review 1.  The path forward for biofuels and biomaterials.

Authors:  Arthur J Ragauskas; Charlotte K Williams; Brian H Davison; George Britovsek; John Cairney; Charles A Eckert; William J Frederick; Jason P Hallett; David J Leak; Charles L Liotta; Jonathan R Mielenz; Richard Murphy; Richard Templer; Timothy Tschaplinski
Journal:  Science       Date:  2006-01-27       Impact factor: 47.728

Review 2.  Synthesis of transportation fuels from biomass: chemistry, catalysts, and engineering.

Authors:  George W Huber; Sara Iborra; Avelino Corma
Journal:  Chem Rev       Date:  2006-09       Impact factor: 60.622

3.  Bisphenol a binds to the low-affinity estrogen binding site.

Authors:  W Washington; L Hubert; D Jones; W G Gray
Journal:  In Vitr Mol Toxicol       Date:  2001

Review 4.  Bisphenol a exposure: human risk and health policy.

Authors:  Cheryl Erler; Julie Novak
Journal:  J Pediatr Nurs       Date:  2009-07-09       Impact factor: 2.145

5.  Structure-activity relationships for a large diverse set of natural, synthetic, and environmental estrogens.

Authors:  H Fang; W Tong; L M Shi; R Blair; R Perkins; W Branham; B S Hass; Q Xie; S L Dial; C L Moland; D M Sheehan
Journal:  Chem Res Toxicol       Date:  2001-03       Impact factor: 3.739

6.  Structural evidence for endocrine disruptor bisphenol A binding to human nuclear receptor ERR gamma.

Authors:  Ayami Matsushima; Yoshimitsu Kakuta; Takamasa Teramoto; Takumi Koshiba; Xiaohui Liu; Hiroyuki Okada; Takatoshi Tokunaga; Shun-Ichiro Kawabata; Makoto Kimura; Yasuyuki Shimohigashi
Journal:  J Biochem       Date:  2007-08-30       Impact factor: 3.387

7.  Bisphenol A alters the development of the rhesus monkey mammary gland.

Authors:  Andrew P Tharp; Maricel V Maffini; Patricia A Hunt; Catherine A VandeVoort; Carlos Sonnenschein; Ana M Soto
Journal:  Proc Natl Acad Sci U S A       Date:  2012-05-07       Impact factor: 11.205
  7 in total

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