1,4 butanediol | Cas 110-63-4
|Boiling point||230 C (lit.)|
|Density||1,017g/ml at 25 C (lit)|
|Metling T||16 C (lit)|
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1,4-Butanediol is used industrially as a solvent and in the manufacture of some types of plastics, elastic fibers and polyurethanes. In organic chemistry, 1,4-butanediol is used for the synthesis of ?-butyrolactone (GBL). In the presence of phosphoric acid and high temperature, it dehydrates to the important solvent tetrahydrofuran.At about 200 °C in the presence of soluble ruthenium catalysts, the diol undergoes dehydrogenation to form butyrolactone.
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Metabolic engineering of Escherichia coli for direct production of 1,4-butanediol
Harry Yim, Robert Haselback, Wei Niu, Catherine Pujol-Baxley, Athony Burgard, Jeff Boldt, .
1,4-Butanediol (BDO) is an important commodity chemical used to manufacture over 2.5 million tons annually of valuable polymers, and it is currently produced exclusively through feedstocks derived from oil and natural gas. Herein we report what are to our knowledge the first direct biocatalytic routes to BDO from renewable carbohydrate feedstocks, leading to a strain of Escherichia coli capable of producing 18 g l?1 of this highly reduced, non-natural chemical. A pathway-identification algorithm elucidated multiple pathways for the biosynthesis of BDO from common metabolic intermediates. Guided by a genome-scale metabolic model, we engineered the E. coli host to enhance anaerobic operation of the oxidative tricarboxylic acid cycle, thereby generating reducing power to drive the BDO pathway. The organism produced BDO from glucose, xylose, sucrose and biomass-derived mixed sugar streams. This work demonstrates a systems-based metabolic engineering approach to strain design and development that can enable new bioprocesses for commodity chemicals that are not naturally produced by living cells.
Thermal degradation of the polyurethane from 1,4-butanediol and methylene bis(4-phenyl isocyanate)
N. Grassie, M. Zulfiqar
A polyurethane prepared from 1,4-butanediol (BD) and methylene bis(4-phenyl isocyanate) begins to evolve volatile degradation products at approximately 240°C. By a combination of thermal analysis methods (TVA, TG, and DSC) and examination of the volatile and involatile products by using a combination of GLC and infrared and mass spectrometric analysis, it is shown that the total reaction comprises a primary depoly-condensation process in which the two monomers are formed, followed by the subsequent reaction of these monomers to form the volatile products, tetrahydrofuran, dihydrofuran, carbon dioxide, water, butadiene, hydrogen cyanide, and carbon monoxide and residual carbodiimide and urea structures. A mechanism, which accounts for all these products, has been formulated and tested.
Synthesis and characterization of the biodegradable copolymers from succinic acid and adipic acid with 1,4-butanediol
B.D. Ahn, S.H. Km, Y.H. Kim, J.S. Yang
Biodegradable homopolyesters such as poly(butylene succinate) (PBSU) and poly(butylene adipate) (PBAD) and copolyesters such as poly(butylene succinate-co-butylene adipate) (PBSA) were synthesized, respectively, from succinic acid (SA) and adipic acid (AA) with 1,4-butanediol through a two-step process of esterification and deglycolization. The polyester compositions and physical properties of both homopolyesters and copolyesters were investigated by 1H and 13CNMR, DSC, GPC, WAXD, and optical polarizing microscopy. The melting point (Tm) of these copolyesters decreased gradually as the contents of butylene adipate increased and the glass-transition temperature (Tg) of these copolyesters decreased linearly as the contents of the adipoyl unit increased. PBSA copolyesters showed two types of XRD patterns of PBSU and PBAD homopolyesters. Furthermore, the biodegradation and hydrolytic degradation of the high molecular weight PBSU homopolyester, PBAD homopolyester, and PBSA copolyesters were investigated in the composting soil and NH4Cl aqueous solutions at a pH level of 10.6. © 2001 John Wiley & Sons, Inc. J Appl Polym Sci 82: 28082826, 2001
Depolymerization of poly(ethylene terephthalate) wastes using 1,4-butanediol and triethylene glycol
S.H. Mansour, N.E. Ikladious
Polyethylene terephthalate (PET) wastes were depolymerized using 1,4-butanediol (BD) and triethylene glycol (TEG) in the presence of zinc acetate as a transesterification catalyst. The glycolyzed products were analyzed for hydroxyl an It was found that the glycolyzed products consist mainly of bis- (hydroxybutyl terephthalate) monomer and dimer by using 1,4-butanediol. The depolymerization using TEG resulted in products of TEG(TPATEG)n for n=13. All glycolyzed products had low acid value indicating the presence of a minor fraction of terephthalate oligoesters.d acid values and identified by elemental analysis, GPC, 1HNMR, 13CNMR, differential scanning calorimeter (DSC) and mass spectra techniques.