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A kind of method for preparing 1,5-hexadiene
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A technology of hexadiene and propylene alcohol, which is applied in the field of preparing 1,5-hexadiene, and can solve the problems such as the inability to obtain C products
Active Publication Date: 2022-04-01
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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Problems solved by technology
However, most of the products obtained based on these technologies are C3 products or products with fewer carbon numbers, and products with more C cannot be obtained
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Embodiment 1
[0039] In the reaction kettle, add 1mmol glycerin, 0.01mmol ammonium perrhenate, 1.5mmol triphenylphosphine, 20mL toluene, replace with nitrogen, and react at 180°C for 18h. Combined with qualitative analysis. The 1,5-hexadiene yield was 28%. Wherein the calculation formula of 1,5-hexadiene yield is as follows:
[0040]
[0041] The formula for calculating the yield of 1,5-hexadiene in subsequent examples is the same as the formula above.
[0042] Among them, the qualitative analysis adopts Agilent 7890A GC / 5975C MS gas chromatography-mass spectrometry, HP-5MS capillary column (30.0mⅹ0.25mmⅹ0.25μm), the detector is a hydrogen flame ionization detector (FID), and the electron ion source (EI): 70eV. Temperature program: 80°C (2min), 20°C·min -1 Rise to 260°C, 260°C (9min). Quantitative analysis uses Agilent 7890A GC gas phase, DB-225MS capillary column (30.0mⅹ0.25mmⅹ0.25μm).
Embodiment 2
[0044] In the reaction kettle, add 1mmol glycerin, 0.01mmol rhenium heptoxide, 1.5mmol triphenylphosphine, 20mL toluene, replace with nitrogen, and react at 180°C for 18h. Combined with qualitative analysis. The gas-phase internal standard method was used for quantification, and the yield of 1,5-hexadiene was 33%.
Embodiment 3
[0046] In the reaction kettle, add 1mmol glycerin, 0.01mmol methyl rhenium trioxide, 1.5mmol triphenylphosphine, 20mL toluene, replace with argon, and react at 160°C for 18h. - Qualitative analysis by mass spectrometry. The gas-phase internal standard method was used for quantification, and the yield of 1,5-hexadiene was 20%.
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Abstract
The application discloses a method for preparing 1,5-hexadiene: under the action of a catalyst and a reducing agent, a one-step reaction of a substrate is catalyzed to prepare 1,5-hexadiene, and the substrate includes a polyhydroxy compound and its derivative. Thus, the present invention provides a new method for the synthesis of 1,5-hexadiene. The reaction pathway provided by the present invention opens up new applications for the catalytic conversion of polyols including glycerol through a carbon chain elongation conversion strategy.
Description
technical field [0001] The invention belongs to the field of chemistry and chemical industry. The present invention relates to a method for preparing 1,5-hexadiene, in particular, to a method for preparing 1,5-hexadiene through a carbon chain extension strategy from glycerol and its derivative propylene alcohol derived from biomass Methods. Background technique [0002] Research and development of renewable biomass energy is of great significance to the sustainable development of society. Catalyzing biomass conversion to produce biofuels and chemicals has a profound impact on alleviating the global energy crisis and global ecological and environmental problems. Glycerol is a polyol that can be obtained from biomass by chemical synthesis, saponification and hydrolysis of natural oils or by biological fermentation or hydrocracking of sugar alcohol compounds. In recent years, biodiesel, as a renewable energy, has developed rapidly. A large amount of by-product-glycerol is p...
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