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A catalyst for hydrogenation of 2,2,4,4-tetramethyl-1,3-cyclobutanedione and its preparation method and application

A technology of cyclobutanedione and tetramethyl, which is applied in the field of catalysts, can solve problems such as the need to improve and the decrease of CBDO selectivity, and achieve the effects of fast reaction rate, less by-products and strong stability

Active Publication Date: 2022-07-05
ZHEJIANG HENGYI PETROCHEMICAL RES INST CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] In summary, the difficulty of CBDK hydrogenation is that when CBDK is hydrogenated to CBDO, it is easy to generate by-products such as ring opening or insufficient hydrogenation (3-hydroxyl-2,2,4,4-tetrahydrogen as shown in the following structural formula Methylcyclobutanone (CBKO), 1-hydroxy-2,2,4-trimethyl-pentanone), resulting in reduced CBDO selectivity
However, the CBDO selectivity of the reported CBDK hydrogenation catalysts needs to be improved.

Method used

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  • A catalyst for hydrogenation of 2,2,4,4-tetramethyl-1,3-cyclobutanedione and its preparation method and application
  • A catalyst for hydrogenation of 2,2,4,4-tetramethyl-1,3-cyclobutanedione and its preparation method and application
  • A catalyst for hydrogenation of 2,2,4,4-tetramethyl-1,3-cyclobutanedione and its preparation method and application

Examples

Experimental program
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Effect test

preparation example 1

[0100] First, a precursor aqueous solution of metallic Ni is prepared. Weigh a certain amount of nickel nitrate solid powder, add it to a 50ml volumetric flask, add 45ml of deionized water to dissolve it completely, and then add 5ml of deionized water to make up the volume to obtain 8mmol·L -1 Ni(NO 3 ) 2 solution.

[0101] Next, metallic Ni nanocolloids were prepared. 2.131g polyvinylpyrrolidone (PVP), 125mL Ni (NO 3 ) 2 (8mmol·L -1 ), PVP: Ni mol ratio is 20: 1, 330mL aqueous ethanol solution (ethanol: water mass ratio 10: 1) is added in the beaker successively, fully stirs 30min, makes PVP dissolve completely; Secondly, adopt water bath to heat the temperature to 80 ℃ , adjust the pH to 10-12, quickly add 50mL NaBH to the beaker 4 solution (38.4mmol·L -1 , the molar ratio of reducing agent:Ni is 2:1,), fully stirring (500r / min) and reacting for 3h to obtain nano-Ni particle sol.

[0102] Finally, 5g γ-Al 2 O 3 It was added to the nano-Ni sol and stirred continuou...

preparation example 2

[0104] First, an aqueous precursor solution of metal Ru is prepared. Weigh a certain amount of RuCl 3 The solid powder was added to a 50ml volumetric flask, 45ml of deionized water and 3 to 5 drops of HCl (36% to 38%) solution were added to dissolve RuCl 3 The powder was completely dissolved, and deionized water was added to the volume to obtain 8 mmol·L -1 RuCl 3 solution.

[0105] Second, metal Ru nanocolloids were prepared. 2.131g polyvinylpyrrolidone (PVP), 125mL RuCl 3 (8mmol·L -1 ), PVP: Ru mol ratio is 20: 1, 330mL aqueous ethanol solution (ethanol: water mass ratio 10: 1) is added in the beaker successively, fully stirs 30min, makes PVP dissolve completely; Secondly, adopt water bath to heat the temperature to 40 ℃ , adjust the pH to 9-11, quickly add 50mL NaBH to the beaker 4 solution (38.4mmol·L -1 , the molar ratio of reducing agent:Ru is 2:1,), fully stirring (500r / min) and reacting for 3h to obtain nano Ru particle sol.

[0106] Finally, 5g γ-Al 2 O 3 I...

preparation example 3

[0108] First, a precursor aqueous solution of metallic Ni is prepared. Weigh a certain amount of nickel nitrate solid powder, add it to a 50ml volumetric flask, add 45ml of deionized water to dissolve it completely, and then add 5ml of deionized water to make up the volume to obtain 8mmol·L -1 Ni(NO 3 ) 2 solution. Similarly, a certain mass of copper nitrate and zinc nitrate solid powder were respectively weighed to prepare 33.3 mmol·L -1 Copper nitrate solution and 100mmol·L -1 Zinc nitrate solution.

[0109] Next, metallic Ni nanocolloids were prepared. 2.131g polyvinylpyrrolidone (PVP), 125mL Ni (NO 3 ) 2 (8mmol·L -1 ), PVP: Ni mol ratio is 20: 1, 330mL aqueous ethanol solution (ethanol: water mass ratio 10: 1) is added in the beaker successively, fully stirs 30min, makes PVP dissolve completely; Secondly, adopt water bath to heat the temperature to 80 ℃ , adjust the pH to 10-12, quickly add 50mL NaBH to the beaker 4 solution (38.4mmol·L -1 , the molar ratio of r...

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Abstract

The invention relates to the field of catalyst preparation, and discloses a catalyst for hydrogenation of 2,2,4,4-tetramethyl-1,3-cyclobutanedione, a preparation method and application thereof, and the catalyst is mRuCu x Zn y / M; wherein, Ru, Cu and Zn exist in the form of oxidation state, m is 0.2~10%, x is 0.1~2; y is 0.1~3; M is a carrier, selected from silicon oxide, aluminum oxide, titanium oxide, One or more of diatomaceous earth, carbon nanotubes, activated carbon, molecular sieves, rare earth oxides, silicon carbide, organometallic frameworks and organic porous polymers. The catalyst of the invention has a simple preparation method, exhibits excellent catalytic activity, selectivity and stability in the hydrogenation reaction of 2,2,4,4-tetramethyl-1,3-cyclobutanedione, and will effectively promote The industrialization process of domestic cyclobutanediol has broad prospects for industrial application.

Description

technical field [0001] The invention relates to the field of catalysts, in particular to a catalyst for hydrogenation of 2,2,4,4-tetramethyl-1,3-cyclobutanedione, a preparation method and application thereof. Background technique [0002] 2,2,4,4-Tetramethyl-1,3-cyclobutanediol (CBDO) is an important aliphatic diol polyester monomer, mainly used in the production of high transparency, high impact strength, glass High-performance copolyester products with high melting temperature and good toughness. For example, high-performance polyester copolymerized with CBDO, terephthalic acid and 1,4-cyclohexanedimethanol may replace traditional polycarbonate, thereby reducing the use of toxic bisphenol A, and has broad application prospects . [0003] There are mainly two kinds of CBDO production processes: first, US9206950, US20080132738A1 and US8420868B2 etc. have reported the production process using isobutyric anhydride as a raw material. First, isobutyric anhydride is thermally c...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): B01J23/89B01J31/22B01J37/02B01J37/08B01J37/16C07C29/145C07C35/04
CPCB01J23/8953B01J31/1691B01J31/1815B01J37/08B01J37/0201B01J37/16C07C29/145C07C2601/04C07C35/045Y02P20/584
Inventor 杨磊成有为时强邱敏茜易磊张新平王韩
Owner ZHEJIANG HENGYI PETROCHEMICAL RES INST CO LTD
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