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Method for the electrochemical production of 2,2,4-trimethyl adipic acid and 2,4,4-trimethyl adipic acid

A technology of trimethyl adipic acid and trimethyl cyclohexanol, applied in electrodes, electrolysis process, electrolysis components, etc., can solve problems such as corrosion safety

Inactive Publication Date: 2015-08-12
DEGUSSA AG
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] Disadvantages of this method by using nitric acid are especially corrosion, safety problems and formation of nitroser components (nitroser Komponenten)

Method used

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  • Method for the electrochemical production of 2,2,4-trimethyl adipic acid and 2,4,4-trimethyl adipic acid
  • Method for the electrochemical production of 2,2,4-trimethyl adipic acid and 2,4,4-trimethyl adipic acid
  • Method for the electrochemical production of 2,2,4-trimethyl adipic acid and 2,4,4-trimethyl adipic acid

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0042] exist figure 1 The electrolysis was carried out as described above in the batch electrolysis apparatus shown in , having a coiled 100-mesh nickel mesh with an area of ​​10 cm*25 cm made of 0.1 mm nickel wire and a Round stainless steel plunger with a diameter of 7 cm.

[0043] 260 ml of water, 11.2 g of sodium hydroxide and 5.73 g of TMCol were injected into the electrolytic cell.

[0044] Electrolysis was carried out by introducing a current of 2 A through the electrolytic cell for 6 hours. The temperature is 80°C.

[0045] After work-up, 2.45 g TMCol, 2.34 g TMCon and 1.06 g TMAS were isolated. The yield of TMAS was 14%, based on the TMCol used.

Embodiment 2

[0047] exist figure 2 The electrolysis was performed as described above using the Swiss-coil electrolytic cell shown in Figure 3 with a coiled area of ​​6.5 cm*24.5 cm made of 0.1 mm nickel wire in the electrolysis apparatus shown in FIG. 100-mesh nickel mesh, polypropylene fabric, and a 100-mesh stainless steel mesh with a coiled area of ​​6.5 cm*26.5 cm made of 0.114 mm stainless steel wire.

[0048] 260 ml of water, 11.2 g of sodium hydroxide and 5.93 g of TMCol were injected into the electrolysis unit. Use a peripheral pump.

[0049] Electrolysis was carried out by introducing a current of 2 A through the electrolytic cell for 24 hours. The temperature is 80°C.

[0050] After work-up, 0.05 g TMCol, 0.03 g TMCon and 2.70 g TMAS were isolated. The yield of TMAS was 34%, based on the TMCol used.

Embodiment 3

[0052] exist figure 2 used in the electrolysis device shown in Figure 4a and 4b with nickel particles (random volume 60 cm 3 ) electrolytic cell for electrolysis as described above.

[0053] 264 ml of water, 11.2 g of sodium hydroxide and 5.93 g of TMCol were injected into the electrolysis unit. Use a peripheral pump.

[0054] Electrolysis was carried out by introducing a current of 2 A through the electrolytic cell for 24 hours. The temperature is 80°C.

[0055] After work-up, 0.06 g TMCol, 0.04 g TMCon and 2.52 g TMAS were isolated. The yield of TMAS was 32%, based on the TMCol used.

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PUM

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Abstract

A process for the electrochemical production of 2,2,4-trimethyladipic acid and 2,4,4-trimethyladipic acid by electrochemical oxidative ring cleavage of a mixture of cis- and trans-3,3,5-trimethylcyclohexanol.

Description

technical field [0001] The present invention relates to the electrochemical preparation of 2,2,4-trimethyladipic acid and 2,4 , 4-trimethyladipic acid method. Background technique [0002] According to today's state of the art, 2,2,4-trimethylhexanediene is prepared from a mixture of cis- and trans-3,3,5-trimethylcyclohexanol (TMCol) by ring-opening oxidation with the aid of nitric acid acid and 2,4,4-trimethyladipic acid (TMAS). [0003] Disadvantages of this method by using nitric acid are, inter alia, corrosion, safety problems and the formation of nitrous components. [0004] In Hans-Jürgen Schöfer, Oxidation of organic compounds at the nickel hydroxide electrode, Topics in Current Chemistry, Vol. 142, pp. 101-129, 1987, [0005] Johannes Kaulen, Hans-Jürgen Schöfer, Oxidation of alcohols by electrochemically regenerated nickel oxide hydroxide. Selektive oxidation of hydroxysteroids, Tetrahedron, Vol. 38 No. 22 pp. 3299 – 3308, 1982, [0006] Johannes Kaulen, Oxidati...

Claims

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Application Information

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IPC IPC(8): C25B3/02C25B3/23
CPCC25B11/0452C25B11/04C25B11/03C25B3/02C25B15/02C25B3/23C25B11/077
Inventor C-F.霍佩S.科尔斯特鲁克M.克雷青斯基M.门多夫H.维德霍尔德
Owner DEGUSSA AG
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