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Production of adipic acid and derivatives from carbohydrate-containing materials

A technology of glucaric acid and reaction mixture, which is applied in the preparation of organic compounds, the preparation of amino compounds, chemical instruments and methods, etc., can solve the problem of not manufacturing professional or industrial chemicals, etc.

Inactive Publication Date: 2016-02-24
ARCHER DANIELS MIDLAND CO
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Each of these known methods suffers from various limitations and, in our opinion, at present, none of these methods are used industrially for the manufacture of specialty or industrial chemicals

Method used

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  • Production of adipic acid and derivatives from carbohydrate-containing materials
  • Production of adipic acid and derivatives from carbohydrate-containing materials
  • Production of adipic acid and derivatives from carbohydrate-containing materials

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0099] Example 1: Glucose to Glucaric Acid

[0100] Several catalysts were obtained from commercial vendors: Johnson Matthey 5% Pt / C (three examples; JM-23 [B103032-5, Lot #C-9090]; JM-25 [B103014-5, Lot #C9230]; and JM-27 [ B-501032-5, Lot #C-9188]), Johnson Matthey 5% Pt / Al 2 o 3 (two examples; JM-32 [B301013-5, Lot #C8959] and JM-33 [B301099-5, Lot #C9218]), and BASFEscat23515% Pt / SiO 2 [Lot#A4048107]; and 1.5% Au / TiO 2 [Süd Chemie 02-10]. Other catalysts were prepared according to the procedures described herein.

[0101] Preparation of Supported Platinum Catalyst

[0102] Properly concentrated Pt(NO 3 ) 2 Portions of aqueous solution (Heraeus) were added to a suitable carrier (where Pt(NO 3 ) 2 The total combined volume of the solution was matched to be equal to the pore volume of the chosen support) and stirred between additions. After impregnation, the product was dried in an oven at 120°C for 12 hours. by flowing at 200°C or 350°C in N 2 5vol.%H 2 The mate...

Embodiment 2

[0117] Example 2: Glucaric acid to adipic acid

[0118] Preparation of M1 / carrier catalyst (M1=Ru, Rh, Pd, Pt)x

[0119]2 g of dry 5 μm silica Cariact (FujiSilysia) or 45 μm titanium dioxide NorPro ST61120 (Saint-Gobain) were weighed into vials. Suitably concentrated M1 stock solutions (M1 = Ru, Rh, Pd, Pt) were prepared from concentrated acidic stock solutions purchased from Heraeus (see Table 1). For each M1, multiple addition portions of the diluted M1 stock solution were added to the support (silica pore volume = 0.7 mL / g, titanium dioxide NorPro = 0.45 mL / g) until 1.4 ml (silica) or Total volume of 0.9 mL (titanium dioxide). After each addition, the mixture was stirred to impregnate the support. After impregnation, the Xwt.% M1 / support mixture (X=2-5) was dried in an oven at 120°C for 12 hours.

[0120] Preparation of M1 / M2 / support catalyst (M2=Ru, Rh, Pd, Ir, Pt, Au, Mo)

[0121] 7-12 mg dry Xwt.% M1 / vehicle (M1 = Ru, Rh, Pd, Pt) (X = 2-5) was dispensed into an 8x12...

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Abstract

The present invention generally relates to processes for the chemocatalytic conversion of a glucose source to an adipic acid product. The present invention includes processes for the conversion of glucose to an adipic acid product via glucaric acid or derivatives thereof. The present invention also includes processes comprising catalytic oxidation of glucose to glucaric acid or derivative thereof and processes comprising the catalytic hydrodeoxygenation of glucaric acid or derivatives thereof to an adipic acid product. The present invention also includes products produced from adipic acid product and processes for the production thereof from such adipic acid product.

Description

[0001] This application is a divisional application of the invention patent application with application number 201080026099.2. The filing date of the original application is June 11, 2010. The title of the invention is: Production of adipic acid and derivatives from carbohydrate-containing substances. field of invention [0002] The present invention generally relates to processes for the chemical catalytic conversion of a glucose source to adipic acid product. The present invention includes processes for the conversion of glucose to adipate products via glucaric acid or derivatives thereof. The present invention also includes processes comprising catalytic oxidation of glucose to glucaric acid and catalytic hydrodeoxygenation of glucaric acid or derivatives thereof to adipic acid product. The present invention also relates to the production of industrial chemicals such as adiponitrile, hexamethylenediamine, caprolactam, caprolactone, 1,6-hexanediol, adipate esters, polyamide...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C51/377C07C55/14C07D309/30
CPCC07C51/377C07D309/30C07B2200/07C07C55/14C07C51/235C07C51/412C07C209/00C07C253/00C07D201/08C07D223/10C08G63/16C08G69/14C08G69/26C08G69/36C07C211/12C07C255/04C07C59/285
Inventor T·R·布西尔E·L·迪亚斯Z·M·费雷斯科V·J·墨菲J·休梅克R·阿切尔H·蒋
Owner ARCHER DANIELS MIDLAND CO
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