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Process for hydrogenating dinitriles in aminonitriles

A technology of amino nitrile and liquid ammonia, applied in the directions of organic chemistry, amino compound preparation, chemical instruments and methods, etc., can solve the problems of high complete hydrogenation product, high yield and selectivity of amino nitrile, and achieve high selectivity and high selectivity. Yield effect

Inactive Publication Date: 2002-07-17
INVISTA TECHNOLOG IES S A R L
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, when using certain known methods, the yield and selectivity of the desired aminonitrile may not be as high as desired, and the dihydrogenation of the fully hydrogenated product (diamine) is generally higher than desired.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0094] 10.0 grams of sponge nickel catalyst (Degussa BLM 112W) and 1.0 milliliters of gaseous carbon monoxide were charged to a 50 milliliter autoclave at 60 psig pressure (0.018 millimoles CO per gram of catalyst). Subsequently, 35 ml of liquid ammonia were added, and the mixture was heated to 80° C. with stirring. The pressure was adjusted to 1000 psig (7.00 MPa) with hydrogen and maintained at this condition for 2.5 hours. After cooling, the pressure was released and the sample was transferred to a dry box, washed with deaerated methanol and stored under anaerobic conditions. Add 1.2 grams of the spongy Ni catalyst pretreated with carbon monoxide as described above, together with 3.2 grams of ADN and 35 milliliters of liquid ammonia, into a 50 milliliter autoclave, heat to 60 ° C and mix with hydrogen under a total pressure of 1000 psig (7.00 MPa). reaction. After 75 minutes, the yield of 6-aminocapronitrile reached 72%, at which time the ADN conversion was 94% and the se...

Embodiment 2

[0096] 1.2 grams of the pretreated sponge Ni catalyst with carbon monoxide as described in Example 1 was added to a 50 milliliter autoclave together with 3.2 grams of ADN and 35 milliliters of liquid ammonia, heated to 40° C., and heated at 1000 psig (7.00 MPa) under total pressure to react with hydrogen. After 180 minutes, the yield of 6-aminocapronitrile reached about 72%, at which time the conversion of ADN was 93%, and the selectivity was 77%.

Embodiment 3

[0098] Add 3.2 grams of ADN, 1.2 grams of Raney to a 50 ml autoclave at 40 psig  Ni, 0.25g NaOH, 0.25g H 2 O, 35 mL of MeOH and 6.42 mL of gaseous carbon monoxide (0.077 mmol CO per gram of catalyst), the mixture was heated to 70°C, then contacted with hydrogen at 500 psig (3.55 MPa) total pressure and reacted for 5 hours. After 4.5 hours, the yield of 6-aminocapronitrile reached about 63%, at which time the conversion of ADN was 78% and the selectivity was 81%.

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PUM

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Abstract

Provided is a selective hydrogenation process for producing aminonitriles by contacting the corresponding dinitriles with a hydrogen-containing fluid in the presence of a hydrogenation catalyst, a solvent and an additive for improving the yield of and / or selectivity to the aminonitrile.

Description

field of invention [0001] The present invention relates to the production of aminonitriles from the corresponding dinitriles by selective hydrogenation in the presence of one or more additives which improve the yield and / or selectivity of aminonitriles. Background of the invention [0002] Aminonitriles are an important class of chemicals with a variety of industrial applications. For example, aminonitriles can be used as monomers to produce high molecular weight polyamides. In particular, 6-aminocapronitrile can be used to produce nylon-6. [0003] Aminonitriles can be produced by catalytic partial hydrogenation of dinitriles. 参看,例如US2208598,US2257814,US2762835,US3322815,US3350439,US3591618,US4389348,US4601859,US5151543,US5296628,US5512697,US5527946,DE 836938,DE 848654,DE-A-19636768和WO 99 / 47492,所有这些专利为了充份 It is hereby incorporated by reference for illustrative purposes. However, using certain known methods, the yield and selectivity of the desired a...

Claims

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Application Information

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IPC IPC(8): B01JB01J23/00B01J23/46B01J23/74B01J25/00B01J27/12B01J27/185B01J27/26B01J31/02B01J31/20B01J35/00C07B61/00C07CC07C253/00C07C253/30C07C255/24
CPCB01J25/00C07C253/30B01J31/20B01J2531/90B01J27/185B01J2531/847B01J2531/0211B01J2531/845B01J27/26B01J2231/643B01J23/464B01J2531/822B01J2531/842B01J27/12B01J31/0239B01J31/0268C07C255/24
Inventor A·S·伊安金S·B·兹梅基M·J·哈珀T·A·科克H·E·布赖恩德扎
Owner INVISTA TECHNOLOG IES S A R L
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