IP Library Granted Patent US 12,577,198
Granted Patent B2
US 12,577,198 · App. 18/068,645 · Granted Mar 17, 2026

Acetonitrile separation process

Inventors: Pascal Bolomey (Houston, TX); Kyle Kissell (Houston, TX); Basil Michaels (Houston, TX); Nick Sparkman (Houston, TX); Zhensheng Ding (Houston, TX)
Assignee: Ascend Performance Materials Operations LLC
C07C253/34
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Quick Facts
Patent No.
US 12,577,198
App. No.
18/068,645
Granted
Mar 17, 2026
Kind
B2
Abstract

A process for producing acetonitrile, the process comprising dehydrating a feedstock stream comprising acetonitrile, acrylonitrile, allyl alcohol, and water (and optionally methanol) in a dehydration (first) column to yield a dehydrated acetonitrile stream comprising acetonitrile and acrylonitrile, less than 1 wt % allyl alcohol, and less than 50 wt % water, and optionally hydrogen cyanide; distilling the dehydrated acetonitrile stream in a lights (second) column to yield a distillate stream comprising lights, and a bottoms stream comprising acetonitrile, acrylonitrile, water, and optionally hydrogen cyanide and acrylonitrile; extracting the distillation bottoms stream in an extraction (third) column to yield a raffinate stream comprising acetonitrile and less than 200 ppm acrylonitrile and an extract stream comprising water and acrylonitrile; purifying the raffinate stream to yield a product acetonitrile stream.

Claims (24)

1 . A process for producing acetonitrile, the process comprising:

dehydrating a feedstock stream comprising acetonitrile, acrylonitrile, allyl alcohol, and water in a dehydration (first) column to yield a dehydrated acetonitrile stream comprising acetonitrile and acrylonitrile, less than 1 wt % allyl alcohol, and less than 50 wt % water, and optionally hydrogen cyanide;

distilling the dehydrated acetonitrile stream in a lights (second) column to yield a lights distillate stream comprising lights, and a bottoms stream comprising acetonitrile, water, and optionally hydrogen cyanide and acrylonitrile;

extracting the bottoms stream in an extraction (third) column to yield a raffinate stream comprising acetonitrile and less than 200 ppm acrylonitrile and an extract stream comprising water and acrylonitrile; and

purifying the raffinate stream to yield a product acetonitrile stream.

2 . The process of claim 1 , wherein the dehydration is conducted at a pressure less than 150 kPa.

3 . The process of claim 1 , wherein the feedstock stream comprises methanol.

4 . The process of claim 1 , wherein an accelerator is utilized during the extracting.

5 . The process of claim 1 , wherein the bottoms stream comprises from 0.1 wt % to 20 wt % methanol.

6 . The process of claim 1 , wherein the raffinate stream comprises less than 25 ppm acrylonitrile.

7 . The process of claim 1 , wherein the raffinate stream comprises less than 200 ppm hydrogen cyanide and less than 50 wt % water.

8 . The process of claim 1 , wherein the raffinate stream comprises less than 1 wt % metal cyanide.

9 . The process of claim 1 , wherein the dehydration yields a water stream comprising water, allyl alcohol, methanol, and heavies.

10 . The process of claim 1 , wherein the dehydrated acetonitrile stream comprises less than 20 wt % polymerized HCN.

11 . The process of claim 1 , wherein the dehydrated acetonitrile stream comprises less than 25 wt % heavies.

12 . The process of claim 1 , wherein the lights distillate stream comprises oxazole, methanol, and/or acrylonitrile.

13 . The process of claim 1 , wherein lights bottoms stream further comprises acetonitrile-water azeotrope composition.

14 . The process of claim 1 , wherein the extraction is conducted countercurrently.

15 . The process of claim 1 , wherein the raffinate stream comprises less than 25 wt % water and less than 50 ppm acrylonitrile.

16 . The process of claim 1 , wherein the purifying comprises distilling the raffinate stream in a drying (fourth) column to yield an overhead stream comprising acetonitrile-water azeotrope and a second bottoms stream comprising acetonitrile and less than 75 ppm water.

17 . The process of claim 16 , further comprising recycling the overhead stream to the dehydration column.

18 . The process of claim 16 , wherein the purifying further comprises distilling the second bottoms stream in a product (fifth) column to yield the product acetonitrile stream comprising greater than 99.99 wt % acetonitrile.

19 . The process of claim 18 , wherein the second bottoms stream comprises propionitrile and less than 5 wt % water and wherein the distilling in the product column yields the product acetonitrile stream as a second overhead stream and a third bottoms stream comprising propionitrile and optionally heavies.

20 . The process of claim 1 , wherein the dehydration is conducted at a pressure less than 100 kPa.

Assignments (7)
RELEASE OF SECURITY INTEREST Recorded Dec 23, 2025
From: WILMINGTON SAVINGS FUND SOCIETY, FSB
To: ASCEND PERFORMANCE MATERIALS OPERATIONS LLC
Reel/Frame 074050/0090 →
SECURITY INTEREST Recorded Dec 23, 2025
From: ASCEND PERFORMANCE MATERIALS OPERATIONS LLC
To: WILMINGTON SAVINGS FUND SOCIETY, FSB
Reel/Frame 074056/0183 →
SECURITY INTEREST Recorded Dec 19, 2025
From: ASCEND PERFORMANCE MATERIALS OPERATIONS LLC
To: WELLS FARGO BANK, NATIONAL ASSOCIATION
Reel/Frame 074007/0183 →
SECURITY INTEREST Recorded Apr 10, 2025
From: BANK OF AMERICA, N.A.
To: WILMINGTON SAVINGS FUND SOCIETY, FSB
Reel/Frame 070811/0705 →
SECURITY INTEREST Recorded Mar 27, 2025
From: ASCEND PERFORMANCE MATERIALS OPERATIONS LLC
To: WELLS FARGO CAPITAL FINANCE, LLC
Reel/Frame 070648/0190 →
SECURITY INTEREST Recorded Mar 7, 2025
From: ASCEND PERFORMANCE MATERIALS OPERATIONS LLC
To: BANK OF AMERICA, N.A.
Reel/Frame 070440/0731 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 20, 2022
From: BOLOMEY, PASCAL; KISSELL, KYLE; MICHAELS, BASIL; SPARKMAN, NICK; DING, ZHENSHENG
To: ASCEND PERFORMANCE MATERIALS OPERATIONS LLC
Reel/Frame 062156/0388 →