IP Library Patent Application 17915995
Patent Application
App. No. 17/915,995

CATALYSTS, PREPARATION METHOD THEREOF, AND SELECTIVE HYDROGENATION PROCESSES

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Patent No.
US None
App. No.
17/915,995
Abstract

The present invention relates to a process for making 1,4-butanediol. The process may include reacting a solution comprising 1,4-butynediol with hydrogen in a presence of an effective amount of a catalyst. The catalyst may include copper.

Claims (31)

1 . A process for making 1,4-butanediol, the process comprising:

reacting a solution comprising 1,4-butynediol with hydrogen in a presence of an effective amount of a catalyst,

wherein the catalyst comprises copper.

2 . The process of claim 1 , wherein the catalyst is in a form of a fixed-bed, a suspension, or a combination thereof

3 . The process of claim 2 , wherein the catalyst is in the form of the fixed-bed, and has a particle size in a range of about 1 mm to about 8 mm.

4 . The process of claim 2 , wherein the catalyst is in the form of the suspension, and has a median particle size in a range of about 10 to about 100 μm.

5 . The process of claim 1 , wherein the catalyst further comprises at least a first metal selected from the group consisting of Ni, Co, Fe, and mixtures thereof

6 . The process of claim 5 , wherein the first metal is Ni.

7 . The process of claim 5 , wherein the catalyst further comprises at least a second metal selected from the group consisting of aluminum, molybdenum, chromium, iron, tin, zirconium, zinc, titanium, vanadium, and mixtures thereof.

8 . The process of claim 7 , wherein the second metal is aluminum.

9 . The process of claim 1 , wherein the catalyst is a skeletal metal catalyst.

10 . The process of claim 1 , wherein the copper is present from about 1.0% to about 12.0% by weight of the catalyst.

11 . The process of claim 1 , wherein the copper is present from about 2.0% to about 8.0% by weight of the catalyst.

12 . The process of claim 1 , wherein the solution comprising 1,4-butynediol has a pH in a range from about 4.0 to about 11.0.

13 . The process of claim 1 , wherein the solution comprising 1,4-butynediol has a pH of about 7.5 to 10.

14 . The process of claim 1 , wherein the process produces acetal as a byproduct at less than about 0.5% by weight based on a total weight of butanol, the acetal, and the 1,4-butanediol as the solution comprising 1,4-butynediol has a pH of 7.5 or higher.

15 . The process of claim 1 , wherein the process produces acetal as a byproduct at less than about 0.25% by weight based on a total weight of butanol, the acetal and the 1,4-butanediol as the solution comprising 1,4-butynediol has a pH of 7.5 or higher.

16 . An alloy precursor for a catalyst for making 1,4-butanediol, comprising a first metal, a second metal, and copper, wherein the copper is present from about 1.0% to about 10.0% by weight of the alloy precursor.

17 . The alloy precursor of claim 16 , wherein the copper is present from a range of about 2.0% to about 5.0% by weight of the alloy precursor.

18 . The alloy precursor of claim 16 , wherein the first metal is Ni and the Ni is present from about 30% to about 60% by weight of the alloy precursor, and the second metal is Al, and the Al is present from about 40% to about 65% by weight of the alloy precursor.

19 . The alloy precursor of claim 16 , wherein the first metal is Ni and the Ni is present from about 40% to about 49% by weight of the alloy precursor, and the second metal is Al, and the Al is present from about 50% to about 60% by weight of the alloy precursor.

20 . A catalyst prepared from the alloy precursor of claim 18 , wherein the catalyst is a skeletal metal catalyst comprising the copper as a promoter.

21 . The catalyst of claim 20 , wherein the copper is present from about 1.0% to about 12.0% by weight of the catalyst.

22 . The catalyst of claim 21 , wherein the copper is present from about 2.0% to about 8.0% by weight of the catalyst.

23 . A process of preparing a catalyst, the process comprising:

melting and mixing copper, a first metal, and a second metal to form an alloy precursor.

wherein the first metal is selected from the group consisting of Ni, Co, Fe, and mixtures thereof, and the second metal is selected from the group consisting of aluminum, molybdenum, chromium, iron, tin, zirconium, zinc, titanium, vanadium, and mixtures thereof.

24 . The process of claim 23 , wherein the first metal is Ni and the second metal is aluminum.

25 . The process of claim 24 , wherein the Ni is present from about 40% to about 49% by weight of the alloy precursor, the aluminum is present from about 50% to about 60% by weight of the alloy precursor, and the copper is present from about 1.0% to about 10.0% by weight of the alloy precursor.

26 . The process of claim 25 , further comprising: contacting the alloy precursor with an alkali aqueous solution to produce the catalyst, wherein the catalyst comprises the copper from about 1.0% to 12.0% by weight of the catalyst.

27 . The process of claim 25 , wherein the catalyst is a skeletal metal catalyst.

Assignments (7)
RELEASE OF SECURITY INTEREST SUPPLEMENT NO. 1, RECORDED AT REEL/FRAME 063237/0252 Recorded Feb 2, 2026
From: WILMINGTON TRUST, NATIONAL ASSOCIATION
To: W. R. GRACE & CO.-CONN.
Reel/Frame 074612/0939 →
NOTES SECURITY INTEREST Recorded Jan 29, 2026
From: W. R. GRACE & CO.-CONN.; ADVANCED REFINING TECHNOLOGIES LLC
To: WILMINGTON TRUST, NATIONAL ASSOCIATION, AS NOTES COLLATERAL AGENT
Reel/Frame 074532/0229 →
SECURITY AGREEMENT (NOTES) Recorded Aug 19, 2025
From: W. R. GRACE & CO.-CONN.
To: WILMINGTON TRUST, NATIONAL ASSOCIATION, AS NOTES COLLATERAL AGENT
Reel/Frame 072520/0653 →
SECURITY INTEREST Recorded Apr 2, 2023
From: W. R. GRACE & CO.-CONN.
To: JPMORGAN CHASE BANK, N.A.
Reel/Frame 063237/0262 →
SECURITY INTEREST Recorded Apr 2, 2023
From: W. R. GRACE & CO.-CONN.
To: WILMINGTON TRUST, NATIONAL ASSOCIATION
Reel/Frame 063237/0252 →
SECURITY INTEREST Recorded Feb 17, 2023
From: W.R. GRACE & CO.-CONN.
To: WILMINGTON TRUST, NATIONAL ASSOCIATION
Reel/Frame 062792/0510 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 29, 2022
From: SCHMIDT, STEPHEN R
To: W.R. GRACE & CO.-CONN.
Reel/Frame 061261/0799 →