# US 12,005,425 B2 · Methods of preparing a catalyst with low HRVOC emissions

> Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt

- Number: US 12,005,425 B2
- Document ID: US12005425B2
- Status: Granted
- Kind: B2
- Application number: 17/839,050
- Filed: 2022-06-13
- Published: 2022-09-29
- Granted: 2024-06-11
- Earliest claimed: 2018-04-16
- Assignees: Chevron Phillips Chemical Company LP
- Applicants: Chevron Phillips Chemical Company LP
- Inventors: Max P. McDaniel; Kathy S. Clear; Eric D. Schwerdtfeger; Jeremy M. Praetorius
- Web page: https://patentgrep.com/patent/US12005425B2

## CPC

- B01J 21/08: Silica
- C08F 110/02: Ethene
- B01J 23/26: Chromium
- B01J 37/0217: {Pretreatment of the substrate before coating}
- B01J 37/0236: {Drying, e.g. preparing a suspension, adding a soluble salt and drying}
- B01J 37/024: {Multiple impregnation or coating}
- B01J 37/08: Heat treatment {(B01J37/0009, B01J37/0018 take precedence)}
- C08F 2410/01: Additive used together with the catalyst, excluding compounds containing Al or B
- B01J: CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS

## Abstract

A method of preparing a catalyst comprising a) drying a chrominated-silica support followed by contacting with a titanium(IV) alkoxide to form a metalized support, b) drying a metalized support followed by contacting with an aqueous alkaline solution comprising from about 3 wt. % to about 20 wt. % of a nitrogen-containing compound to form a hydrolyzed metalized support, and c) drying the hydrolyzed metalized support followed by calcination at a temperature in a range of from about 400° C. to about 1000° C. and maintaining the temperature in the range of from about 400° C. to about 1000° C. for a time period of from about 1 minute to about 24 hours to form the catalyst.

## Claims

### Claim 1

A hydrolyzed pre-catalyst composition prepared by a process comprising:
contacting (i) a dried silica support wherein the dried silica support has a loss in weight upon drying of less than about 3 wt. %; (ii) a titanium-containing compound comprising a titanium (IV) alkoxide, wherein the titanium (IV) alkoxide is titanium (IV) isopropoxide; and (iii) an aqueous alkaline solution comprising water and from about 3 wt. % to about 20 wt. % of a nitrogen-containing compound based on a total weight of the aqueous alkaline solution; and
removing the aqueous alkaline solution to form the hydrolyzed pre-catalyst composition wherein the hydrolyzed pre-catalyst composition has a carbon content that is reduced by greater than about 50% when compared to the hydrolyzed pre-catalyst composition prepared in an absence of the aqueous alkaline solution.

### Claim 2 (depends on 1)

The hydrolyzed pre-catalyst composition of claim 1, wherein the titanium-containing compound is present in an amount of from about 0.01 wt. % to about 10.0 wt. % based on the weight of the hydrolyzed pre-catalyst composition.

### Claim 3 (depends on 1)

The hydrolyzed pre-catalyst composition of claim 1, wherein a weight ratio of the aqueous alkaline solution to water is from about 100:1 to about 1:1.

### Claim 4 (depends on 1)

The hydrolyzed pre-catalyst composition of claim 1, wherein the nitrogen-containing compound comprises an amide, an amidine, an amine, a diamine, a triamine, an amino acid, an ammonium hydroxide, a formamide, a hydrazine, a hydroxylamine, an imidazole, a piperazine, a piperidine, a pyrazine, a pyrazole, a pyridine, a pyrimidine, a pyrrole, a urea, or a combination thereof.

### Claim 5 (depends on 1)

The hydrolyzed pre-catalyst composition of claim 1, wherein the nitrogen-containing compound comprises ammonia, ammonium hydroxide, tetraethylammonium hydroxide, tetramethylammonium hydroxide, hydrazine, hydroxylamine, triethyl amine, trimethyl amine, acetamide, creatine, 1,4-diazabicyclo[2.2.2]octane (DABCO), 1,5-diazabicyclo[4.3.0]non-5-ene (DBN), 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU), N,N-diisopropylethylamine (DIPEA), dimethyl carbamate, formamide, methyl formamide, dimethyl formamide, dimethyl glycine, 1,4-dimethylpiperazine (DMP), 1,3-dimethyl urea, imidazole, piperazine, piperidine, pyrazine, pyrazole, pyridine, pyrimidine, pyrrole, tetramethylethylenediamine (TMEDA), triazine, 1,3,5-triazacyclohexane, 1,3,5-trimethyl-1,3,5-triazacyclohexane (TMTAC), or combination thereof.

### Claim 6 (depends on 1)

The hydrolyzed pre-catalyst composition of claim 1, wherein the aqueous alkaline solution further comprises a co-solvent.

### Claim 7 (depends on 6)

The hydrolyzed pre-catalyst composition of claim 6, wherein a volumetric ratio of the co-solvent:water ranges from about 1:20 to about 20:1.

### Claim 8 (depends on 1)

The hydrolyzed pre-catalyst composition of claim 1, wherein the dried silica support has a surface area ranging from about 100 m2/gram to about 1000 m2/gram.

### Claim 9 (depends on 1)

The hydrolyzed pre-catalyst composition of claim 1, wherein the dried silica support has a pore volume ranging from about 1.0 cm3/gram to about 2.5 cm3/gram.

### Claim 10 (depends on 1)

The hydrolyzed pre-catalyst composition of claim 1, wherein the dried silica based on a total weight of the dried silica support comprises greater than about 50 wt. % silica.

### Claim 11

A hydrolyzed pre-catalyst composition comprising:
(i) a dried silica support wherein the dried silica support has a loss in weight upon drying of less than about 3 wt. %; (ii) a titanium-containing compound comprising a titanium (IV) alkoxide, wherein the titanium (IV) alkoxide is titanium (IV) isopropoxide; and (iii) an aqueous alkaline solution comprising water and from about 3 wt. % to about 20 wt. % of a nitrogen-containing compound based on a total weight of the aqueous alkaline solution; wherein the aqueous alkaline solution when removed forms the hydrolyzed pre-catalyst composition and wherein the hydrolyzed pre-catalyst composition has a carbon content that is reduced by greater than about 50% when compared to the hydrolyzed pre-catalyst composition prepared in an absence of the aqueous alkaline solution.

### Claim 12 (depends on 11)

The hydrolyzed pre-catalyst composition of claim 11, wherein the dried silica support has a surface area ranging from about 100 m2/gram to about 1000 m2/gram.

### Claim 13 (depends on 11)

The hydrolyzed pre-catalyst composition of claim 11, wherein the dried silica support has a pore volume ranging from about 1.0 cm3/gram to about 2.5 cm3/gram.

### Claim 14 (depends on 11)

The hydrolyzed pre-catalyst composition of claim 11, wherein the dried silica based on a total weight of the dried silica support comprises greater than about 50 wt. % silica.