US4283573A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Long-chain alkylphenols
Assignee: University of Alberta
•
Filing: 1979-11-20
•
Granted: 1981-08-11
•
Expires: 1999-11-20
Abstract
Abstract A method for producing long chain-length alkylphenols with preferential production of para-alkylphenols and placement of the phenolic moiety at the #2 position on the alkyl chain. The reaction is carried out in the presence of crystalline zeolites having a major pore dimension of about six to seven angstrom units.
Inventors
- 👤 Lewis B. Young
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-25 22:08
CPC Classifications
C; C07; C07C; C07C37/00; C07C37/11; C07C37/16; C07C37/14; C07C37/48
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
100 words
A process for the production of alkyl-substituted phenolic compounds comprising: contacting a phenol with an alkylating agent having a reactive alkyl group at a temperature of between about 50° C. and about 500° C. and a pressure within the approximate range of 10 4 N/m 2 to 10 7 N/m 2 , said alkyl group having at least 5 carbon atoms, said contacting being in the presence of a crystalline zeolite catalyst which is characterized by the presence therein of networks of pores having openings thereto, the major dimension of said openings being between about six and about seven angstroms.
Claim 2
Dependent Claim
100 words
A process for the production of alkyl-substituted phenolic compounds comprising: contacting a phenol with an alkylating agent having a reactive alkyl group at a temperature of between about 50° C. and about 500° C. and a pressure within the approximate range of 10 4 N/m 2 to 10 7 N/m 2 , said alkyl group having at least 5 carbon atoms, said contacting being in the presence of a crystalline zeolite catalyst which is characterized by the presence therein of networks of pores having openings thereto, the major dimension of said openings being between about six and about seven angstroms.
Claim 3
Dependent Claim
19 words
A process as defined in claim 1 wherein said temperature is between about 100° C. and about 400° C.
Claim 4
Dependent Claim
24 words
A process as defined in claim 2 wherein said pressure is between about 5×10 4 N/m 2 and about 5×10 6 N/m 2 .
Claim 5
Dependent Claim
25 words
A process as defined in claim 1 wherein said alkyl group contains from about 6 to about 20 carbon atoms in the primary carbon chain.
Claim 6
Dependent Claim
34 words
A process as defined in claim 1 wherein said alkyl-substituted phenolic compound produced thereby contain a substantial amount of the isomer wherein the phenolic moiety is attached to the 2-position on the alkyl moiety.
Claim 7
Dependent Claim
23 words
A process as defined in claim 1 wherein said alkyl-substituted phenolic compound produced thereby are enriched with respect to the para-alkylphenolic isomer thereof.
Claim 8
Dependent Claim
16 words
A process as defined in claim 1 wherein said crystalline zeolite additionally comprises a binder therefor.
Claim 9
Dependent Claim
36 words
A process as defined in claims 1, 2, 3, 4, 5, 6 or 7 wherein said crystalline zeolite is chosen from the group consisting of: cancrinite, gmelinite, mordenite, offretite, ZSM-12 and synthetic or naturally-occurring isotypes thereof.
Claim 10
Dependent Claim
23 words
A process as defined in claims 1, 2, 3, 4, 5, 6 or 7 wherein said zeolite has the crystal structure of cancrinite.
Claim 11
Dependent Claim
23 words
A process as defined in claims 1, 2, 3, 4, 5, 6 or 7 wherein said zeolite has the crystal structure of gmelinite.
Claim 12
Dependent Claim
23 words
A process as defined in claims 1, 2, 3, 4, 5, 6 or 7 wherein said zeolite has the crystal structure of mordenite.
Claim 13
Dependent Claim
22 words
A process as defined in claims 1, 2, 3, 4, 5, 6 or 7 wherein zeolite has the crystal structure of offretite.
Claim 14
Dependent Claim
23 words
A process as defined in claims 1, 2, 3, 4, 5, 6 or 7 wherein said zeolite has the crystal structure of ZSM-12.
Claim 15
Dependent Claim
29 words
A process as defined in claim 1 wherein said crystalline zeolite has been subjected to treatment to remove at least some of the aluminum atoms therein prior to use.
Claim 16
Dependent Claim
16 words
A process as defined in claim 1 wherein said zeolite has been steamed prior to use.
References Cited (Backward Citations)
SU185930A1
Cited
SU352869A1
Cited
US2874194A
Cited
GB1150209A
Cited
US3706807A
Cited
US3728408A
Cited
US3872173A
Cited
US3876710A
Cited
US3992455A
Cited
SU539021A1
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1984-08-10 | 1985-02-09 | 1985-08-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-08-10 | 1989-02-09 | 1989-08-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-08-10 | 1993-02-09 | 1993-08-11 | $7700.00 | Window Closed / Lapsed |