US4032588A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Process for preparing 2,6,10,15,19,23-hexamethyltetracosane
Assignee: Shiseido Co Ltd
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Filing: 1975-02-04
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Granted: 1977-06-28
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Expires: 1995-02-04
Abstract
Abstract A non-irritating base component useful for cosmetics and topical preparations consisting of 2,6,10,15,19,23-hexamethyltetracosane having a high stability and being very safe for use on skin are hereby disclosed. Said component is synthesized by (a) preparing diacetylene dialcohol by reacting at least one ketone selected from the group consisting of 6,10-dimethylundecan-2-one, 6,10-dimethylundeca-3,9-dien-2-one, 6,10-dimethylundeca-5,9-dien-2-one, 6,10-dimethylundeca-5,10-dien-2-one and 6,10-dimethylundeca-3,5,9-trien-2-one, with acetylene and then subjecting the reaction product to the oxidation coupling, or by reacting ketone with diacetylene and (b) hydrocracking the diacetylene dialcohol directly or after hydrogenation.
Inventors
- 👤 Kenichi Tomita
- 👤 Toshiaki Shibuya
- 👤 Suzuko Koshiba
- 👤 Kazuo Itoi
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 09:15
CPC Classifications
A; A61; A61Q; A61Q19/00; A61K; A61K8/00; A61K8/18; A61K8/30; A61K8/31; C; C07; C07C; C07C29/00; C07C29/17; C07C29/172; C07C29/32; C07C29/36; C07C29/38; C07C29/42; C07C9/00; C07C9/22; A61Q1/00; A61Q1/02; A61Q1/04; A61Q1/06; A61Q17/00; A61Q17/04; A61Q19/10; A61Q5/00; Y; Y10; Y10S; Y10S424/00; Y10S424/05; Y10S585/00; Y10S585/929; Y10S585/93; Y10S585/934
Claims Analysis
Total Claims: 3
Claim 1
Independent Claim
136 words
A process for preparing 2, 6, 10, 15, 19, 23-hexamethyltetracosane, comprising the steps of: (a) preparing diacetylene dialcohol (i) by reacting at least one ketone selected from the group consisting of 6, 10-dimethylundecan-2-one, 6, 10-dimethylundeca-3, 9-dien-2-one, 6, 10-dimethylundeca-5, 9-dien-2-one, 6, 10-dimethylundeca-5, 10-dien-2-one and 6, 10-dimethylundeca-3, 5, 9-trien-2-one with acetylene in liquid amonia in the presence of metallic sodium under reflux of liquid ammonia condition and then subjecting the reaction product to the oxidative coupling in the presence of cuprous chloride at room temperature while blowing oxygen thereinto or (ii) by reacting said ketone with diacetylene in liquid ammonia in the presence of at least one metal selected from the group consisting of metallic sodium and metallic lithium under reflux of liquid ammonia condition; (b) hydrocracking the diacetylene with hydrogen in the presence of a nickel catalyst.
Claim 2
Dependent Claim
136 words
A process for preparing 2, 6, 10, 15, 19, 23-hexamethyltetracosane, comprising the steps of: (a) preparing diacetylene dialcohol (i) by reacting at least one ketone selected from the group consisting of 6, 10-dimethylundecan-2-one, 6, 10-dimethylundeca-3, 9-dien-2-one, 6, 10-dimethylundeca-5, 9-dien-2-one, 6, 10-dimethylundeca-5, 10-dien-2-one and 6, 10-dimethylundeca-3, 5, 9-trien-2-one with acetylene in liquid amonia in the presence of metallic sodium under reflux of liquid ammonia condition and then subjecting the reaction product to the oxidative coupling in the presence of cuprous chloride at room temperature while blowing oxygen thereinto or (ii) by reacting said ketone with diacetylene in liquid ammonia in the presence of at least one metal selected from the group consisting of metallic sodium and metallic lithium under reflux of liquid ammonia condition; (b) hydrocracking the diacetylene with hydrogen in the presence of a nickel catalyst.
Claim 3
Dependent Claim
33 words
The process as claimed in claim 1, wherein said diacetylene prepared in the step (i) or (ii) is further hydrogenated with hydrogen in the presence of metallic palladium catalyst prior to said hydrocracking.
References Cited (Backward Citations)
GB897867A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-06-27 | 1980-12-27 | 1981-06-28 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-06-27 | 1984-12-27 | 1985-06-28 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-06-27 | 1988-12-27 | 1989-06-28 | $7700.00 | Window Closed / Lapsed |