US3758621A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Process for producing cyclododecatrienes
Assignee: Mitsubishi Chemical Corp
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Filing: 1971-12-14
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Granted: 1973-09-11
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Expires: 1991-12-14
Abstract
Abstract Crude butadiene-1,3 which is a B-B fraction is subjected to catalytic trimerization to produce cyclododecatriene-1,5,9 in the presence of a Ziegler-type catalyst comprising a Ti-compound, e.g., Ti (OPrCl)Cl3, an Al-compound, e.g., AlEt2Cl, and electrondonor compounds containing S and containing P, e.g., dimethyl sulfoxide and triphenyl phosphate.
Inventors
- 👤 N Tamura
- 👤 K Yamagishi
- 👤 H Morikawa
- 👤 A Nakamura
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 11:49
CPC Classifications
C; C07; C07C; C07C2/00; C07C2/02; C07C2/42; C07C2/44; C07C2/46; C07C2/465; C07C2531/00; C07C2531/02; C07C2531/12; C07C2531/14; C07C2601/00; C07C2601/18; C07C2601/20
Claims Analysis
Total Claims: 6
Claim 1
Independent Claim
65 words
A process for producing cyclododecatriene-1,5,9 as claimed in claim 1 in which said B-B fraction is a distillation product of crude B-B fraction which has been derived from naphtha cracking and comprises: % by weight 1,3-butadiene 25 to 50 butane + butene 50 to 70 allene 0.02 to 2 methylacetylene 0.02 to 2 ethylacetylene 0.05 to 2 vinylacetylene 0.05 to 2 cyclopentadiene 0.1 to 2
Claim 2
Dependent Claim
24 words
A process for producing cyclododecatriene-1,5,9 as claimed in claim 1 in which said B-B fraction contains 60 to 90 percent by weight of butadiene.
Claim 3
Dependent Claim
126 words
A process for producing cyclododecatriene-1,5,9 as claimed in claim 1 in which said titanium compound (I) has the general formula: TiXnY4 n wherein X is halogen, Y is alkoxy, cycloalkoxy, or chloroalkoxy, each alkoxy group having from one to 10 carbon atoms, acetylacetonato, aryloxy, or a chloroaryloxy, each aryloxy group being selected from the group consisting of phenoxy and methyl-substituted phenoxies, and n is a positive integer of from 0 to 4, inclusive, and sAid aluminum compound (II) has the general formula: AlR''mCl3 m wherein R'' is alkyl or cycloalkyl of one to 10 carbon atoms, aryl selected from the group consisting of phenyl and methyl-substituted phenyls, and m is 1.5 or 2, the mole ratio of the compound (II)/the compound (I) being 1 to 100.
Claim 4
Dependent Claim
132 words
A process for producing cyclododecatriene-1,5,9 as claimed in claim 1 in which said electron-donor compound containing phosphorus (IIIA) has the general formula: POR''''3 wherein R'''' is alkyl or cycloalkyl having from one to 10 carbon atoms, aryl selected from the group consisting of phenyl and methyl substituted phenyls, alkoxy of one to 10 carbon atoms, or aryloxy selected from the group consisting of phenoxy and methyl-substituted phenoxies, and said electron donor compound containing sulphur (IIIB) has the general formula: SOR''''''2 wherein R'''''' is alkyl having one to 10 carbon atoms, or aryl selected from the group consisting of phenyl and methyl-substituted phenyls, the mole ratio of the (compound IIIA -compound IIIB)/the titanium compound (I) being 0.01 to 4.0, and the mole ratio of the compound IIIA/the compound IIIB being 0.01 to 10.0.
Claim 5
Dependent Claim
37 words
A process for producing cyclododecatriene-1,5,9 as claimed in claim 1 in which said catalyst is produced by adding the aluminum compound (II) to a mixture of the titanium compound (I) and the electron-donor compound IIIA and IIIB.
Claim 6
Dependent Claim
26 words
A process for producing cyclododecatriene-1,5,9 as claimed in claim 1 in which said B-B fraction is caused to contact the Ziegler catalyst in an organic solvent.
References Cited (Backward Citations)
US3076045A
Cited
US3149173A
Cited
US3641187A
Cited
US3644548A
Cited
US3663639A
Cited
US3636174A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1976-09-10 | 1977-03-12 | 1977-09-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1980-09-10 | 1981-03-12 | 1981-09-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1984-09-10 | 1985-03-12 | 1985-09-11 | $7700.00 | Window Closed / Lapsed |