Patent US3674853A successfully refreshed from Google Patents.
US3674853A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Sulfur-containing carborane derivatives and the method of preparation
Assignee: Olin Corp
•
Filing: 1970-09-25
•
Granted: 1972-07-04
•
Expires: 1990-09-25
Abstract
Abstract This invention relates to compounds of the formula: RSCB10HaX10 aCSR is selected from the group consisting of chlorine, bromine, and iodine, and a is an integer from 0 to 10 inclusive and to the method of preparing such compounds. MSCB10HaX10 aCSM wherein R is selected from the group consisting of hydrogen, alkyl having from one to 18 carbon atoms, and the radical: WHEREIN R'' and R'''' are independently selected from the group consisting of hydrogen and alkyl having from one to five carbon atoms, and n is an integer from 0 to 1 inclusive; X IS SELECTED FROM THE GROUP CONSISTING OF CHLORINE, BROMINE, AND IODINE, AND A IS AN INTEGER FROM ) TO -) INCLUSIVE AND TO THE METHOD OF PREPARING SUCH COMPOUNDS. It also relates to the metallothiocarboranes having the general formula: MSCB10HaX10aCSM wherein M is an alkali metal selected from the group consisting of sodium, lithium and cesium and X and a are as previously defined. These compounds find utility as aircraft gas turbine fuels and wood preserves.
Inventors
- 👤 Clayton O Obenland
- 👤 Stelvio Papetti
- 👤 Hampton D Smith Jr
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-24 22:31
CPC Classifications
C; C07; C07F; C07F5/00; C07F5/02; C07F5/027; B; B27; B27K; B27K3/00; B27K3/34; B27K3/36; B27K3/38
Claims Analysis
Total Claims: 20
Claim 1
Independent Claim
20 words
The compound of claim 1 wherein the carborane is the meta isomer, each R is hydrogen and a is 10.
Claim 2
Dependent Claim
20 words
The compound of claim 1 wherein the carborane is the ortho isomer, each R is hydrogen and a is 10.
Claim 3
Dependent Claim
23 words
The compound of claim 1 wherein the carborane is the ortho isomer, each R is hydrogen, X is bromine and a is 9.
Claim 4
Dependent Claim
23 words
The compound of claim 1 wherein the carborane is the ortho isomer, each R is hydrogen, X is bromine and a is 7.
Claim 5
Dependent Claim
20 words
The compound of claim 1 wherein the carborane is the ortho isomer, each R is methyl and a is 10.
Claim 6
Dependent Claim
23 words
The compound of claim 1 wherein the carborane is the ortho isomer, each R is methyl, X is bromine and a is 8.
Claim 7
Dependent Claim
23 words
The compound of claim 1 wherein the carborane is the ortho isomer, each R is ethyl, X is bromine and a is 8.
Claim 8
Dependent Claim
20 words
The compound of claim 1 wherein the carborane is the ortho isomer, each R is phenyl and a is 10.
Claim 9
Dependent Claim
20 words
The compound of claim 1 wherein the carborane is the ortho isomer, each R is benzyl and a is 10.
Claim 10
Dependent Claim
20 words
The compound of claim 1 wherein the carborane is the meta isomer, each R is p-tolyl and a is 10.
Claim 11
Dependent Claim
20 words
The compound of claim 1 wherein the carborane is the meta isomer, each R is ethyl and a is 10.
Claim 12
Dependent Claim
58 words
A compound selected from the group consisting of derivatives of ortho-, meta- and para-carboranes having the formula: MSCB10HaX10 aCSM wherein M is an alkali metal selected from the group consisting of sodium, lithium, potassium and cesium; X is selected from the group consisting of chlorine, bromine and iodine; and a is an integer from 0 to 10 inclusive.
Claim 13
Dependent Claim
205 words
A process for preparing the compound of claim 1 which comprises reacting a compound selected from the group consisting of dialkali metallo ortho-, meta- and para-carboranes having the formula: MCB10HaX10 aCM wherein M is an alkali metal selected from the group consisting of sodium, potassium, lithium and cesium; X is selected from the group consisting of chlorine, bromine and iodine; and a is an integer from 0 to 10 inclusive; with sulfur in a substantially anhydrous polar solvent medium at a temperature between about -20* C. to 150* C., thereby providing a dialkali metallothiocarborane having the formula: MSCB10HaX10 aCSM wherein M, X and a are as previously described, and then reacting said dialkali metallothiocarborane with a material selected from the group consisting of water, dilute hydrochloric acid, dilute sulfuric acid and an organohalide having the formula: RY wherein R is selected from the group consisting of alkyl having from one to 18 carbon atoms, and the radical: wherein R'' and R'''' are independently selected from the group consisting of hydrogen and alkyl having from one to five carbon atoms, and n is an integer from zero to one inclusive; and Y is a halogen selected from the group consisting of chlorine, bromine, iodine and fluorine.
Claim 14
Dependent Claim
28 words
The process of claim 14 wherein the said dialkali metallocarborane is 1,2-dilithio-o-carborane, the said polar solvent medium is diethyl ether, and the said material is dilute hydrochloric acid.
Claim 15
Dependent Claim
144 words
A process for preparing the compound of claim 1 which comprises reacting a compound selected from the group consisting of dialkali metallo ortho-, meta- and para-carboranes having the formula: MCB10HaX10 aCM wherein M is an alkali metal selected from the group consisting of sodium, potassium, lithium and cesium; X is selected from the group consisting of chlorine, bromine, and iodine; and a is an integer from 0 to 10 inclusive, with an organodisulfide having the formula: RS-SR wherein R is selected from the group consisting of alkyl having from one to 18 carbon atoms, and the radical: wherein R'' and R'''' are independently selected from the group consisting of hydrogen and alkyl having from one to five carbon atoms, and n is an integer from 0 to 1 inclusive; in a polar solvent medium at a temperature between about -20* C. and 150* C.
Claim 16
Dependent Claim
19 words
The process of claim 16 in which a temperature between about 0* C. and about 20* C. is employed.
Claim 17
Dependent Claim
16 words
The process of claim 16 wherein M is lithium, a is ten and R is methyl.
Claim 18
Dependent Claim
16 words
The process of claim 16 wherein M is lithium, a is 10 and R is benzyl.
Claim 19
Dependent Claim
16 words
The process of claim 16 wherein M is lithium, a is 10 and R is phenyl.
Claim 20
Dependent Claim
19 words
The process of claim 16 wherein M is lithium, a is 8, X is bromine and R is methyl.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1975-07-04 | 1976-01-03 | 1976-07-04 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1979-07-04 | 1980-01-03 | 1980-07-04 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1983-07-04 | 1984-01-03 | 1984-07-04 | $7700.00 | Window Closed / Lapsed |