Patent US3674827A successfully refreshed from Google Patents.
US3674827A
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US
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Preparation of aromatic isocyanates
Assignee: Olin Corp
•
Filing: 1968-09-03
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Granted: 1972-07-04
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Expires: 1988-09-03
Abstract
Abstract In the process for preparing an organic isocyanate by reacting an organic nitro compound with carbon monoxide in the presence of a catalyst, improved recovery of the organic isocyanate is obtained when the reaction is carried out in the presence of discrete particles of an oxide of iron. Further improvement in the recovery is also obtained when an oxide of molybdenum, an oxide of chromium, or mixture thereof is also added to the reaction mixture along with the oxide of iron.
Inventors
- 👤 Velliyur Nott Padmanabha Rao
- 👤 John A Scott
- 👤 Benjamin M Surowiecki Jr
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 16:08
CPC Classifications
C; C07; C07C; C07C263/00; C07C263/14
Claims Analysis
Total Claims: 38
Claim 1
Independent Claim
2 words
Dichloro bis(isoquinoline)palladium
Claim 2
Dependent Claim
49 words
a heteroaromatic nitrogen compound having a ring containing a. five or six members in the ring, b. only nitrogen and carbon in the ring, c. no more than two nitrogen atoms in the ring, and d. at least two double bonds in the ring, and C. a mixture of
Claim 3
Dependent Claim
71 words
an oxide of an element selected from the group consisting of a. molybdenum, b. vanadium, and c. chromium, the improvement which comprises carrying out said reaction in the presence of discrete particles of an oxide of iron selected from the group consisting of ferric oxide and ferrous oxide, wherein the proportion of said oxide of iron is between about 0.1 and about 100 percent by weight of said aromatic nitro compound.
Claim 4
Dependent Claim
28 words
The process of claim 1 wherein the proportion of said oxide of iron is between about 5 and about 20 percent by weight of said aromatic nitro compound.
Claim 5
Dependent Claim
26 words
The process of claim 1 wherein the proportion of said catalyst system is between about 1 and about 100 weight percent of said aromatic nitro compound.
Claim 6
Dependent Claim
2 words
Palladium dichloride
Claim 7
Dependent Claim
2 words
Rhodium trichloride
Claim 8
Dependent Claim
23 words
The process of claim 1 wherein said aromatic nitro compound is selected from the group consisting of nitrobenzene, dinitrotoluene, nitroisocyanatotoluene, and mixtures thereof.
Claim 9
Dependent Claim
30 words
The process of claim 1 wherein said noble metal compound is selected from the group consisting of palladium chloride, rhodium trichloride, iridium trichloride, rhenium trichloride, platinum tetrachloride and mixtures thereof.
Claim 10
Dependent Claim
5 words
Rhodium trichloride + palladium dichloride
Claim 11
Dependent Claim
8 words
Rhodium trichloride + palladium dichloride + molybdenum oxide
Claim 12
Dependent Claim
35 words
The process of claim 5 wherein said oxide of an element is selected from the group consisting of chromic oxide, chromium dioxide, chromic anhydride, chromous oxide, molybdenum sesquioxide, molybdenum dioxide, molybdenum trioxide and vanadium pentoxide.
Claim 13
Dependent Claim
23 words
The process of claim 5 wherein said heteroaromatic nitrogen compound is selected from the group consisting of pyridine, isoquinoline, quinoline and mixtures thereof.
Claim 14
Dependent Claim
8 words
Rhodium trichloride + palladium dichloride + vanadium pentoxide
Claim 15
Dependent Claim
5 words
Palladium dichloride + cupric chloride
Claim 16
Dependent Claim
14 words
and 15 moles of carbon monoxide per nitro group in said aromatic nitro compound.
Claim 17
Dependent Claim
16 words
The process of claim 5 wherein said catalyst system is selected from the group consisting of
Claim 18
Dependent Claim
12 words
The process of claim 8 wherein said catalyst system is palladium dichloride.
Claim 19
Dependent Claim
4 words
Rhodium trichloride + isoquinoline
Claim 20
Dependent Claim
4 words
Palladium dichloride + isoquinoline
Claim 21
Dependent Claim
26 words
The process of claim 1 wherein the proportion of said catalyst system is between about 0.001 and about 500 weight percent of said aromatic nitro compound.
Claim 22
Dependent Claim
13 words
The process of claim 10 wherein said oxide of iroN is ferric oxide.
Claim 23
Dependent Claim
4 words
Rhodium trichloride + pyridine
Claim 24
Dependent Claim
4 words
Palladium dichloride + pyridine.
Claim 25
Dependent Claim
30 words
The process of claim 11 wherein said ferric oxide has a particle size diameter in the range from about 1 X 10 5 to about 2 X 10 3 inches.
Claim 26
Dependent Claim
89 words
The process of claim 12 wherein said catalyst system is selected from the group consisting of I. a mixture or complex of a. a noble metal compound and b. a heteroaromatic nitrogen compound II. wherein said noble metal compound is selected from the group consisting of a. palladous chloride, b. rhodium trichloride, c. iridium trichloride, d. rhenium trichloride, e. platinum tetrachloride and f. mixtures thereof and III. wherein said heteroaromatic nitrogen compound is selected from the group consisting of a. pyridine, b. isoquinoline, c. quinoline and d. mixtures thereof.
Claim 27
Dependent Claim
18 words
The process of claim 13 wherein said catalyst system is a mixture of dichloro bis(isoquinoline)-palladium and molybdenum trioxide.
Claim 28
Dependent Claim
20 words
The process of claim 13 wherein said catalyst system is a mixture of dichloro bis(isoquinoline)-palladium, molybdenum trioxide and chromic anhydride.
Claim 29
Dependent Claim
12 words
The process of claim 13 wherein said catalyst system is dichloro bis(isoquinoline)palladium.
Claim 30
Dependent Claim
19 words
The process of claim 13 wherein said catalyst system is a mixture of dichloro bis(pyridine)palladium, molybdenum trioxide and pyridine.
Claim 31
Dependent Claim
17 words
The process of claim 13 wherein said catalyst system is a mixture of pyridine and dichloro bis-(pyridine)palladium.
Claim 32
Dependent Claim
17 words
The process of claim 13 wherein said reaction is carried out in a solvent of ortho dichlorobenzene.
Claim 33
Dependent Claim
26 words
The process of claim 19 wherein the proportion of said catalyst system is between about 1 and about 100 weight percent of said aromatic nitro compound.
Claim 34
Dependent Claim
28 words
The process of claim 20 wherein the proportion of said oxide of iron is between about 5 and about 20 percent by weight of said aromatic nitro compound.
Claim 35
Dependent Claim
63 words
The process of claim 20 wherein said elevated pressure is in the range between about 30 and about 30,000 psig, said elevated temperature is in the range between about 100* C. and about 250* C., and the proportion of carbon monoxide is in the range between about 3 and about 50 moles of carbon monoxide per nitro group in said aromatic nitro compound.
Claim 36
Dependent Claim
46 words
The process of claim 20 wherein said elevated pressure is in the range between about 100 and about 20,000 psig, said elevated temperature is in the range between about 100* C. and 150* C and the proportion of carbon monoxide is in the range between about
Claim 37
Dependent Claim
12 words
The process of claim 20 wherein said catalyst system contains molybdenum trioxide.
Claim 38
Dependent Claim
12 words
The process of claim 20 wherein said catalyst system contains chromic anhydride.
References Cited (Backward Citations)
No citation records indexed.
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 |