GB1115260A - A process for the production of carbodiimides and carbodiimide-isocyanate adducts - Google Patents
A process for the production of carbodiimides and carbodiimide-isocyanate adductsInfo
- Publication number
- GB1115260A GB1115260A GB1113867A GB1113867A GB1115260A GB 1115260 A GB1115260 A GB 1115260A GB 1113867 A GB1113867 A GB 1113867A GB 1113867 A GB1113867 A GB 1113867A GB 1115260 A GB1115260 A GB 1115260A
- Authority
- GB
- United Kingdom
- Prior art keywords
- aryl
- alkyl
- aryloxyphosphono
- alkoxyphosphono
- ring
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 239000012948 isocyanate Substances 0.000 title abstract 3
- 150000001718 carbodiimides Chemical class 0.000 title abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 6
- 125000003118 aryl group Chemical group 0.000 abstract 6
- 238000010438 heat treatment Methods 0.000 abstract 3
- GCGFIFNQFLLJIR-UHFFFAOYSA-N 5-bromo-1-methylindole-2-carboxylic acid Chemical group BrC1=CC=C2N(C)C(C(O)=O)=CC2=C1 GCGFIFNQFLLJIR-UHFFFAOYSA-N 0.000 abstract 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 abstract 2
- RXXCIBALSKQCAE-UHFFFAOYSA-N 3-methylbutoxymethylbenzene Chemical compound CC(C)CCOCC1=CC=CC=C1 RXXCIBALSKQCAE-UHFFFAOYSA-N 0.000 abstract 1
- CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical compound C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 abstract 1
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical class O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 abstract 1
- 150000002513 isocyanates Chemical class 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 239000005056 polyisocyanate Substances 0.000 abstract 1
- CYTQBVOFDCPGCX-UHFFFAOYSA-N trimethyl phosphite Chemical compound COP(OC)OC CYTQBVOFDCPGCX-UHFFFAOYSA-N 0.000 abstract 1
- HVLLSGMXQDNUAL-UHFFFAOYSA-N triphenyl phosphite Natural products C=1C=CC=CC=1OP(OC=1C=CC=CC=1)OC1=CC=CC=C1 HVLLSGMXQDNUAL-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/40—Esters thereof
- C07F9/4003—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
- C07F9/4062—Esters of acids containing the structure -C(=X)-P(=X)(XR)2 or NC-P(=X)(XR)2, (X = O, S, Se)
- C07F9/4065—Esters of acids containing the structure -C(=X)-P(=X)(XR)2, (X = O, S, Se)
Landscapes
- Chemical & Material Sciences (AREA)
- Crystallography & Structural Chemistry (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Polyurethanes Or Polyureas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Polycarbodiimides are prepared by heating organic di- or poly-isocyanates at above 150 DEG C. in presence of a catalyst R2NCOY or R2NCSY, where R is H, alkyl or aryl, or R2N forms a ring, and Y is H, alkyl, aryl, alkoxyphosphono, aryloxyphosphono or NQ2 in which one Q is H, alkyl or aryl and the other Q is the same, alkoxyphosphono, aryloxyphosphono or an acyl radical derived from a carboxylic or sulphonic acid; or one R and Y may be closed to form a ring. In examples, diphenylmethane-, benzene-, toluene- and hexamethylene-diisocyanates are used.ALSO:Carbodiimides or carbodiimide-isocyanate adducts are prepared by heating an organic isocyanate at above 150 DEG C. in presence of a catalyst R2NCOY or R2NCSY, where R is H, alkyl or aryl, or R2N forms a ring, and Y is H, alkyl, aryl, alkoxyphosphono, aryloxyphosphono or NQ2 in which one Q is H, alkyl or aryl and the other Q is the same, alkoxyphosphono, aryloxyphosphono or an acyl radical derived from a carboxylic or sulphonic acid; or one R and Y may be closed to form a ring. Dimethoxyphosphonoform - N - methylanilide is prepared in Example 5 by heating a mixture of PhNMeCOCl and P(OMe)3 at 110 DEG C.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF0048694 | 1966-03-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1115260A true GB1115260A (en) | 1968-05-29 |
Family
ID=7102420
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1113867A Expired GB1115260A (en) | 1966-03-18 | 1967-03-09 | A process for the production of carbodiimides and carbodiimide-isocyanate adducts |
Country Status (3)
| Country | Link |
|---|---|
| DE (1) | DE1568501C3 (en) |
| FR (1) | FR1514803A (en) |
| GB (1) | GB1115260A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4294719A (en) | 1975-02-01 | 1981-10-13 | Bayer Aktiengesellschaft | Polyisocyanates which contain carbodiimide groups and which are stable in storage |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4072712A (en) * | 1966-03-18 | 1978-02-07 | Bayer Aktiengesellschaft | Process for the production of carbodiimides and carbodiimide-isocyanate adducts |
-
1966
- 1966-03-18 DE DE19661568501 patent/DE1568501C3/en not_active Expired
-
1967
- 1967-03-09 GB GB1113867A patent/GB1115260A/en not_active Expired
- 1967-03-17 FR FR99232A patent/FR1514803A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4294719A (en) | 1975-02-01 | 1981-10-13 | Bayer Aktiengesellschaft | Polyisocyanates which contain carbodiimide groups and which are stable in storage |
Also Published As
| Publication number | Publication date |
|---|---|
| DE1568501C3 (en) | 1973-12-13 |
| FR1514803A (en) | 1968-02-23 |
| DE1568501A1 (en) | 1970-04-30 |
| DE1568501B2 (en) | 1973-05-24 |
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