GB881820A - Production of organo-borazole compounds - Google Patents
Production of organo-borazole compoundsInfo
- Publication number
- GB881820A GB881820A GB3959/60D GB395960D GB881820A GB 881820 A GB881820 A GB 881820A GB 3959/60 D GB3959/60 D GB 3959/60D GB 395960 D GB395960 D GB 395960D GB 881820 A GB881820 A GB 881820A
- Authority
- GB
- United Kingdom
- Prior art keywords
- tris
- borane
- primary
- substituted
- isopropylamino
- 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
- -1 amine salt Chemical class 0.000 abstract 5
- UORVGPXVDQYIDP-UHFFFAOYSA-N borane Chemical compound B UORVGPXVDQYIDP-UHFFFAOYSA-N 0.000 abstract 5
- 239000007983 Tris buffer Substances 0.000 abstract 4
- 229910000085 borane Inorganic materials 0.000 abstract 3
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 2
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 abstract 2
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 abstract 2
- 125000003342 alkenyl group Chemical group 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- TVJORGWKNPGCDW-UHFFFAOYSA-N aminoboron Chemical compound N[B] TVJORGWKNPGCDW-UHFFFAOYSA-N 0.000 abstract 2
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 abstract 2
- KKAXNAVSOBXHTE-UHFFFAOYSA-N boranamine Chemical group NB KKAXNAVSOBXHTE-UHFFFAOYSA-N 0.000 abstract 2
- BGECDVWSWDRFSP-UHFFFAOYSA-N borazine Chemical compound B1NBNBN1 BGECDVWSWDRFSP-UHFFFAOYSA-N 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- FDLQTAFYNVOAIN-UHFFFAOYSA-N ctk0i1162 Chemical class NB(N)N FDLQTAFYNVOAIN-UHFFFAOYSA-N 0.000 abstract 2
- FDKMNUKIBSZTAU-UHFFFAOYSA-N n-bis(propan-2-ylamino)boranylpropan-2-amine Chemical compound CC(C)NB(NC(C)C)NC(C)C FDKMNUKIBSZTAU-UHFFFAOYSA-N 0.000 abstract 2
- MBNDZJCFAHJKNZ-UHFFFAOYSA-N n-dianilinoboranylaniline Chemical group C=1C=CC=CC=1NB(NC=1C=CC=CC=1)NC1=CC=CC=C1 MBNDZJCFAHJKNZ-UHFFFAOYSA-N 0.000 abstract 2
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 2
- 150000003141 primary amines Chemical class 0.000 abstract 2
- 125000001424 substituent group Chemical group 0.000 abstract 2
- ICSNLGPSRYBMBD-UHFFFAOYSA-N 2-aminopyridine Chemical compound NC1=CC=CC=N1 ICSNLGPSRYBMBD-UHFFFAOYSA-N 0.000 abstract 1
- BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 1
- DOVXKYDNECTHJN-UHFFFAOYSA-N N-bis(pyridin-2-ylamino)boranylpyridin-2-amine Chemical group N1=C(C=CC=C1)NB(NC1=NC=CC=C1)NC1=NC=CC=C1 DOVXKYDNECTHJN-UHFFFAOYSA-N 0.000 abstract 1
- TVBSICLTKQXMSY-UHFFFAOYSA-N N-bis(thiophen-2-ylamino)boranylthiophen-2-amine Chemical group S1C(=CC=C1)NB(NC=1SC=CC1)NC=1SC=CC1 TVBSICLTKQXMSY-UHFFFAOYSA-N 0.000 abstract 1
- VYTHQHXLEDFLDY-UHFFFAOYSA-N NC1=C(C(=NB1)N)N Chemical class NC1=C(C(=NB1)N)N VYTHQHXLEDFLDY-UHFFFAOYSA-N 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 1
- 239000000654 additive Substances 0.000 abstract 1
- 125000006323 alkenyl amino group Chemical group 0.000 abstract 1
- 150000003973 alkyl amines Chemical group 0.000 abstract 1
- 125000003282 alkyl amino group Chemical group 0.000 abstract 1
- 229910021538 borax Inorganic materials 0.000 abstract 1
- 239000002283 diesel fuel Substances 0.000 abstract 1
- 239000000446 fuel Substances 0.000 abstract 1
- KIUAERUGDCOOSB-UHFFFAOYSA-N hydron;trimethylazanium;sulfate Chemical compound CN(C)C.OS(O)(=O)=O KIUAERUGDCOOSB-UHFFFAOYSA-N 0.000 abstract 1
- NQMRYBIKMRVZLB-UHFFFAOYSA-N methylamine hydrochloride Chemical compound [Cl-].[NH3+]C NQMRYBIKMRVZLB-UHFFFAOYSA-N 0.000 abstract 1
- ISYORFGKSZLPNW-UHFFFAOYSA-N propan-2-ylazanium;chloride Chemical compound [Cl-].CC(C)[NH3+] ISYORFGKSZLPNW-UHFFFAOYSA-N 0.000 abstract 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 1
- 239000000376 reactant Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000004328 sodium tetraborate Substances 0.000 abstract 1
- 235000010339 sodium tetraborate Nutrition 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/30—Organic compounds compounds not mentioned before (complexes)
- C10L1/301—Organic compounds compounds not mentioned before (complexes) derived from metals
- C10L1/303—Organic compounds compounds not mentioned before (complexes) derived from metals boron compounds
-
- 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
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/02—Boron compounds
- C07F5/022—Boron compounds without C-boron linkages
-
- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F02—COMBUSTION ENGINES; HOT-GAS OR COMBUSTION-PRODUCT ENGINE PLANTS
- F02B—INTERNAL-COMBUSTION PISTON ENGINES; COMBUSTION ENGINES IN GENERAL
- F02B3/00—Engines characterised by air compression and subsequent fuel addition
- F02B3/06—Engines characterised by air compression and subsequent fuel addition with compression ignition
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Lubricants (AREA)
Abstract
881,820. Substituted triaminoborazoles. UNITED STATES BORAX & CHEMICAL CORPORATION. Feb. 4, 1960 [March 6, 1959], No. 3957/60. Class 2 (3). Substituted tri-aminoborazoles are made by treating a substituted tris(amino) borane with an amine salt of sulphuric, hydrochloric, hydrobromic or trifluoroacetic acid, the substituted tris(amino) borane being a primary or secondary tris(alkylamino) borane or tris (alkenylamino) borane in which the alkyl or alkenyl groups have from 1 to 6 carbon atoms, a primary or secondary tris(phenylamino) borane, a primary or secondary tris(thiophenylamino) borane, a primary or secondary tris(pyridylamino) borane or tris-pyrrolo-borane; the amine salt being a salt of a primary, secondary or tertiary alkylamine or alkenylamine in which the alkyl or alkenyl groups have from 1 to 6 carbon atoms, or of a primary, secondary or tertiary phenylamine, thiophenylamine or pyridylamine, or of pyridine or pyrrole, and at least one of the two starting compounds first specified being derived from a primary amine. When primary or secondary aminoboranes are used with primary or secondary amine salts having on their nitrogen atoms groups different from the groups on the nitrogen atoms of the aminoboranes, the borazole product includes ring substituents from both reactants. When a primary aminoborane is used with a tertiary amine salt the ring substituents of the borazole are all derived from the aminoborane. Examples describe the preparation of (1) B-tris(isopropylamino)-N-triisopropylborazole from isopropylamine hydrochloride and tris(isopropylamino) borane; (2) triisopropyl-trimethyl-B-triaminoborazole from tris(isopropylamino) borane and methylamine hydrochloride; and (3) B-tris(anilino)-N-triphenylborazole from tris(anilino) borane and trimethylamine sulphate. The borazoles are useful additives for motor spirit, Diesel oil and jet fuel.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US881820XA | 1959-03-06 | 1959-03-06 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB881820A true GB881820A (en) | 1961-11-08 |
Family
ID=22209840
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3959/60D Expired GB881820A (en) | 1959-03-06 | 1960-02-04 | Production of organo-borazole compounds |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB881820A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2018138384A1 (en) * | 2017-01-30 | 2018-08-02 | Centre National De La Recherche Scientifique | Polyaminoboranes |
-
1960
- 1960-02-04 GB GB3959/60D patent/GB881820A/en not_active Expired
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2018138384A1 (en) * | 2017-01-30 | 2018-08-02 | Centre National De La Recherche Scientifique | Polyaminoboranes |
| FR3062388A1 (en) * | 2017-01-30 | 2018-08-03 | Centre National De La Recherche Scientifique - Cnrs | POLYAMINOBORANES |
| US11091593B2 (en) | 2017-01-30 | 2021-08-17 | Centre National De La Recherche Scientifique | Polyaminoboranes |
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