NO149890B - Orthosilicatestere for anvendelse som hydrauliske vaesker eller som en komponent i hydrauliske vaesker - Google Patents
Orthosilicatestere for anvendelse som hydrauliske vaesker eller som en komponent i hydrauliske vaesker Download PDFInfo
- Publication number
- NO149890B NO149890B NO740057A NO740057A NO149890B NO 149890 B NO149890 B NO 149890B NO 740057 A NO740057 A NO 740057A NO 740057 A NO740057 A NO 740057A NO 149890 B NO149890 B NO 149890B
- Authority
- NO
- Norway
- Prior art keywords
- hydraulic liquid
- monomethonium
- methonium
- bis
- azabicyclo
- Prior art date
Links
- 239000007788 liquid Substances 0.000 title description 3
- 150000003839 salts Chemical class 0.000 claims description 11
- LICHZOBEUWVYSY-UHFFFAOYSA-N 3-azabicyclo[3.2.2]nonane Chemical class C1CC2CCC1CNC2 LICHZOBEUWVYSY-UHFFFAOYSA-N 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 229910052736 halogen Inorganic materials 0.000 claims description 4
- 150000002367 halogens Chemical class 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 3
- 239000011230 binding agent Substances 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 3
- 239000003960 organic solvent Substances 0.000 claims description 3
- 125000002373 5 membered heterocyclic group Chemical group 0.000 claims description 2
- 125000004070 6 membered heterocyclic group Chemical group 0.000 claims description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 229920006395 saturated elastomer Polymers 0.000 claims description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 8
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 2
- LQLJZSJKRYTKTP-UHFFFAOYSA-N 2-dimethylaminoethyl chloride hydrochloride Chemical compound Cl.CN(C)CCCl LQLJZSJKRYTKTP-UHFFFAOYSA-N 0.000 description 1
- 229940100198 alkylating agent Drugs 0.000 description 1
- 239000002168 alkylating agent Substances 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 description 1
- 230000005923 long-lasting effect Effects 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L sulfate group Chemical group S(=O)(=O)([O-])[O-] QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
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- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
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- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F15—FLUID-PRESSURE ACTUATORS; HYDRAULICS OR PNEUMATICS IN GENERAL
- F15B—SYSTEMS ACTING BY MEANS OF FLUIDS IN GENERAL; FLUID-PRESSURE ACTUATORS, e.g. SERVOMOTORS; DETAILS OF FLUID-PRESSURE SYSTEMS, NOT OTHERWISE PROVIDED FOR
- F15B21/00—Common features of fluid actuator systems; Fluid-pressure actuator systems or details thereof, not covered by any other group of this subclass
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Description
Fremgangsmåte til fremstilling av terapeutisk virksomme monomethonium- og bis-methoniumsalter av 3-azabicyclo-(3,2,2)-nonanderivater.
Foreliggende oppfinnelse angår en
fremgangsmåte til fremstilling av nye
monomethonium- eller bis-methoniumsalter av 3-azabicyclo-(3,2,2)-nonanderi-vater med den generelle formel:
i hvilken R<1>og R<2>betegner alkylgrupper med høyst 3 carbonatomer eller R<1>og R<2>sammen med nitrogenatomet danner en mettet, 5- eller 6-leddet heterocyklisk ring, og R<3>betegner hydrogen eller en alkyl-gruppe med høyst 3 carbonatomer. Som anion i disse salter kan der f. eks. være et halogenatom eller en sulfatgruppe. Fremgangsmåten ifølge oppfinnelsen utmerker seg ved at man kondenserer 3-azabicyclo-(3,2,2)-nonan med et halogenderivat med den generelle formel:
i hvilken R<1>, R<2>og R<:i>har de ovenfor angitte betydninger, og Z betegner halogen,
i et organisk oppløsningsmiddel i nærvær
av et syrebindende middel og på kjent
måte overfører den dannede forbindelse til et monomethonium- eller bis-methoniumsalt.
Som organisk oppløsningsmiddel kan der f. eks. anvendes n-butanol og som syrebindende middel f. eks. natriumcarbonat.
Forbindelsene med den generelle formel I er stabile væsker som uten å spaltes lar seg destillere i høyvakuum. De danner med et antall anorganiske og organiske syrer godt krystalliserte, stabile og vann-oppløselige salter. Monomethoniumsaltene fremstilles f. eks. ved at man ved romtem-peratur omsetter aminene med formel I med et egnet alkyleringsmiddel, såsom f. eks. methyljodid, hvorimot det ved frem-stillingen av bis-methoniumsaltene som regel er nødvendig å utføre omsetningen i et lukket rør ved forhøyet temperatur.
De ovenfor angitte monomethonium-og bis-methoniumsalter er blodtrykksenk-ende stoffer med langvarig virkning.
Fremgangsmåten ifølge oppfinnelsen belyses nærmere i nedenstående eksempel.
Eksempel.
125 g 3-azabicyclo-(3,2,2)-nonan, 144 g dimethylaminoethylkloridhydroklorid,
210 g vannfritt natriumcarbonat og 2100 ml n-butanol, oppvarmes til kokning i 48 timer i en rysteblander. De anorganiske salter f raf Utreres og vaskes med butanol. Ef ter avdestillering av butanolen destilleres re-
Claims (1)
- Fremgangsmåte til fremstilling av terapeutisk virksomme monomethonium-éller bis-methoniumsalter av 3-azabicyclo-(3,2,2)-nonanderivater med den generelle formel:i hvilken R <1> og R <2> betegner alkylgrupper med høyst 3 carbonatomer, eller R <1> og R <2> sammen med nitrogenatomet danner en mettet, 5- eller 6-leddet heterocyclisk ring, og R <3> betegner hydrogen eller en alkyl-gruppe med høyst 3 carbonatomer, ka- rakterisert ved at man i et organisk oppløsningsmiddel i nærvær av et syrebindende middel kondenserer 3-azabicyclo-(3,2,2) -nonan med et halogenderivat med den generelle formel:i hvilken R <1> , R <2> og R <3> har de ovenfor angitte betydninger, og Z betegner halogen, og overfører den dannede forbindelse til et monomethonium- eller bis-methoniumsalt.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB140973A GB1464712A (en) | 1973-01-10 | 1973-01-10 | Hydraulic fluids |
Publications (3)
Publication Number | Publication Date |
---|---|
NO740057L NO740057L (no) | 1974-07-11 |
NO149890B true NO149890B (no) | 1984-04-02 |
NO149890C NO149890C (no) | 1984-07-11 |
Family
ID=9721530
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
NO740057A NO149890C (no) | 1973-01-10 | 1974-01-09 | Orthosilicatestere for anvendelse som hydrauliske vaesker eller som en komponent i hydrauliske vaesker |
Country Status (16)
Country | Link |
---|---|
US (1) | USRE30698E (no) |
JP (3) | JPS5930758B2 (no) |
AT (1) | AT334495B (no) |
BE (1) | BE809559A (no) |
BR (1) | BR7400118D0 (no) |
CA (1) | CA1029385A (no) |
DE (1) | DE2400914C2 (no) |
DK (1) | DK150186C (no) |
FR (1) | FR2213288B1 (no) |
GB (1) | GB1464712A (no) |
IE (1) | IE38727B1 (no) |
IT (1) | IT1003345B (no) |
NL (1) | NL169318C (no) |
NO (1) | NO149890C (no) |
SE (1) | SE414635B (no) |
ZA (1) | ZA74164B (no) |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1577715A (en) * | 1975-11-21 | 1980-10-29 | Castrol Ltd | Hydraulic fluids |
US4234441A (en) * | 1979-04-27 | 1980-11-18 | Olin Corporation | Silicone oil compositions containing silicate cluster compounds |
DE3535839A1 (de) * | 1985-10-08 | 1987-04-09 | Hoechst Ag | Verfahren zum betreiben von hydraulikanlagen mit fluessigkeiten auf der basis von glykolen |
US9193875B2 (en) * | 2005-07-14 | 2015-11-24 | The United States Of America, As Represented By The Secretary Of The Navy | Solvent-free, self-polishing polyurethane matrix for use in solvent-free antifoulings |
CA2904215A1 (en) * | 2013-03-12 | 2014-10-09 | The Lubrizol Corporation | Lubricating composition containing lewis acid reaction product |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3085105A (en) * | 1959-04-10 | 1963-04-09 | Shell Oil Co | Orthosilicate thiaesters |
GB960240A (en) | 1961-11-28 | 1964-06-10 | Ici Ltd | New silicon compounds |
US3320297A (en) * | 1963-01-30 | 1967-05-16 | Chevron Res | Process for preparing polysiloxane mixtures |
US3308149A (en) * | 1963-06-13 | 1967-03-07 | Gen Aniline & Film Corp | Organic polyalkyleneoxy silicates |
DE1262484B (de) * | 1964-07-10 | 1968-03-07 | Ruhrchemie Ag | Schmiermittel auf Basis von Alkandiol-diorthokieselsaeure-(polyoxyalkylenglykolaether)-estern |
DE1262486B (de) * | 1964-09-11 | 1968-03-07 | Ruhrchemie Ag | Synthetische Schmiermittelzusaetze auf Basis von Diorthokieselsaeureestern |
US3806549A (en) * | 1971-11-03 | 1974-04-23 | Owens Corning Fiberglass Corp | Method of preparing organooxy silanes |
-
1973
- 1973-01-10 GB GB140973A patent/GB1464712A/en not_active Expired
-
1974
- 1974-01-09 DE DE2400914A patent/DE2400914C2/de not_active Expired
- 1974-01-09 DK DK009974A patent/DK150186C/da not_active Application Discontinuation
- 1974-01-09 SE SE7400260A patent/SE414635B/xx not_active IP Right Cessation
- 1974-01-09 AT AT14274*#A patent/AT334495B/de not_active IP Right Cessation
- 1974-01-09 BR BR118/74A patent/BR7400118D0/pt unknown
- 1974-01-09 IT IT19230/74A patent/IT1003345B/it active
- 1974-01-09 JP JP49005850A patent/JPS5930758B2/ja not_active Expired
- 1974-01-09 BE BE139656A patent/BE809559A/xx not_active IP Right Cessation
- 1974-01-09 IE IE45/74A patent/IE38727B1/xx unknown
- 1974-01-09 FR FR7400657A patent/FR2213288B1/fr not_active Expired
- 1974-01-09 NO NO740057A patent/NO149890C/no unknown
- 1974-01-09 NL NLAANVRAGE7400295,A patent/NL169318C/xx not_active IP Right Cessation
- 1974-01-09 ZA ZA00740164A patent/ZA74164B/xx unknown
- 1974-01-09 CA CA189,780A patent/CA1029385A/en not_active Expired
-
1979
- 1979-10-10 US US05/950,047 patent/USRE30698E/en not_active Expired - Lifetime
-
1981
- 1981-03-04 JP JP3108081A patent/JPS56147792A/ja active Pending
- 1981-03-04 JP JP3107981A patent/JPS56147791A/ja active Granted
Also Published As
Publication number | Publication date |
---|---|
DK150186B (da) | 1986-12-29 |
GB1464712A (en) | 1977-02-16 |
AU6436874A (en) | 1975-07-10 |
DE2400914C2 (de) | 1983-12-15 |
DK150186C (da) | 1987-10-19 |
NL169318B (nl) | 1982-02-01 |
DE2400914A1 (de) | 1974-07-18 |
ATA14274A (de) | 1976-05-15 |
CA1029385A (en) | 1978-04-11 |
AT334495B (de) | 1976-01-25 |
JPS5930758B2 (ja) | 1984-07-28 |
SE414635B (sv) | 1980-08-11 |
ZA74164B (en) | 1975-08-27 |
FR2213288B1 (no) | 1977-09-09 |
JPS4995925A (no) | 1974-09-11 |
IT1003345B (it) | 1976-06-10 |
FR2213288A1 (no) | 1974-08-02 |
JPS56147791A (en) | 1981-11-16 |
JPS56147792A (en) | 1981-11-16 |
BR7400118D0 (pt) | 1974-08-22 |
NL7400295A (no) | 1974-07-12 |
NO740057L (no) | 1974-07-11 |
NO149890C (no) | 1984-07-11 |
IE38727L (en) | 1974-07-10 |
IE38727B1 (en) | 1978-05-24 |
NL169318C (nl) | 1982-07-01 |
BE809559A (fr) | 1974-05-02 |
JPS5757479B2 (no) | 1982-12-04 |
USRE30698E (en) | 1981-08-04 |
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