GB815819A - Piperazino-stannonium compounds - Google Patents
Piperazino-stannonium compoundsInfo
- Publication number
- GB815819A GB815819A GB40002/57A GB4000257A GB815819A GB 815819 A GB815819 A GB 815819A GB 40002/57 A GB40002/57 A GB 40002/57A GB 4000257 A GB4000257 A GB 4000257A GB 815819 A GB815819 A GB 815819A
- Authority
- GB
- United Kingdom
- Prior art keywords
- bis
- piperazino
- groups
- stannonium
- mono
- 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
- 150000001875 compounds Chemical class 0.000 title abstract 5
- -1 aryl sulphonic acid Chemical compound 0.000 abstract 7
- 125000003118 aryl group Chemical group 0.000 abstract 5
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 abstract 4
- 125000001424 substituent group Chemical group 0.000 abstract 4
- 239000002253 acid Substances 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 150000002148 esters Chemical class 0.000 abstract 3
- 125000000623 heterocyclic group Chemical group 0.000 abstract 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Natural products CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 2
- 125000001931 aliphatic group Chemical group 0.000 abstract 2
- 125000003342 alkenyl group Chemical group 0.000 abstract 2
- 125000002877 alkyl aryl group Chemical group 0.000 abstract 2
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 229940124530 sulfonamide Drugs 0.000 abstract 2
- ZXVONLUNISGICL-UHFFFAOYSA-N 4,6-dinitro-o-cresol Chemical group CC1=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C1O ZXVONLUNISGICL-UHFFFAOYSA-N 0.000 abstract 1
- RZBBHEJLECUBJT-UHFFFAOYSA-N 6-methylheptyl 2-sulfanylacetate Chemical compound CC(C)CCCCCOC(=O)CS RZBBHEJLECUBJT-UHFFFAOYSA-N 0.000 abstract 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 abstract 1
- FIPWRIJSWJWJAI-UHFFFAOYSA-N Butyl carbitol 6-propylpiperonyl ether Chemical compound C1=C(CCC)C(COCCOCCOCCCC)=CC2=C1OCO2 FIPWRIJSWJWJAI-UHFFFAOYSA-N 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 1
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical class [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 238000013019 agitation Methods 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 235000010233 benzoic acid Nutrition 0.000 abstract 1
- 150000001559 benzoic acids Chemical class 0.000 abstract 1
- DKVNPHBNOWQYFE-UHFFFAOYSA-N carbamodithioic acid Chemical compound NC(S)=S DKVNPHBNOWQYFE-UHFFFAOYSA-N 0.000 abstract 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 1
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid group Chemical group C(CC(O)(C(=O)O)CC(=O)O)(=O)O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 abstract 1
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 239000012990 dithiocarbamate Substances 0.000 abstract 1
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 abstract 1
- ZOOODBUHSVUZEM-UHFFFAOYSA-N ethoxymethanedithioic acid Chemical compound CCOC(S)=S ZOOODBUHSVUZEM-UHFFFAOYSA-N 0.000 abstract 1
- DNJIEGIFACGWOD-UHFFFAOYSA-N ethyl mercaptane Natural products CCS DNJIEGIFACGWOD-UHFFFAOYSA-N 0.000 abstract 1
- VZCYOOQTPOCHFL-OWOJBTEDSA-N fumaric acid group Chemical group C(\C=C\C(=O)O)(=O)O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 abstract 1
- NBTOZLQBSIZIKS-UHFFFAOYSA-N methoxide Chemical compound [O-]C NBTOZLQBSIZIKS-UHFFFAOYSA-N 0.000 abstract 1
- 125000000636 p-nitrophenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)[N+]([O-])=O 0.000 abstract 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-M phenolate Chemical compound [O-]C1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-M 0.000 abstract 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 abstract 1
- 150000003022 phthalic acids Chemical class 0.000 abstract 1
- 229960005235 piperonyl butoxide Drugs 0.000 abstract 1
- FDDDEECHVMSUSB-UHFFFAOYSA-N sulfanilamide Chemical compound NC1=CC=C(S(N)(=O)=O)C=C1 FDDDEECHVMSUSB-UHFFFAOYSA-N 0.000 abstract 1
- PXQLVRUNWNTZOS-UHFFFAOYSA-N sulfanyl Chemical class [SH] PXQLVRUNWNTZOS-UHFFFAOYSA-N 0.000 abstract 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 abstract 1
- PWBHRVGYSMBMIO-UHFFFAOYSA-M tributylstannanylium;acetate Chemical compound CCCC[Sn](CCCC)(CCCC)OC(C)=O PWBHRVGYSMBMIO-UHFFFAOYSA-M 0.000 abstract 1
- 239000012991 xanthate Substances 0.000 abstract 1
- DGVVWUTYPXICAM-UHFFFAOYSA-N β‐Mercaptoethanol Chemical compound OCCS DGVVWUTYPXICAM-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
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/22—Tin compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
Abstract
The invention comprises piperazino-stannonium compounds of formula [RmSn(Pip)y]X4-m wherein m is 2 or 3; y is 1 or 2 and the R groups, which may be the same or different, represent aromatic, aliphatic or heterocyclic groups which may contain innocuous substituents. R may represent an alkyl or alkenyl groups having up to 22 carbon atoms in the chain, alkaryl or aralkyl groups having up to 22 carbon atoms in the alkyl chain, aryl groups containing one or two aromatic rings or heterocyclic group. X is defined as a halogen atom; a group ORa or SRa wherein Ra is an alkyl, alkenyl, aryl, aralkyl or alkaryl group which may contain an innocuous substituent; the residue of a carboxylic acid, an ester thereof, a mercapto acid, an ester thereof, an aryl sulphonic acid, a sulphonamide, a dithiocarbamate, an isodithiocarbamate or a xanthate. Typical X groups specified include residues of acids such as acetic, lactic, stearic, maleic, malic, fumaric, citric, phthalic or benzoic acids; butoxy, lauroxy and phenoxy groups and their sulphur analogues and the residues of a -mercaptolauric acid, mercaptoethanol iso-octyl mercaptoacetate and laurylmercaptan. The group "Pip" is defined as an amine of formula <FORM:0815819/IV (b)/1> wherein R1, R2, R3 and R4 may be the same or different and represent hydrogen or an aromatic, aliphatic, or heterocyclic group which may contain innocuous substituents and Z is hydrogen or an innocuous substituent. The compounds of the invention may be prepared by mixing compounds of formula R2SnX2 or R3SnX with the desired piperazine with agitation and heating if necessary. A list of suitable R2Sn- and R3Sn groups is given. Specified piperazino - stannonium compounds include mono - [N,N1 - bis(4 - nitrophenyl) piperazino]-tricresyl stannonium butoxide, bis-(N,N1-diphenylpiperazino) butyl thienyl stannonium dip - toluene - sulphonamide, bis - (N,N1 - di - p-tolyl piperazino) - diallylstannonium dibenzenesulphonate, bis - (N,N1 - di - p - tolylpiperazino - mono - hydroxymethylate) trioctylphenylstannonium citrate, mono - [N,N1 - bis (3 - oxyphenyl) - piperazino] diphenylstannonium maleate, bis - (N - acetylpiperazino) dihexylstannonium, S,S1 - bis - (mercaptoethyllaurate), bis - (piperazino - N,N1 - dicarboxyldimethyl ester) tributyl stannonium methoxide, mono - (N,N1 - dichloropiperazino) triallylstannonium diethyl isodithiocarbamate, bis-[N,N1 - dinitroso(dinitro)(diamino) - piperazino]-tripyridylstannonium chloride, bis (2,3,5,6-tetrabutylpiperazino) dinaphthylstannonium dibromide, bis - (41 - bromo - 3,21 - dinitro - 4-piperazinodiphenyl) tribenzylstannonium phenoxide and bis-(N,N1-bis-chloroacetyl piperazino)-dicarbethoxyethyl methylstannonium dimethacrylate. In an example tributyltin acetate is reacted with piperazine to yield mono-(piperazino) tributylstannonium acetate. Many other examples are given.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US815819XA | 1956-12-27 | 1956-12-27 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB815819A true GB815819A (en) | 1959-07-01 |
Family
ID=22165061
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB40002/57A Expired GB815819A (en) | 1956-12-27 | 1957-12-24 | Piperazino-stannonium compounds |
Country Status (2)
Country | Link |
---|---|
BE (1) | BE563520A (en) |
GB (1) | GB815819A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN110128373A (en) * | 2019-06-12 | 2019-08-16 | 汉能移动能源控股集团有限公司 | Piperazinyl tin complex, preparation method thereof, thin film and solar cell |
CN113049664A (en) * | 2021-03-15 | 2021-06-29 | 东华理工大学 | Path analysis modeling method based on mass spectrum metabonomics |
-
0
- BE BE563520D patent/BE563520A/xx unknown
-
1957
- 1957-12-24 GB GB40002/57A patent/GB815819A/en not_active Expired
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN110128373A (en) * | 2019-06-12 | 2019-08-16 | 汉能移动能源控股集团有限公司 | Piperazinyl tin complex, preparation method thereof, thin film and solar cell |
CN110128373B (en) * | 2019-06-12 | 2023-03-24 | 鸿翌科技有限公司 | Piperazinyl tin complex, preparation method thereof, thin film and solar cell |
CN113049664A (en) * | 2021-03-15 | 2021-06-29 | 东华理工大学 | Path analysis modeling method based on mass spectrum metabonomics |
Also Published As
Publication number | Publication date |
---|---|
BE563520A (en) |
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