GB500386A - Process for rendering materials moth-proof - Google Patents
Process for rendering materials moth-proofInfo
- Publication number
- GB500386A GB500386A GB30630/37A GB3063037A GB500386A GB 500386 A GB500386 A GB 500386A GB 30630/37 A GB30630/37 A GB 30630/37A GB 3063037 A GB3063037 A GB 3063037A GB 500386 A GB500386 A GB 500386A
- Authority
- GB
- United Kingdom
- Prior art keywords
- mol
- para
- obtainable
- chloride
- mols
- 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
- 238000000034 method Methods 0.000 title abstract 2
- 238000009877 rendering Methods 0.000 title 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 15
- FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 abstract 9
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 8
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 abstract 6
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 abstract 6
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 abstract 5
- INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 abstract 5
- JQZAEUFPPSRDOP-UHFFFAOYSA-N 1-chloro-4-(chloromethyl)benzene Chemical compound ClCC1=CC=C(Cl)C=C1 JQZAEUFPPSRDOP-UHFFFAOYSA-N 0.000 abstract 4
- WXNZTHHGJRFXKQ-UHFFFAOYSA-N 4-chlorophenol Chemical compound OC1=CC=C(Cl)C=C1 WXNZTHHGJRFXKQ-UHFFFAOYSA-N 0.000 abstract 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 4
- 239000005864 Sulphur Substances 0.000 abstract 4
- 239000002253 acid Substances 0.000 abstract 4
- 229910021529 ammonia Inorganic materials 0.000 abstract 4
- 125000004429 atom Chemical group 0.000 abstract 4
- IWDCLRJOBJJRNH-UHFFFAOYSA-N p-cresol Chemical compound CC1=CC=C(O)C=C1 IWDCLRJOBJJRNH-UHFFFAOYSA-N 0.000 abstract 4
- 229940090668 parachlorophenol Drugs 0.000 abstract 4
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 abstract 4
- RMVRSNDYEFQCLF-UHFFFAOYSA-N thiophenol Chemical compound SC1=CC=CC=C1 RMVRSNDYEFQCLF-UHFFFAOYSA-N 0.000 abstract 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- OJGMBLNIHDZDGS-UHFFFAOYSA-N N-Ethylaniline Chemical compound CCNC1=CC=CC=C1 OJGMBLNIHDZDGS-UHFFFAOYSA-N 0.000 abstract 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 2
- KCXMKQUNVWSEMD-UHFFFAOYSA-N benzyl chloride Chemical compound ClCC1=CC=CC=C1 KCXMKQUNVWSEMD-UHFFFAOYSA-N 0.000 abstract 2
- 229940073608 benzyl chloride Drugs 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 abstract 2
- 229910052698 phosphorus Inorganic materials 0.000 abstract 2
- NJQRKFOZZUIMGW-UHFFFAOYSA-N 1,3,5-trichloro-2-(chloromethyl)benzene Chemical compound ClCC1=C(Cl)C=C(Cl)C=C1Cl NJQRKFOZZUIMGW-UHFFFAOYSA-N 0.000 abstract 1
- PBLNBZIONSLZBU-UHFFFAOYSA-N 1-bromododecane Chemical compound CCCCCCCCCCCCBr PBLNBZIONSLZBU-UHFFFAOYSA-N 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 1
- 241000238631 Hexapoda Species 0.000 abstract 1
- RVFBZLFHKFSPRE-UHFFFAOYSA-N N(Cl)(Cl)Cl.[P] Chemical compound N(Cl)(Cl)Cl.[P] RVFBZLFHKFSPRE-UHFFFAOYSA-N 0.000 abstract 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 abstract 1
- DXGJXGJBTPQFCD-UHFFFAOYSA-M [Br-].N1(CCCCC1)[P+](CCCCCCCCCCCC)(N1CCCCC1)N1CCCCC1 Chemical compound [Br-].N1(CCCCC1)[P+](CCCCCCCCCCCC)(N1CCCCC1)N1CCCCC1 DXGJXGJBTPQFCD-UHFFFAOYSA-M 0.000 abstract 1
- DMYWTWBPFYJAMT-UHFFFAOYSA-M [Cl-].CN(C)[P+](OC1=CC=CC=C1)(CC1=CC=CC=C1)N(C)C Chemical compound [Cl-].CN(C)[P+](OC1=CC=CC=C1)(CC1=CC=CC=C1)N(C)C DMYWTWBPFYJAMT-UHFFFAOYSA-M 0.000 abstract 1
- MXVMLLDULDHICB-UHFFFAOYSA-M [Cl-].N1(CCCCC1)[P+](CC1=CC=C(C=C1)Cl)(N1CCCCC1)N1CCCCC1 Chemical compound [Cl-].N1(CCCCC1)[P+](CC1=CC=C(C=C1)Cl)(N1CCCCC1)N1CCCCC1 MXVMLLDULDHICB-UHFFFAOYSA-M 0.000 abstract 1
- 150000001408 amides Chemical class 0.000 abstract 1
- ZEDNSHOHNMYRPU-UHFFFAOYSA-M benzyl-(4-chlorophenoxy)-di(piperidin-1-yl)phosphanium chloride Chemical compound [Cl-].N1(CCCCC1)[P+](OC1=CC=C(C=C1)Cl)(CC1=CC=CC=C1)N1CCCCC1 ZEDNSHOHNMYRPU-UHFFFAOYSA-M 0.000 abstract 1
- RARIQIGLBIEZRQ-UHFFFAOYSA-M benzyl-(5-chloro-2-methylphenyl)-bis(dimethylamino)phosphanium chloride Chemical compound [Cl-].CN(C)[P+](C1=C(C=CC(=C1)Cl)C)(CC1=CC=CC=C1)N(C)C RARIQIGLBIEZRQ-UHFFFAOYSA-M 0.000 abstract 1
- CSFTVTLJYJDGRA-UHFFFAOYSA-N bis(2-chlorophenoxy)-hydroxy-sulfanylidene-lambda5-phosphane Chemical compound ClC1=C(OP(O)(=S)OC2=C(C=CC=C2)Cl)C=CC=C1 CSFTVTLJYJDGRA-UHFFFAOYSA-N 0.000 abstract 1
- 239000002657 fibrous material Substances 0.000 abstract 1
- RLSSMJSEOOYNOY-UHFFFAOYSA-N m-cresol Chemical compound CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 abstract 1
- 229940100630 metacresol Drugs 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 150000002894 organic compounds Chemical class 0.000 abstract 1
- 150000002903 organophosphorus compounds Chemical class 0.000 abstract 1
- 125000004437 phosphorous atom Chemical group 0.000 abstract 1
- 239000011574 phosphorus Substances 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
-
- 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
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/22—Amides of acids of phosphorus
- C07F9/24—Esteramides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
500,386. Organic phosphorus compounds. GEIGY AKT.-GES., J. R. Nov. 8, 1937, No. 30630. Convention date, Sept. 6. [Class 2 (iii)] [Also in Group VIII] Organic compounds containing nitrogen and pentavalent phosphorus, wherein at least one nitrogen atom is directly bound to a phosphorus atom, are described for use in processes for protecting fibrous materials against insects. Compounds specified are para-cresoxy-phosphinic acid diamide (obtainable from 1 mol. phosphorus oxychloride, 1 mol. para-cresol and 2 mols. ammonia) ; thiophenyl-phosphinic acid diamide (as above, but from thiophenol instead of para-cresol); para-chlorophenoxy-phosphinic acid bis-3 : 4-dichloranilide (obtainable from 1 mol. phosphorus oxychloride, 1 mol. parachlorophenol and 2 mols. 3:4-dichloraniline); para - cresoxy - thiophosphinic acid diamide (obtainable from 1 mol. phosphorus trichloride, 1 mol. para-cresol, 2 mols. of ammonia and 1 atom of sulphur); para-chlorophenoxythiophosphinic acid diamide (from para-chlorophenol instead of para-cresol); para-tolylthiophosphinic acid bis-dimethylamide (obtainable from 1 mol. phosphorus trichloride, 1 mol. toluene, 2 mols. dimethylamine and 1 atom of sulphur) ; para-chlorophenoxy-thiophosphinic acid bis-dimethylamide (from para-chlorophenol instead of toluene) ; di-(chlorophenoxy)-thiophosphinic acid N-diethylethylene diamide (obtainable from 1 mol. phosphorus trichloride, 2 mols. para-chlorophenol, 1 mol. asym. N-diethylethylene diamine, and 1 atom of sulphur) ; di-meta-cresoxy-thiophosphinic acid amide (obtainable from 1 mol. phosphorus trichloride, 2 mols. meta-cresol, 1 mol. ammonia and 1 atom of sulphur); tripiperidino-methyl- N-phosphonium iodide (A), (Berichte, 1895, page 2209) tripiperidino-acetyl-3 : 4-dichloranilide-phosphonium chloride (obtainable as (A), but with chloracetyl-3 : 4-dichloranilide instead of methyl iodide) ; tripiperidino-laurylphosphonium bromide (obtainable as (A), but with lauryl bromide instead of methyl iodide) ; tripiperidino - para - chlorobenzyl - phosphonium chloride (B), (obtainable as (A), but with para-chlorobenzyl chloride instead of methyl iodide) ; tripiperidino - 3 : 4 - dichlorobenzylphosphonium chloride (obtainable as (A), but with 3: 4-dichlorobenzyl chloride instead of methyl iodide); tripiperidino-2 : 4 : 5-trichlorobenzyl-phosphonium chloride; (obtainable as (A), but with 2: 4 : 5.trichlorobenzyl chloride instead of methyl iodide) ; dipiperidino-parachlorobenzyl - phenoxy - phosphonium chloride (obtainable from 1 mol. phosphorus trichloride, 1 mol. phenol, 2 mols. piperidine and 1 mol. para-chlorobenzyl chloride); dipiperidmo-parachlorobenzyl - tolyl - phosphonium chloride (obtainable from 1 mol. phosphorus trichloride, 1 mol. toluene, 2 mols. piperidine and 1 mol. para-chlorobenzyl chloride); diamino-benzyltotyl-phosphonium chloride (obtainable from 1 mol. phosphorus trichloride, 1 mol. toluene, 2 mols. ammonia and 1 mol. benzyl chloride) ; bis-dimethylamino-benzyl-phenoxy-phosphonium chloride (obtainable from 1 mol. phosphorus trichloride, 1 mol. phenol, 2 mols. dimethylamine and 1 mol. benzyl chloride); bis-dimethylamino - para - chlorobenzyl - tolyl -phosphonium chloride (obtainable from 1 mol. phosphorus trichloride, 1 mol. toluene, 2 mols. dimethylamine and I mol. para-chlorobenzyl chloride); tri - (etlylphenylamino) - para - chlorobenzylplosphonium chloride (obtainable as (B), but with ethylaniline instead of piperidine) ; phosphorus-nitrilo-hexa-(N-diethylethytenediamine)- hydrochloride (obtainable from phosphorus nitrilo-chloride and 6 mols. N -diethylethylene diamine). The formulµ of the compounds are given.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH500386X | 1937-09-06 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB500386A true GB500386A (en) | 1939-02-08 |
Family
ID=4516898
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB30630/37A Expired GB500386A (en) | 1937-09-06 | 1937-11-08 | Process for rendering materials moth-proof |
Country Status (3)
| Country | Link |
|---|---|
| CH (1) | CH201549A (en) |
| FR (1) | FR842975A (en) |
| GB (1) | GB500386A (en) |
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2552537A (en) * | 1948-10-15 | 1951-05-15 | Dow Chemical Co | O-polyhalophenyl diamidothiophosphates |
| US2552575A (en) * | 1948-08-30 | 1951-05-15 | Dow Chemical Co | O, o-di(2-allylphenyl) n-alkylamidothiophosphates |
| US2552541A (en) * | 1949-06-09 | 1951-05-15 | Dow Chemical Co | O-(halophenyl) o-alkyl amidothiophosphates |
| US2552538A (en) * | 1948-10-15 | 1951-05-15 | Dow Chemical Co | Diamidothiophosphates |
| US2552577A (en) * | 1948-10-15 | 1951-05-15 | Dow Chemical Co | Diamidothiophosphates |
| US2552536A (en) * | 1948-08-23 | 1951-05-15 | Dow Chemical Co | O, o-di-(methoxyphenyl) amidothiophosphate |
| US2552539A (en) * | 1949-04-15 | 1951-05-15 | Dow Chemical Co | Diamidothiophosphates |
| US2552576A (en) * | 1948-08-30 | 1951-05-15 | Dow Chemical Co | Amidothiophosphates |
| US2552574A (en) * | 1948-08-16 | 1951-05-15 | Dow Chemical Co | Amidothiophosphates |
| US2615037A (en) * | 1948-10-15 | 1952-10-21 | Dow Chemical Co | O,o-di(4-chlorophenyl) n-alkylamidothiophosphates |
| US2615039A (en) * | 1949-11-02 | 1952-10-21 | Dow Chemical Co | Amidothiophosphates |
| US2615038A (en) * | 1948-10-15 | 1952-10-21 | Dow Chemical Co | O,o-di(polyhalophenyl) n-substituted amidothiophosphates |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2703813A (en) * | 1952-03-19 | 1955-03-08 | Monsanto Chemicals | Organic phosphorus compounds |
| US2703814A (en) * | 1952-03-26 | 1955-03-08 | Monsanto Chemicals | Process of preparing organic phosphorus compounds |
| US2786075A (en) * | 1954-09-09 | 1957-03-19 | Monsanto Chemicals | Adducts of hexamethylphosphorous triamide and polyhalo compounds |
| US2730547A (en) * | 1955-02-01 | 1956-01-10 | Monsanto Chemicals | Benzyltris (dialkylamino) phosphonium halides |
| US2774658A (en) * | 1955-08-30 | 1956-12-18 | Mousanto Chemical Company | Herbicidal alkyl-amino-phosphonium halides |
| US2878255A (en) * | 1955-11-23 | 1959-03-17 | Victor Chemical Works | Dixylyl phosphoramidates |
| US2855426A (en) * | 1956-04-04 | 1958-10-07 | Dow Chemical Co | O-(cyclohexylphenyl) phosphoroamidothioates |
| NL243963A (en) * | 1958-10-03 |
-
1937
- 1937-09-06 CH CH201549D patent/CH201549A/en unknown
- 1937-11-08 GB GB30630/37A patent/GB500386A/en not_active Expired
-
1938
- 1938-09-05 FR FR842975D patent/FR842975A/en not_active Expired
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2552574A (en) * | 1948-08-16 | 1951-05-15 | Dow Chemical Co | Amidothiophosphates |
| US2552536A (en) * | 1948-08-23 | 1951-05-15 | Dow Chemical Co | O, o-di-(methoxyphenyl) amidothiophosphate |
| US2552575A (en) * | 1948-08-30 | 1951-05-15 | Dow Chemical Co | O, o-di(2-allylphenyl) n-alkylamidothiophosphates |
| US2552576A (en) * | 1948-08-30 | 1951-05-15 | Dow Chemical Co | Amidothiophosphates |
| US2552537A (en) * | 1948-10-15 | 1951-05-15 | Dow Chemical Co | O-polyhalophenyl diamidothiophosphates |
| US2552538A (en) * | 1948-10-15 | 1951-05-15 | Dow Chemical Co | Diamidothiophosphates |
| US2552577A (en) * | 1948-10-15 | 1951-05-15 | Dow Chemical Co | Diamidothiophosphates |
| US2615037A (en) * | 1948-10-15 | 1952-10-21 | Dow Chemical Co | O,o-di(4-chlorophenyl) n-alkylamidothiophosphates |
| US2615038A (en) * | 1948-10-15 | 1952-10-21 | Dow Chemical Co | O,o-di(polyhalophenyl) n-substituted amidothiophosphates |
| US2552539A (en) * | 1949-04-15 | 1951-05-15 | Dow Chemical Co | Diamidothiophosphates |
| US2552541A (en) * | 1949-06-09 | 1951-05-15 | Dow Chemical Co | O-(halophenyl) o-alkyl amidothiophosphates |
| US2615039A (en) * | 1949-11-02 | 1952-10-21 | Dow Chemical Co | Amidothiophosphates |
Also Published As
| Publication number | Publication date |
|---|---|
| FR842975A (en) | 1939-06-22 |
| CH201549A (en) | 1938-12-15 |
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