GB742782A - Improvements relating to the treatment of textile materials for protection against biological attack - Google Patents
Improvements relating to the treatment of textile materials for protection against biological attackInfo
- Publication number
- GB742782A GB742782A GB15676/51A GB1567651A GB742782A GB 742782 A GB742782 A GB 742782A GB 15676/51 A GB15676/51 A GB 15676/51A GB 1567651 A GB1567651 A GB 1567651A GB 742782 A GB742782 A GB 742782A
- Authority
- GB
- United Kingdom
- Prior art keywords
- phosphorus oxychloride
- phenyl
- pentachlorphenol
- cresyl
- prepared
- 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
- 239000000463 material Substances 0.000 title 1
- 239000004753 textile Substances 0.000 title 1
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 abstract 8
- -1 p-chlorphenyl Chemical group 0.000 abstract 7
- IZUPBVBPLAPZRR-UHFFFAOYSA-N pentachlorophenol Chemical compound OC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl IZUPBVBPLAPZRR-UHFFFAOYSA-N 0.000 abstract 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 3
- 125000002252 acyl group Chemical group 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- QWVGKYWNOKOFNN-UHFFFAOYSA-N o-cresol Chemical compound CC1=CC=CC=C1O QWVGKYWNOKOFNN-UHFFFAOYSA-N 0.000 abstract 2
- UUOLRGXSOZKZEZ-UHFFFAOYSA-N (2-methylphenyl) (2,3,4,5,6-pentachlorophenyl) hydrogen phosphate Chemical compound CC1=C(OP(O)(=O)OC2=C(Cl)C(Cl)=C(Cl)C(Cl)=C2Cl)C=CC=C1 UUOLRGXSOZKZEZ-UHFFFAOYSA-N 0.000 abstract 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-L Phosphate ion(2-) Chemical compound OP([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-L 0.000 abstract 1
- WETWJCDKMRHUPV-UHFFFAOYSA-N acetyl chloride Chemical compound CC(Cl)=O WETWJCDKMRHUPV-UHFFFAOYSA-N 0.000 abstract 1
- 239000012346 acetyl chloride Substances 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- UKJLNMAFNRKWGR-UHFFFAOYSA-N cyclohexatrienamine Chemical group NC1=CC=C=C[CH]1 UKJLNMAFNRKWGR-UHFFFAOYSA-N 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 125000003717 m-cresyl group Chemical group [H]C1=C([H])C(O*)=C([H])C(=C1[H])C([H])([H])[H] 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 125000000486 o-cresyl group Chemical group [H]C1=C([H])C(O*)=C(C([H])=C1[H])C([H])([H])[H] 0.000 abstract 1
- 125000000552 p-cresyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1O*)C([H])([H])[H] 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
- 150000002989 phenols Chemical class 0.000 abstract 1
- XEBWQGVWTUSTLN-UHFFFAOYSA-M phenylmercury acetate Chemical compound CC(=O)O[Hg]C1=CC=CC=C1 XEBWQGVWTUSTLN-UHFFFAOYSA-M 0.000 abstract 1
- 150000003254 radicals Chemical class 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/10—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds
- A01N57/14—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds containing aromatic radicals
-
- 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
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/09—Esters of phosphoric acids
- C07F9/12—Esters of phosphoric acids with hydroxyaryl compounds
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Dentistry (AREA)
- Engineering & Computer Science (AREA)
- Plant Pathology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Agronomy & Crop Science (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Chemical Or Physical Treatment Of Fibers (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Compounds of the formula <FORM:0742782/IV(a)/1> in which R1 is a phenyl nucleus containing 5 chlorine or other halogen atoms as substituents, R2 is a phenyl nucleus which may be substituted and may be the same as R1 and X is hydrogen or acyl are obtained by reacting pentachlorphenol with phosphorus oxychloride at temperatures of 200 DEG to 350 DEG C. The reaction may be effected by passing phosphorus oxychloride through the molten phenol or phenols. Further reaction, to introduce further or alternative radicals into R2 and to introduce an acyl group at X may be effected. In examples (1) dipentachlorophenyl monohydrogen phosphate is prepared by passing phosphorus oxychloride vapour through molten pentachlorphenol at 290 DEG C.; (2) pentachlorophenyl o-cresyl hydrogen phosphate is obtained similarly from phosphorus oxychloride and a mixture of pentachlorphenol and o-cresol. Similarly to example (2) may be prepared compounds of the above formula in which R represents phenyl, o, m- or p-cresyl, 2 : 4 : 6-trimethylphenyl, p-chlorphenyl, 2 : 4 : 6-trichlorophenyl-, 2 : 4-dichloro-o-cresyl, 2 : 4 : 6 - tribromophenyl -, 2 : 6 - dibromo - p - isopropylphenyl -, dichloroxylyl, pnitrophenyl -, a - or b - naphthyl or 3 : 6 - disulpho - b - naphthyl. From a product obtained as in (2) there may be prepared products having at R1 the groups phenyl mercury acetate, p - sulphophenyl or p - sulphonamidophenyl. A p-nitrophenyl group at R2 may be converted to a p-aminophenyl, p-thiocyanophenyl, pcyanophenyl, p - carboxyphenyl or p - carbamoyl phenyl group. The hydroxy group in the products may be acylated, e.g. with acetyl chloride.
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BE512531D BE512531A (en) | 1951-07-02 | ||
| NL85053D NL85053C (en) | 1951-07-02 | ||
| GB15676/51A GB742782A (en) | 1951-07-02 | 1951-07-02 | Improvements relating to the treatment of textile materials for protection against biological attack |
| US294484A US2710269A (en) | 1951-07-02 | 1952-06-19 | Method of treating woolen textile materials with di-pentachlorphenyl-mono-hydrogen phosphate for protecting such textiles against biological attack |
| DEH13019A DE936327C (en) | 1951-07-02 | 1952-06-25 | Process for the protection of textiles against biological attacks |
| FR1059358D FR1059358A (en) | 1951-07-02 | 1952-06-30 | New compounds protecting textile materials against biological attack, their preparation process and their applications |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB15676/51A GB742782A (en) | 1951-07-02 | 1951-07-02 | Improvements relating to the treatment of textile materials for protection against biological attack |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB742782A true GB742782A (en) | 1956-01-04 |
Family
ID=10063418
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB15676/51A Expired GB742782A (en) | 1951-07-02 | 1951-07-02 | Improvements relating to the treatment of textile materials for protection against biological attack |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US2710269A (en) |
| BE (1) | BE512531A (en) |
| DE (1) | DE936327C (en) |
| FR (1) | FR1059358A (en) |
| GB (1) | GB742782A (en) |
| NL (1) | NL85053C (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3261745A (en) * | 1963-12-09 | 1966-07-19 | Catomance Ltd | Compositions and method for protecting materials against biological attack |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2857308A (en) * | 1956-11-15 | 1958-10-21 | Monsanto Chemicals | Method of destroying nematodes employing phosphorodithioates |
| GB1480442A (en) * | 1974-05-03 | 1977-07-20 | Hoechst Ag | Production of dithiophosphoric acid o,o-diesters |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1748675A (en) * | 1926-03-15 | 1930-02-25 | Ig Farbenindustrie Ag | Process for protecting materials against attack by moths |
| US2143639A (en) * | 1936-09-24 | 1939-01-10 | Celluloid Corp | Article of cellulose |
| BE471973A (en) * | 1944-01-29 | |||
| US2430017A (en) * | 1945-03-08 | 1947-11-04 | Rohm & Haas | Mildewproofing textiles |
| US2615038A (en) * | 1948-10-15 | 1952-10-21 | Dow Chemical Co | O,o-di(polyhalophenyl) n-substituted amidothiophosphates |
| US2542604A (en) * | 1948-12-01 | 1951-02-20 | Standard Oil Dev Co | Extreme pressure lubricant and extreme pressure agents therefor |
-
0
- BE BE512531D patent/BE512531A/xx unknown
- NL NL85053D patent/NL85053C/xx active
-
1951
- 1951-07-02 GB GB15676/51A patent/GB742782A/en not_active Expired
-
1952
- 1952-06-19 US US294484A patent/US2710269A/en not_active Expired - Lifetime
- 1952-06-25 DE DEH13019A patent/DE936327C/en not_active Expired
- 1952-06-30 FR FR1059358D patent/FR1059358A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3261745A (en) * | 1963-12-09 | 1966-07-19 | Catomance Ltd | Compositions and method for protecting materials against biological attack |
Also Published As
| Publication number | Publication date |
|---|---|
| NL85053C (en) | |
| FR1059358A (en) | 1954-03-24 |
| BE512531A (en) | |
| US2710269A (en) | 1955-06-07 |
| DE936327C (en) | 1955-12-07 |
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