US1748675A - Process for protecting materials against attack by moths - Google Patents
Process for protecting materials against attack by moths Download PDFInfo
- Publication number
- US1748675A US1748675A US174693A US17469327A US1748675A US 1748675 A US1748675 A US 1748675A US 174693 A US174693 A US 174693A US 17469327 A US17469327 A US 17469327A US 1748675 A US1748675 A US 1748675A
- Authority
- US
- United States
- Prior art keywords
- moths
- against attack
- ester
- materials against
- phosphoric acid
- 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 - Lifetime
Links
- 239000000463 material Substances 0.000 title description 15
- 238000000034 method Methods 0.000 title description 6
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 9
- 150000002148 esters Chemical class 0.000 description 8
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 5
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 5
- 210000002268 wool Anatomy 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Natural products CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 150000007860 aryl ester derivatives Chemical class 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- -1 phosphoric acid aryl ester Chemical class 0.000 description 2
- 150000003014 phosphoric acid esters Chemical class 0.000 description 2
- 230000000717 retained effect Effects 0.000 description 2
- KPZGRMZPZLOPBS-UHFFFAOYSA-N 1,3-dichloro-2,2-bis(chloromethyl)propane Chemical compound ClCC(CCl)(CCl)CCl KPZGRMZPZLOPBS-UHFFFAOYSA-N 0.000 description 1
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- NICFFUUHSILOBQ-UHFFFAOYSA-N P(=O)(O)(O)OC1=CC=C(C(=C1C)C1=CC=CC=C1)C1=CC=CC=C1 Chemical compound P(=O)(O)(O)OC1=CC=C(C(=C1C)C1=CC=CC=C1)C1=CC=CC=C1 NICFFUUHSILOBQ-UHFFFAOYSA-N 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 229930003836 cresol Natural products 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 210000004209 hair Anatomy 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 125000003717 m-cresyl group Chemical group [H]C1=C([H])C(O*)=C([H])C(=C1[H])C([H])([H])[H] 0.000 description 1
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 description 1
- 125000000552 p-cresyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1O*)C([H])([H])[H] 0.000 description 1
- 239000003223 protective agent Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- XZZNDPSIHUTMOC-UHFFFAOYSA-N triphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=O)OC1=CC=CC=C1 XZZNDPSIHUTMOC-UHFFFAOYSA-N 0.000 description 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
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
- Y10T442/20—Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
- Y10T442/2525—Coating or impregnation functions biologically [e.g., insect repellent, antiseptic, insecticide, bactericide, etc.]
- Y10T442/2541—Insect repellent
Definitions
- the present invention relates to a process for protecting materials against attack by moths and to the materials thus obtained.
- the protection of Wool, fur, hair and the like from attack by moths is effected by a. treatment of the material in question with the esters of phosphoric acid, so that the same are uniformly incorporated Within the materials and permanently retained therein.
- the materials to be moth-proofed are immersed in solutions of the phosphoric acid esters in suitable solvents, as for example benzine, L carbon, tetrachloride, alcohols such as for instance ethyl and methyl alcohol, and the like, or they are sprayed with such solutions or treatcclb some such rocess whichwill serve to incorporate the desired mothproofing ingredient, so that it will be retained thereafter.
- suitable solvents as for example benzine, L carbon, tetrachloride, alcohols such as for instance ethyl and methyl alcohol, and the like.
- Example 1 The goods are immersed in a 2% solution of diphenyl-o-cresyl-phosphoric acid ester in benzine and after removal of the excess of 0 liquid they are dried. The goodsafter the treatment are moth-proofed Without detriment to the color and other physical characteristics.
- Example 2 A 1% solution of triphenyl phosphoric acid ester in Wood alcohol is sprayed upon the article to be mothproofed. After the evaporation of the alcohol the goods are fully protected against attack by moths.
- esters of the phosphoric acid such as the diphenyl-anaphthyl ester, diphenyLB-naphthyl ester, diphenyl-o-,.m-and p-cresyl esters, phenyl- (li-m-cresyl ester, tri-o-chlorophenyl-ester, tri-oand p-chloro-phenyl esters, monophenyl-di-m-chlorocresyl ester, tetraphenylresorcyl ester, tricresyl ester or the like, or
- suitable mixtures of any two or more of these can be applied.
- Such mixtures can be produced either by mixing the pure esters in any of the esters directly from a mixed starting material such as for example crude cresol.
- moth protecting agents e. g., such as are described in our prior Patent No; 1,562,- 510 can also be admixed with the phosphoric acid esters, if desired.
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Description
Patented Feb. 25, 1930 UNITED STATES PATENT OFFICE WILHELM LOMMEL, OF WIESDORF-ON-THE-RHINE; HEINRICH MIl'NZEL, OF LEVER- KUSEN-ON-THE-RHINE; AND WINFRID HENTRICH AND MAX HARDTMANN, OF
WIESDORF-ON-THE-RHINE, GERMANY,
ASSIGNORS TO I. G. FARBENINDUSTRIE AKTIENGESELLSCHAFT, 0F FRANKFORT-ON-THE-MAIN, GERMANY PROCESS FOR PROTECTING MATERIALS AGAINST ATTACK BY MOTHS No Drawing. Application filed March 1 1, 1927, Serial No, 174,693, and in Germany March 15, 1926.
The present invention relates to a process for protecting materials against attack by moths and to the materials thus obtained.
In accordance with this invention the protection of Wool, fur, hair and the like from attack by moths is effected by a. treatment of the material in question with the esters of phosphoric acid, so that the same are uniformly incorporated Within the materials and permanently retained therein.
According to our preferred mode of Working the materials to be moth-proofed are immersed in solutions of the phosphoric acid esters in suitable solvents, as for example benzine, L carbon, tetrachloride, alcohols such as for instance ethyl and methyl alcohol, and the like, or they are sprayed with such solutions or treatcclb some such rocess whichwill serve to incorporate the desired mothproofing ingredient, so that it will be retained thereafter. It will be understood that other carriers or diluents may be used.
The following examples will serve to illustrate the principles underlying our invention:
Example 1 The goods are immersed in a 2% solution of diphenyl-o-cresyl-phosphoric acid ester in benzine and after removal of the excess of 0 liquid they are dried. The goodsafter the treatment are moth-proofed Without detriment to the color and other physical characteristics.
' Example 2 A 1% solution of triphenyl phosphoric acid ester in Wood alcohol is sprayed upon the article to be mothproofed. After the evaporation of the alcohol the goods are fully protected against attack by moths.
In an analogous manner other esters of the phosphoric acid, such as the diphenyl-anaphthyl ester, diphenyLB-naphthyl ester, diphenyl-o-,.m-and p-cresyl esters, phenyl- (li-m-cresyl ester, tri-o-chlorophenyl-ester, tri-oand p-chloro-phenyl esters, monophenyl-di-m-chlorocresyl ester, tetraphenylresorcyl ester, tricresyl ester or the like, or
suitable mixtures of any two or more of these, can be applied. Such mixtures can be produced either by mixing the pure esters in any of the esters directly from a mixed starting material such as for example crude cresol.
Other moth protecting agents, e. g., such as are described in our prior Patent No; 1,562,- 510 can also be admixed with the phosphoric acid esters, if desired.
\Ve claim 1. The process for protecting Wool, furs and other materials against attack by moths, which consists in impregnating the material with a solution of a phosphoric acid aryl ester.
2. The process for protecting wool, furs and other materials against attack by moths which consists in impregnating the material with an aryl ester of phosphoric acid.
3. The process for protecting Wool, furs and other materials against attack by moths which consists in. impregnating the material with an alcoholic solution of diphenylcresylphosphoric acid ester.
4. Materials which are liable to attack by moths impregnated with an aryl ester of phosphoric acid.
5. Materials which are liable to attack by moths impregnated With diphenyl-cresyL- our hands. WILHELM LOlVlMEL. HEINRICH MUNZEL. WINFRID HENTRICH. MAX HARDTMANN.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1748675X | 1926-03-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US1748675A true US1748675A (en) | 1930-02-25 |
Family
ID=7741665
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US174693A Expired - Lifetime US1748675A (en) | 1926-03-15 | 1927-03-11 | Process for protecting materials against attack by moths |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US1748675A (en) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2479938A (en) * | 1946-12-06 | 1949-08-23 | Monsanto Chemicals | Tetraalkyl phenyl triphosphates |
| US2520090A (en) * | 1947-12-30 | 1950-08-22 | Monsanto Chemicals | Polyphosphates of divalent aryl hydrocarbons |
| US2531354A (en) * | 1947-02-28 | 1950-11-21 | Monsanto Chemicals | Insecticidal composition comprising heat-treated hexaethyl tetraphosphate |
| US2545186A (en) * | 1947-06-02 | 1951-03-13 | Shell Dev | Nonaqueous insecticidal emulsions containing organic esters of phosphorous acids |
| US2710269A (en) * | 1951-07-02 | 1955-06-07 | Higgins Eric Berkeley | Method of treating woolen textile materials with di-pentachlorphenyl-mono-hydrogen phosphate for protecting such textiles against biological attack |
| US2809131A (en) * | 1954-06-23 | 1957-10-08 | Mayo K Walden | Process for protecting wool from yellowing by applying dibutyl butane-phosphonate |
-
1927
- 1927-03-11 US US174693A patent/US1748675A/en not_active Expired - Lifetime
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2479938A (en) * | 1946-12-06 | 1949-08-23 | Monsanto Chemicals | Tetraalkyl phenyl triphosphates |
| US2531354A (en) * | 1947-02-28 | 1950-11-21 | Monsanto Chemicals | Insecticidal composition comprising heat-treated hexaethyl tetraphosphate |
| US2545186A (en) * | 1947-06-02 | 1951-03-13 | Shell Dev | Nonaqueous insecticidal emulsions containing organic esters of phosphorous acids |
| US2520090A (en) * | 1947-12-30 | 1950-08-22 | Monsanto Chemicals | Polyphosphates of divalent aryl hydrocarbons |
| US2710269A (en) * | 1951-07-02 | 1955-06-07 | Higgins Eric Berkeley | Method of treating woolen textile materials with di-pentachlorphenyl-mono-hydrogen phosphate for protecting such textiles against biological attack |
| US2809131A (en) * | 1954-06-23 | 1957-10-08 | Mayo K Walden | Process for protecting wool from yellowing by applying dibutyl butane-phosphonate |
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