US2555277A - Composition for shrinkproofing and mothproofing woolen textiles - Google Patents
Composition for shrinkproofing and mothproofing woolen textiles Download PDFInfo
- Publication number
- US2555277A US2555277A US610665A US61066545A US2555277A US 2555277 A US2555277 A US 2555277A US 610665 A US610665 A US 610665A US 61066545 A US61066545 A US 61066545A US 2555277 A US2555277 A US 2555277A
- Authority
- US
- United States
- Prior art keywords
- fluoride
- textiles
- woolen
- mothproofing
- shrinkproofing
- 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
- 239000004753 textile Substances 0.000 title description 20
- 239000000203 mixture Substances 0.000 title description 7
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 12
- MBHRHUJRKGNOKX-UHFFFAOYSA-N [(4,6-diamino-1,3,5-triazin-2-yl)amino]methanol Chemical compound NC1=NC(N)=NC(NCO)=N1 MBHRHUJRKGNOKX-UHFFFAOYSA-N 0.000 description 11
- 150000002222 fluorine compounds Chemical class 0.000 description 11
- 238000000034 method Methods 0.000 description 11
- 239000000243 solution Substances 0.000 description 11
- 239000004744 fabric Substances 0.000 description 7
- 229920005989 resin Polymers 0.000 description 7
- 239000011347 resin Substances 0.000 description 7
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 6
- 210000003608 fece Anatomy 0.000 description 6
- 230000000749 insecticidal effect Effects 0.000 description 6
- 210000002268 wool Anatomy 0.000 description 6
- PUZPDOWCWNUUKD-UHFFFAOYSA-M sodium fluoride Chemical compound [F-].[Na+] PUZPDOWCWNUUKD-UHFFFAOYSA-M 0.000 description 5
- 229920000877 Melamine resin Polymers 0.000 description 4
- 238000009988 textile finishing Methods 0.000 description 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 239000011230 binding agent Substances 0.000 description 3
- 229910001634 calcium fluoride Inorganic materials 0.000 description 3
- 238000004900 laundering Methods 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000011775 sodium fluoride Substances 0.000 description 3
- 235000013024 sodium fluoride Nutrition 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 241001289510 Attagenus unicolor Species 0.000 description 2
- 239000004640 Melamine resin Substances 0.000 description 2
- USDJGQLNFPZEON-UHFFFAOYSA-N [[4,6-bis(hydroxymethylamino)-1,3,5-triazin-2-yl]amino]methanol Chemical compound OCNC1=NC(NCO)=NC(NCO)=N1 USDJGQLNFPZEON-UHFFFAOYSA-N 0.000 description 2
- WUKWITHWXAAZEY-UHFFFAOYSA-L calcium difluoride Chemical compound [F-].[F-].[Ca+2] WUKWITHWXAAZEY-UHFFFAOYSA-L 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 238000011049 filling Methods 0.000 description 2
- 239000002917 insecticide Substances 0.000 description 2
- NROKBHXJSPEDAR-UHFFFAOYSA-M potassium fluoride Chemical compound [F-].[K+] NROKBHXJSPEDAR-UHFFFAOYSA-M 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 241000396431 Anthrenus scrophulariae Species 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
- 229910001632 barium fluoride Inorganic materials 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- MNNHAPBLZZVQHP-UHFFFAOYSA-N diammonium hydrogen phosphate Chemical compound [NH4+].[NH4+].OP([O-])([O-])=O MNNHAPBLZZVQHP-UHFFFAOYSA-N 0.000 description 1
- 229910000388 diammonium phosphate Inorganic materials 0.000 description 1
- 235000019838 diammonium phosphate Nutrition 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- IVJISJACKSSFGE-UHFFFAOYSA-N formaldehyde;1,3,5-triazine-2,4,6-triamine Chemical class O=C.NC1=NC(N)=NC(N)=N1 IVJISJACKSSFGE-UHFFFAOYSA-N 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000002452 interceptive effect Effects 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 1
- 150000007974 melamines Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000011698 potassium fluoride Substances 0.000 description 1
- 235000003270 potassium fluoride Nutrition 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000012260 resinous material Substances 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- FVRNDBHWWSPNOM-UHFFFAOYSA-L strontium fluoride Chemical compound [F-].[F-].[Sr+2] FVRNDBHWWSPNOM-UHFFFAOYSA-L 0.000 description 1
- 229910001637 strontium fluoride Inorganic materials 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/39—Aldehyde resins; Ketone resins; Polyacetals
- D06M15/423—Amino-aldehyde resins
-
- 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
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/08—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing solids as carriers or diluents
- A01N25/10—Macromolecular compounds
-
- 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
- A01N59/00—Biocides, pest repellants or attractants, or plant growth regulators containing elements or inorganic compounds
- A01N59/26—Phosphorus; Compounds thereof
Definitions
- This invention relates to the finishing of woolen textiles such as woolen yarns and cloth, raw wool and the like, as well as Wool-containing textiles in which the wool is blended with other fibres such as the cellulosic fibres.
- the invention includes the application to woolen textilesof novel finishing compositions capable of imparting theretocombined shrinkage control and insecticidal properties.
- process of our invention produces washable woolen textiles that retain their dimension stability and insecticidal properties even after they have'been laundered a number of times.
- any desired quantities of alkylated methylol melamine and of fluoride may be applied by the process of our invention.
- the alkylated methylol melamine is applied in quantities of about 2-15%, based on the dry weight of the woolen textiles, the maximum quantity being about 20%.
- the fluoride is applied in amounts of about 05-10%, based on the dry weight of the textiles.
- the fluoride may be soluble in the textile-finishing solution, as when sodium or potassium fluoride or triethanolamine silicofiuoride is used, or it may be a waterinsoluble fluoride such as calcium, barium or strontium fluoride or silicofluoride.
- Suitable alkylated methylol melamines are ethylated or ethanol-reacted trimethylol melamine and butylated trimethylol melamine, preferably applied from aqueous solutions containing organic solvents, but the preferred resinous material is water-soluble methylated methylol melamine. This material is prepared by the following process. I
- dried powder is alkylated by admixture with twice its Weight of 95% methanol containing 0.5% of oxalic acid crystals, based on the weight of the methylol melamine.
- the mixture is heated to 70 C. and held at this temperature for approximately minutes, or until a clear solution is obtained, whereupon it is immediately neutralized by the addition of sufiicient sodium hydroxide solution to raise the pH to approxi-
- the neutralized reaction mixture is then evaporated to 80% solids under reduced pressure so that the temperature does not rise above 50 C.
- the textile-finishing compositions of the present invention contain the alkylated methylol melamine dissolved therein to a strength roughly equivalent to the percent of resin desired in the textiles together with the amonut of fluoride desired for insecticidal purposes.
- a watersoluble fluoride such as triethanclamine silicofiuoride
- water-insoluble fluorides are preferably reduced to fine-particle size, as by precipitation from soluble fluorides or by grinding, and are added to the alkylated melamine resin solution as an aqueous suspension.
- a curing accelerator for the alkylated methylol melamine such, for example, as diammonium hydrogen phosphate should be used in amounts of about 3% based on the weight of the alkylated methylol melamine.
- Water-soluble fluorides such as triethanolamine silicoiiuoride can be used to replace this or other curing accelerators, since we have found that they will bring about an accelerated curing of the resin without interfering in any way with their insecticidal properties. This is true even when the impregnating bath is made alkaline with a volatile base such as ammonia, triethanolamine and the like.
- the combined insecticidal and curing accelerating properties of the water-soluble fluorides and silicofluorides therefore, constitute another important advantage of the invention.
- a textile-finishing bath was prepared by adding 15 cc. of triethanclamine silicofluoride dissolved in about 150 cc. of water to a solution of 45 grams of methylated methylol melamine, prepared as described above, in 140 cc. of water.
- the washed and unwashed treated pieces and the washed and unwashed untreated pieces were then exposed to black carpet beetle larvae for two weeks, using the method of damage evaluation based on the corrected weight of droppings as described in Soap and Sanitary Chemicals, August 1942 (vol. 18, No. 8), pages -99.
- the unwashed, untreated piece showed 10.5 mgs. of droppings, whereas the unwashed, treated pieces showed 0.0 mg. of droppings.
- the washed, untreated piece showed 21.4 mgs. of droppings, whereas the washed, treated piece showed only 2.6 mgs. of droppings.
- Example 2 Other fluorides were suspended in 13 aqueous solutions of methylated methylol melamine which were then applied to wool flannnel in amounts of of its weight so that the impregnated cloth contained 13% of resin and the quantity of insecticide indicated below. The treated cloth was then evaluated by the methods described in Example 1 with the following results:
Landscapes
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Plant Pathology (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Chemical & Material Sciences (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Inorganic Chemistry (AREA)
- Textile Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Toxicology (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB615473D GB615473A (enrdf_load_stackoverflow) | 1945-08-13 | ||
US610665A US2555277A (en) | 1945-08-13 | 1945-08-13 | Composition for shrinkproofing and mothproofing woolen textiles |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US610665A US2555277A (en) | 1945-08-13 | 1945-08-13 | Composition for shrinkproofing and mothproofing woolen textiles |
Publications (1)
Publication Number | Publication Date |
---|---|
US2555277A true US2555277A (en) | 1951-05-29 |
Family
ID=24445945
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US610665A Expired - Lifetime US2555277A (en) | 1945-08-13 | 1945-08-13 | Composition for shrinkproofing and mothproofing woolen textiles |
Country Status (2)
Country | Link |
---|---|
US (1) | US2555277A (enrdf_load_stackoverflow) |
GB (1) | GB615473A (enrdf_load_stackoverflow) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2689162A (en) * | 1950-05-26 | 1954-09-14 | Interchem Corp | Textile decorating composition containing aldehyde-amine resin and zinc silicofluoride cure accelerator |
US3050419A (en) * | 1956-05-08 | 1962-08-21 | Ciba Ltd | Process for fixing aminoplasts in the wet state on cellulosic fibrous materials |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US1634791A (en) * | 1924-06-21 | 1927-07-05 | Larvex Corp | Mothproofing composition |
US2197357A (en) * | 1935-09-28 | 1940-04-16 | Ciba Products Corp | Condensation products of amino-triazine, aldehyde, and alcoholic group-containing compounds and processes of making same |
USRE22566E (en) * | 1941-08-30 | 1944-11-21 | Treatment of woolen textile | |
US2388143A (en) * | 1943-10-05 | 1945-10-30 | American Cyanamid Co | Hardenable aminotriazine-aldehyde resins |
US2426770A (en) * | 1942-02-07 | 1947-09-02 | American Cyanamid Co | Textile finishing composition comprising a methoxymethyl melamine and an aliphatic alcohol having at least eight carbon atoms |
-
0
- GB GB615473D patent/GB615473A/en active Active
-
1945
- 1945-08-13 US US610665A patent/US2555277A/en not_active Expired - Lifetime
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US1634791A (en) * | 1924-06-21 | 1927-07-05 | Larvex Corp | Mothproofing composition |
US2197357A (en) * | 1935-09-28 | 1940-04-16 | Ciba Products Corp | Condensation products of amino-triazine, aldehyde, and alcoholic group-containing compounds and processes of making same |
USRE22566E (en) * | 1941-08-30 | 1944-11-21 | Treatment of woolen textile | |
US2426770A (en) * | 1942-02-07 | 1947-09-02 | American Cyanamid Co | Textile finishing composition comprising a methoxymethyl melamine and an aliphatic alcohol having at least eight carbon atoms |
US2388143A (en) * | 1943-10-05 | 1945-10-30 | American Cyanamid Co | Hardenable aminotriazine-aldehyde resins |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2689162A (en) * | 1950-05-26 | 1954-09-14 | Interchem Corp | Textile decorating composition containing aldehyde-amine resin and zinc silicofluoride cure accelerator |
US3050419A (en) * | 1956-05-08 | 1962-08-21 | Ciba Ltd | Process for fixing aminoplasts in the wet state on cellulosic fibrous materials |
Also Published As
Publication number | Publication date |
---|---|
GB615473A (enrdf_load_stackoverflow) |
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