DE1024209B - Agent for the production of alkali-soluble polyamide coatings - Google Patents
Agent for the production of alkali-soluble polyamide coatingsInfo
- Publication number
- DE1024209B DE1024209B DER19320A DER0019320A DE1024209B DE 1024209 B DE1024209 B DE 1024209B DE R19320 A DER19320 A DE R19320A DE R0019320 A DER0019320 A DE R0019320A DE 1024209 B DE1024209 B DE 1024209B
- Authority
- DE
- Germany
- Prior art keywords
- alkali
- acid
- adipate
- coatings
- polyamide
- 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.)
- Pending
Links
- 239000004952 Polyamide Substances 0.000 title claims description 12
- 229920002647 polyamide Polymers 0.000 title claims description 12
- 238000000576 coating method Methods 0.000 title claims description 8
- 239000003795 chemical substances by application Substances 0.000 title claims description 3
- 238000004519 manufacturing process Methods 0.000 title claims description 3
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 10
- 229920000642 polymer Polymers 0.000 claims description 9
- 229920001577 copolymer Polymers 0.000 claims description 8
- 229920006122 polyamide resin Polymers 0.000 claims description 7
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 claims description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 4
- UFFRSDWQMJYQNE-UHFFFAOYSA-N 6-azaniumylhexylazanium;hexanedioate Chemical compound [NH3+]CCCCCC[NH3+].[O-]C(=O)CCCCC([O-])=O UFFRSDWQMJYQNE-UHFFFAOYSA-N 0.000 claims description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 4
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 4
- 150000002148 esters Chemical class 0.000 claims description 3
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims description 2
- VFYOSBSQRPRIDO-UHFFFAOYSA-N dicyclohexylmethanediamine;hexanedioic acid Chemical compound OC(=O)CCCCC(O)=O.C1CCCCC1C(N)(N)C1CCCCC1 VFYOSBSQRPRIDO-UHFFFAOYSA-N 0.000 claims description 2
- 239000000203 mixture Substances 0.000 claims description 2
- 239000004927 clay Substances 0.000 claims 1
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 6
- 239000003973 paint Substances 0.000 description 5
- 239000003513 alkali Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 239000004925 Acrylic resin Substances 0.000 description 3
- 229920000178 Acrylic resin Polymers 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-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
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- -1 carbon tetrachloride Butanol trichlorethylene glycol Chemical compound 0.000 description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 235000019441 ethanol Nutrition 0.000 description 3
- 239000004922 lacquer Substances 0.000 description 3
- 239000011253 protective coating Substances 0.000 description 3
- 239000011241 protective layer Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
- KRVSOGSZCMJSLX-UHFFFAOYSA-L chromic acid Substances O[Cr](O)(=O)=O KRVSOGSZCMJSLX-UHFFFAOYSA-L 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- NNBZCPXTIHJBJL-UHFFFAOYSA-N decalin Chemical compound C1CCCC2CCCCC21 NNBZCPXTIHJBJL-UHFFFAOYSA-N 0.000 description 2
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- AWJWCTOOIBYHON-UHFFFAOYSA-N furo[3,4-b]pyrazine-5,7-dione Chemical compound C1=CN=C2C(=O)OC(=O)C2=N1 AWJWCTOOIBYHON-UHFFFAOYSA-N 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 239000004014 plasticizer Substances 0.000 description 2
- 239000011118 polyvinyl acetate Substances 0.000 description 2
- 229920002689 polyvinyl acetate Polymers 0.000 description 2
- 229920001289 polyvinyl ether Polymers 0.000 description 2
- KMUONIBRACKNSN-UHFFFAOYSA-N potassium dichromate Chemical compound [K+].[K+].[O-][Cr](=O)(=O)O[Cr]([O-])(=O)=O KMUONIBRACKNSN-UHFFFAOYSA-N 0.000 description 2
- FGIUAXJPYTZDNR-UHFFFAOYSA-N potassium nitrate Chemical compound [K+].[O-][N+]([O-])=O FGIUAXJPYTZDNR-UHFFFAOYSA-N 0.000 description 2
- 230000029058 respiratory gaseous exchange Effects 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- 239000002966 varnish Substances 0.000 description 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 1
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- 240000000902 Diospyros discolor Species 0.000 description 1
- 229910021578 Iron(III) chloride Inorganic materials 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- NACRYRCJNRBOQL-UHFFFAOYSA-N O1CCCC1.CC(=O)C.C1=CC=CC=C1 Chemical compound O1CCCC1.CC(=O)C.C1=CC=CC=C1 NACRYRCJNRBOQL-UHFFFAOYSA-N 0.000 description 1
- CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical group ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 235000019270 ammonium chloride Nutrition 0.000 description 1
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzenecarboxaldehyde Natural products O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 1
- 238000004061 bleaching Methods 0.000 description 1
- 230000001680 brushing effect Effects 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 235000013351 cheese Nutrition 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- FOCAUTSVDIKZOP-UHFFFAOYSA-N chloroacetic acid Chemical compound OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 description 1
- 229940106681 chloroacetic acid Drugs 0.000 description 1
- RCTYPNKXASFOBE-UHFFFAOYSA-M chloromercury Chemical compound [Hg]Cl RCTYPNKXASFOBE-UHFFFAOYSA-M 0.000 description 1
- OIDPCXKPHYRNKH-UHFFFAOYSA-J chrome alum Chemical compound [K]OS(=O)(=O)O[Cr]1OS(=O)(=O)O1 OIDPCXKPHYRNKH-UHFFFAOYSA-J 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- LJWKFGGDMBPPAZ-UHFFFAOYSA-N ethoxyethane;toluene Chemical compound CCOCC.CC1=CC=CC=C1 LJWKFGGDMBPPAZ-UHFFFAOYSA-N 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000000834 fixative Substances 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 229910001629 magnesium chloride Inorganic materials 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 239000011702 manganese sulphate Substances 0.000 description 1
- 235000007079 manganese sulphate Nutrition 0.000 description 1
- SQQMAOCOWKFBNP-UHFFFAOYSA-L manganese(II) sulfate Chemical compound [Mn+2].[O-]S([O-])(=O)=O SQQMAOCOWKFBNP-UHFFFAOYSA-L 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 229920003145 methacrylic acid copolymer Polymers 0.000 description 1
- 229940117841 methacrylic acid copolymer Drugs 0.000 description 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Natural products OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 235000011118 potassium hydroxide Nutrition 0.000 description 1
- 239000004323 potassium nitrate Substances 0.000 description 1
- 235000010333 potassium nitrate Nutrition 0.000 description 1
- 239000012286 potassium permanganate Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- AHSYKBDQYRFAKE-UHFFFAOYSA-N pyridine;1,2-xylene Chemical compound C1=CC=NC=C1.CC1=CC=CC=C1C AHSYKBDQYRFAKE-UHFFFAOYSA-N 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 229950011008 tetrachloroethylene Drugs 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- PXXNTAGJWPJAGM-UHFFFAOYSA-N vertaline Natural products C1C2C=3C=C(OC)C(OC)=CC=3OC(C=C3)=CC=C3CCC(=O)OC1CC1N2CCCC1 PXXNTAGJWPJAGM-UHFFFAOYSA-N 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/88—Polyamides
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/70—Web, sheet or filament bases ; Films; Fibres of the matrix type containing drug
- A61K9/7007—Drug-containing films, membranes or sheets
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/70—Web, sheet or filament bases ; Films; Fibres of the matrix type containing drug
- A61K9/7015—Drug-containing film-forming compositions, e.g. spray-on
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L77/00—Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Epidemiology (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Birds (AREA)
- Organic Chemistry (AREA)
- Polymers & Plastics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Dermatology (AREA)
- Paints Or Removers (AREA)
Description
Mittel zur Herstellung von alkalilöslichen Polyamidüberzügen Die Erfindung betrifft Mittel zur Herstellung von alkalilöslichen Polyamidüberzügen auf der Haut oder den Haaren. Means for the production of alkali-soluble polyamide coatings The invention relates to means for producing alkali-soluble polyamide coatings on the skin or hair.
Die Erfindung bezweckt die Schaffung vorübergehend anwendbarer Schutzüberzüge, die sowohl ausreichend widerstandsfähig und elastisch als auch jederzeit in einfacher Weise durch Alkalien, insbesondere Seife, entfernbar sind. The invention aims to create temporarily applicable protective coatings, which are both sufficiently resistant and elastic and at any time in simple Way can be removed by alkalis, especially soap.
Es ist bereits vorgeschlagen worden, derartige Überzüge aus zu wenigstens 90% aus Acrylharzen bestehenden Lösungen herzustellen. Diese Überzüge hatten den Nachteil, daß sie wenig wasserfest waren. It has already been proposed to at least use such coatings 90% acrylic resin solutions. These coatings had the Disadvantage that they were not very waterproof.
Nach der Erfindung ist es möglich, Schutzüberzüge aus Polyamidharzen unter praktischer Beibehaltung der Festigkeit gegen Wasser und chemische Reagenzien derartiger Filme zu erhalten, die jedoch überraschenderweise mittels wäßriger Alkalilösungen, beispielsweise Seife oder Soda, wieder leicht entfernbar sind. According to the invention it is possible to use protective coatings made of polyamide resins while practically maintaining resistance to water and chemical reagents to obtain such films, which, surprisingly, by means of aqueous alkali solutions, for example soap or soda, can be easily removed again.
Erreicht wird dies dadurch, daß erfindungsgemäß Polyamidlösungen die an sich als filmbildende Bestandteile derartige Mittel bekannten Polymerisate bzw. Mischpolymerisate von solchen ungesättigten Kohlenwasserstoffen zugesetzt werden, deren Gehalt an freien Carboxylgruppen bei Zusatz von wäßrigen Alkalilösungen ihre Überführung in wasserlösliche Form bewirkt. This is achieved in that polyamide solutions according to the invention the polymers known per se as film-forming constituents of such agents or mixed polymers of such unsaturated hydrocarbons are added, their content of free carboxyl groups when aqueous alkali solutions are added Conversion into water-soluble form causes.
Zweckmäßig wird der Anteil der Polymerisate zwischen 0, 5 und 50% des Polyamidgehalts gewählt. Als Mischpolymerisate sind solche von Acrylsäure bzw. Methacrylsäure mit deren Estern oder von Acrylsäure mit Styrol oder Vinylacetat geeignet. The proportion of polymers is expediently between 0, 5 and 50% the polyamide content selected. As copolymers are those of acrylic acid or Methacrylic acid with its esters or of acrylic acid with styrene or vinyl acetate suitable.
In den meisten Fällen liegen die Verhältnisse so, daß der Anteil an polymeren Säuren gleich groß oder größer ist als der Anteil der Ester oder anderen Bestandteilen der Mischpolymerisate. In most cases the proportions are such that the proportion of polymeric acids is equal to or greater than the proportion of esters or others Components of the copolymers.
Nach einem weiteren Erfindungsmerkmal werden die Polyamide und die Polymerisate in Form fertiger Lösungen in der Kälte miteinander gemischt. According to a further feature of the invention, the polyamides and the Polymers in the form of ready-made solutions mixed with one another in the cold.
Der überraschende Effekt der Erfindung besteht darin, daß die an sich wasserfesten und nach dem Bekannten nur mit organischen Lösungsmitteln entfernbaren Polyamidfilme unter praktisch unveränderter Beibehaltung ihrer an sich bekannten Eigenschaften alkalilöslich sind, wenn der Polyamidlösung vor dem Auftragen verhältnismäßig geringe Mengen der genannten Polymerisate in saurer, also nicht neutralisierter Form und mit hinreichendem Gehalt an freien Carboxylgruppen zugesetzt werden. So gelingt es beispielsweise nicht, durch entsprechenden Zusatz von Acrylharzen zu Filmen aus Cellulosederivaten eine Alkalilöslichkeit zu erreichen. The surprising effect of the invention is that the on are waterproof and, according to the known, can only be removed with organic solvents Polyamide films with practically unchanged retention of their known per se Properties are alkali-soluble if the polyamide solution before application is proportionate small amounts of the polymers mentioned in acidic, ie not neutralized Form and with a sufficient content of free carboxyl groups are added. So it does not succeed, for example, by adding appropriate acrylic resins Cellulose derivative films to achieve alkali solubility.
Die entgegen der Erwartung in wenigen Sekunden mittels Alkalien durchführbare Entfernung der Polyamidfilme nach der Erfindung erklärt sich vermutlich durch die relativ große Wasseraufnehmefähigkeit der Polyamidharze, die 12 bis 14% beträgt. Hierdurch können die Alkalilösungen den Film schnell wie einen Schwamm durchdringen und an den Berührungsstellen mit den alkalilöslichen Acrylharzbestandteilen Auflösungsstellen erzeugen, wodurch der gesamte Lackfilm ähnlich wie ein Strumpf durch Laufmaschen aufgerollt wird. Contrary to expectations, this can be carried out in a few seconds using alkalis Removal of the polyamide films according to the invention is presumably explained by the relatively high water absorption capacity of the polyamide resins, which is 12 to 14%. This allows the Alkali solutions quickly penetrate the film like a sponge and at the points of contact with the alkali-soluble acrylic resin components, points of dissolution create, making the entire film of lacquer similar to a stocking by running stitches is rolled up.
Anwendungsgebiete der Erfindung sind Schutzüberzüge auf der menschlichen Haut, insbesondere den Händen, gegen Schmutz, schädliche Chemikalien, 0l, organische Lösungsmittel, wie Ketone, Benzin, Benzol ; ferner können die Überzüge als Träger für Medikamente oder Schminkfarben auf Hautteilen oder Haaren dienen oder als Fixativ für Frisuren (Haarlack). Fields of application of the invention are protective coatings on the human Skin, especially the hands, against dirt, harmful chemicals, 0l, organic Solvents such as ketones, gasoline, benzene; Furthermore, the coatings can be used as a carrier for medication or make-up paints on parts of the skin or hair or as a fixative for hairstyles (hair lacquer).
Die Polyamidfilme sind auf der Haut wegen ihres eiweißartigen Molekülaufbaues und infolge des netzartigen Aufbaues des Filmes besonders gut verträglich, da die auf der Haut gebildete äußerst feinporige Filmstruktur die Hautatmung und Verdunstung nicht behindert, während beispielsweise Firnisüberzüge die Hautatmung behindern und zu Wärmestauungen führen. The polyamide films are on the skin because of their protein-like molecular structure and due to the net-like structure of the film particularly well tolerated, since the The extremely fine-pored film structure formed on the skin prevents skin breathing and evaporation not hindered, while varnish coatings, for example, hinder the skin from breathing and lead to heat build-up.
Weitere Anwendungsmöglichkeiten von Filmen nach der Erfindung bestehen als jederzeit leicht entfernbare Appreturfür Textilgewebe, als zeitweise Schutzschicht, z. Bi während der Bearbeitung oder während des Transportes, auf Glas, Holz, Metallen. Ferner können leicht entfernbare Farbanstriche für Reklamezweclke oder Tarnzwecke hergestellt werden oder Umhüllungen empfindlicher Nahrungsmittel, z. B. Früchte, Käse. There are other possible uses of films according to the invention as a finish for textile fabrics that can be easily removed at any time, as a temporary protective layer, z. Bi during processing or during transport, on glass, wood, metals. Easily removable paints for advertising or camouflage purposes can also be used are made or coverings for sensitive foods, e.g. B. fruits, Cheese.
Die Eigenschaften der erfindungsgemäßen Schutzschichten können durch geeignete Zusätze zu den Polymerisaten bzw. Mischpolymerisaten oder deren Lösungen nach Wunsch beeinflußt werden. So lassen sich andere filmbildende Stoffe, wie Polyvinyläther oder Polyvinylacetat, ferner Weichmacher zusetzen, wodurch die mechanischen Eigenschaften der jeweils erhaltenen Schutzschicht in bestimmter Weise geändert werden. The properties of the protective layers according to the invention can by suitable additives to the polymers or copolymers or their solutions be influenced as desired. So can other film-forming substances, such as polyvinyl ether or polyvinyl acetate, also add plasticizers, thereby reducing the mechanical properties of the protective layer obtained in each case can be changed in a certain way.
Die Erfindung sei an Hand der folgenden Beispiele erläutert : Beispiel 1 Eine Lösung von 200 g des Polyamidharzes, das aus gleichen Teilen von Caprolactan, Hexamethylendiammoniumadipat und Diaminodicyclohexylmethanadipat besteht, werden in 800 ccm von 80°/Oigem n-Propanol am Rückflußkühler gelößt. The invention is explained using the following examples: example 1 A solution of 200 g of the polyamide resin, which is made from equal parts of caprolactan, Hexamethylene diammonium adipate and diaminodicyclohexyl methane adipate dissolved in 800 cc of 80% n-propanol on a reflux condenser.
Gleichzeitig werden 30 Gewichtsteile eines Mischpolymerisates aus 1, 7 Gewichtsteilen Methacrylsäure-Methylester und 3, 3 Gewichtsteilen Methacrylsäure in 970 ccm von 80 °/>igem n-Propanol in der Wärme gelöst. At the same time, 30 parts by weight of a copolymer are obtained 1.7 parts by weight of methyl methacrylate and 3.3 parts by weight of methacrylic acid dissolved in 970 cc of 80% n-propanol in the heat.
Nach dem Erkalten werden beide Lösungen miteinander vermischt, und man erhält eine klare viskose Lösung. After cooling, the two solutions are mixed together, and a clear viscous solution is obtained.
Die durch Verdunstung dieser Lösung erhaltenen Filme haben folgende Eigenschaften : spezifisches Gewicht 1, 12, Zerreißfestigkeit etwa 400 kg/cm2, Bruchdehnung etwa 300 °/0, Elastizitätsmodul etwa 3000 kg/cm2. The films obtained by evaporation of this solution are as follows Properties: specific weight 1.12, tensile strength about 400 kg / cm2, elongation at break about 300 ° / 0, modulus of elasticity about 3000 kg / cm2.
Ferner wurden folgende besondere Eigenschaften festgestellt, die zeigen, daß die bekannten Eigenschaften der Polyamidharze durch den erfindungsgemäßen Zusatz von verseifbaren Polymerisaten bzw. Mischpolymerisaten praktisch keine Einschränkung erleiden : Der Lackfilm nach Beispiel 1 ist beständig gegen folgende Chemikalien : Konzentration der Lösungsmittel Ameisensäure ...................... 10 °/0 Chloressigsäure 10 °/o Chromsäure 10% Chromsäure.............. l % Essigsäure............... 10 % Milchsäure ...................... 10% Oxalsäur ........................ 105 Phosphorsäure 10 °/0 Salpetersäure 10 °/0 Salzsäure ...................... 10% Schwefelsäure 10 °/0 Uberchlorsäure........... 10% Citronensäure 10 °/o Ammoniak.............. 10% Kalilauge ...................... 10% Natronlauge............. 10 °/0 Ammoniumchlorid........ 10% Aluminiumchlorid........ 10 °/0 Bleichlauge.............. 10% Calciumchlorid........... 10 °/0 Chromalaun............. 10 °/0 Eisenchlorid............. 10% Kaliumbichromat........ 5% Kaliumnitrat............ 10 °/0 Kaliumpermanganat...... 1 °/o Kupfersulfat............. 10 °/0 Magnesiumchlorid........ 10 °/o Mangansulfat............ 10% Natriumsulfat............ 10 °/o @ Natriumbisulfit ............... 10% Quecksilberchlorid .............. 5% Wasserstoffsuperoxyd..... 0, 5 °/0 Wasserstoffsuperoxyd..... 1 °/o nach 54 Tagen Wasserstoffsuperoxyd..... 3 °/0 Lagerung Zinkchlorid.............. 10% Der Lackfilm nach Beispiel 1 ist beständig gegen folgende Lösungsmittel : Isopropylalkohol Tetrachlorkohlenstoff Butanol Trichloräthylen Glykol Perchloräthylen Chloroform Chlorbenzol Methylenchlorid Methylacetat Athylenchlorid Äthylacetat Buthylacetat Dekalin Aceton Tetrahydrofuran Benzol Äther Toluol Benzaldehyd Xylol Pyridin Benzin Schwefelkohlenstoff Petroleum Mineralöl Tetralin Statt n-Propanol können ganz oder teilweise auch andere niedere Alkohole mit einem Zusatz von 10 bis 20°/o Wasser venvendet werden, beispielsweise Methyl-oder Äthylalkohol. Auch kann der Lack in bekannter Weise verschnitten werden, beispielsweise mit Äthylacetat. Die Auftragung des Lackes kann durch Verreiben, Streichen, Aufspritzen oder Tauchen geschehen.In addition, the following special properties were found, which show that the known properties of the polyamide resins by the addition according to the invention practically no restriction on saponifiable polymers or copolymers suffer: The paint film according to Example 1 is resistant to the following chemicals : Concentration of the solvents formic acid ...................... 10 ° / 0 chloroacetic acid 10% chromic acid 10% chromic acid .............. 1% acetic acid ............... 10 % Lactic acid ...................... 10% oxalic acid ....................... 105 Phosphoric Acid 10 ° / 0 nitric acid 10 ° / 0 hydrochloric acid ...................... 10% sulfuric acid 10 ° / 0 superchloric acid ........... 10% citric acid 10 ° / o ammonia .............. 10% Potash lye ...................... 10% sodium hydroxide solution ............. 10 ° / 0 ammonium chloride ...... .. 10% aluminum chloride ........ 10 ° / 0 bleaching liquor .............. 10% calcium chloride ........... 10 ° / 0 chrome alum ............. 10 ° / 0 ferric chloride ............. 10% potassium dichromate ........ 5% potassium nitrate ............ 10 ° / 0 potassium permanganate ...... 1 ° / o copper sulphate ............. 10 ° / 0 magnesium chloride ........ 10 ° / o manganese sulphate ............ 10% sodium sulphate ............ 10 ° / o @ sodium bisulphite ............... 10% mercury chloride .............. 5% Hydrogen peroxide ..... 0.5% hydrogen peroxide ..... 1 ° / o after 54 days Hydrogen peroxide ..... 3 ° / 0 Storage Zinc chloride .............. 10% The paint film according to example 1 is resistant to the following solvents: isopropyl alcohol carbon tetrachloride Butanol trichlorethylene glycol perchlorethylene chloroform chlorobenzene methylene chloride Methyl acetate, ethylene chloride, ethyl acetate Buthylacetate decalin acetone tetrahydrofuran Benzene ether toluene benzaldehyde xylene pyridine gasoline carbon disulfide petroleum Mineral oil tetralin Instead of n-propanol, other lower Alcohols with an addition of 10 to 20% water can be used, for example Methyl or ethyl alcohol. The lacquer can also be blended in a known manner, for example with ethyl acetate. The application of the varnish can be done by rubbing, Brushing, spraying or dipping can be done.
Selbstverständlich können auch Weichmacher, beispielsweise Dibutylphthalat, Farbstoffe, alkohollösliche Wirkstoffe, z. B. Medikamente, sowie geringe Mengen anderer Filmbildner zugesetzt werden.Of course, plasticizers, for example dibutyl phthalate, Colorants, alcohol-soluble active ingredients, e.g. B. Medicines, as well as small amounts other film former can be added.
Beispiel 2 Man löst am Rücknußkühler 200 g des Polyamidharzes, das aus den Bestandteilen Caprolactam und Hexamethylendiammoniumadipat besteht, in 800 ccm von 80°/oigem n-Propanol auf. Ebenso löst man 40 g des im Beispiel 1 genannten Methacrylsäuremischpolymerisats in 960 Teilen von 90% igem Äthylalkohol auf. EXAMPLE 2 200 g of the polyamide resin which consists of the components caprolactam and hexamethylene diammonium adipate, in 800 ccm of 80% n-propanol. 40 g of that mentioned in Example 1 are also dissolved Methacrylic acid copolymer in 960 parts of 90% ethyl alcohol.
Nach dem Erkalten vermischt man beide Lösungen und setzt noch 20 ccm Butylenglykol hinzu. Man erhält ein milchiges, dickflüssiges Produkt, welches entgegen der bisherigen Erfahrung auch bei wochenlangem Stehen nicht geliert und dessen Film die Erscheinungen des sogenannten, Wasserbruchs,, nicht zeigt.After cooling, mix the two solutions and add another 20 ccm Butylene glycol added. A milky, viscous product is obtained, which opposes the previous experience does not gel even after standing for weeks and its film does not show the phenomena of the so-called "water break".
Die mechanische Festigkeit des Produktes liegt etwas höher als die des im Beispiel 1 genannten Präparates, jedoch sind die Filme beim Trocknen etwas getrübt. The mechanical strength of the product is slightly higher than that of the preparation mentioned in Example 1, but the films are somewhat on drying clouded.
Zweckmäßig wird die Lösung der beiden Lackbestandteile nicht in einem Arbeitsgang vorgenommen, da in der Hitze leicht eine Einwirkung der Acrylatlösung auf die Polyamidlösung eintreten kann, die eine Herabsetzung der mechanischen Eigenschaften des Films nach sich zieht. The solution of the two paint components is not expedient in one Operation carried out, as the acrylate solution can easily act in the heat on the polyamide solution can occur, which reduces the mechanical properties of the film.
Die obengenannten Polyamidharze können in gleicher Weise mit Lösungen von Mischpolymerisaten der Acrylsaure bzw. Methacrylsäure oder anderen ungesättigten Säuren, z. B. Maleinsäure, mit anderen Vinylharzen, beispielsweise Polyvinylacetat, Polyvinyläther, Polystyrol, gemischt werden. The above-mentioned polyamide resins can be used in the same way with solutions of copolymers of acrylic acid or methacrylic acid or other unsaturated Acids, e.g. B. maleic acid, with other vinyl resins, such as polyvinyl acetate, Polyvinyl ether, polystyrene, can be mixed.
Kennzeichnend für das Wesen der Erfindung ist stets der Gehalt an freien Carboxylgruppen, welche bei Zusatz von Alkalien eine Überführung in die wasserlösliche Form ermöglichen. Characteristic for the essence of the invention is always the content of free carboxyl groups which, when alkalis are added, are converted into water-soluble ones Enable form.
Die bei dem Verfahren nach der Erfindung verwendeten Polymerisate, Mischpolymerisate und Lösungsmittel lassen sich je nach den gewünschten speziellen Eigenschaften der Filme in mannigfacher Weise abwandeln. The polymers used in the process according to the invention, Copolymers and solvents can be special depending on the desired Modify the properties of the films in a variety of ways.
Claims (2)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DER19320A DE1024209B (en) | 1956-07-27 | 1956-07-27 | Agent for the production of alkali-soluble polyamide coatings |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DER19320A DE1024209B (en) | 1956-07-27 | 1956-07-27 | Agent for the production of alkali-soluble polyamide coatings |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1024209B true DE1024209B (en) | 1958-02-13 |
Family
ID=7400412
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DER19320A Pending DE1024209B (en) | 1956-07-27 | 1956-07-27 | Agent for the production of alkali-soluble polyamide coatings |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE1024209B (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0265228A3 (en) * | 1986-10-23 | 1989-01-11 | Shionogi Seiyaku Kabushiki Kaisha Trading Under The Name Of Shionogi & Co. Ltd. | Acrylic copolymer and skin protective and their use |
| EP0404558A1 (en) * | 1989-06-21 | 1990-12-27 | Yissum Research Development Company Of The Hebrew University Of Jerusalem | Liquid polymer composition, and method of use |
| US5438076A (en) * | 1988-05-03 | 1995-08-01 | Perio Products, Ltd. | Liquid polymer composition, and method of use |
-
1956
- 1956-07-27 DE DER19320A patent/DE1024209B/en active Pending
Non-Patent Citations (1)
| Title |
|---|
| None * |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0265228A3 (en) * | 1986-10-23 | 1989-01-11 | Shionogi Seiyaku Kabushiki Kaisha Trading Under The Name Of Shionogi & Co. Ltd. | Acrylic copolymer and skin protective and their use |
| US5438076A (en) * | 1988-05-03 | 1995-08-01 | Perio Products, Ltd. | Liquid polymer composition, and method of use |
| US5639795A (en) * | 1988-05-03 | 1997-06-17 | Perio Products, Ltd. | Liquid polymer composition, and method of use |
| US5648399A (en) * | 1988-05-03 | 1997-07-15 | Perio Products, Ltd. | Liquid polymer composition and method of use |
| EP0404558A1 (en) * | 1989-06-21 | 1990-12-27 | Yissum Research Development Company Of The Hebrew University Of Jerusalem | Liquid polymer composition, and method of use |
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