GB599279A - Improvements in or relating to water-proofing compositions for light coloured leathers - Google Patents
Improvements in or relating to water-proofing compositions for light coloured leathersInfo
- Publication number
- GB599279A GB599279A GB21027/45A GB2102745A GB599279A GB 599279 A GB599279 A GB 599279A GB 21027/45 A GB21027/45 A GB 21027/45A GB 2102745 A GB2102745 A GB 2102745A GB 599279 A GB599279 A GB 599279A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alkylol
- polyamine
- acid
- base compound
- glyoxalidine
- 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
- 238000004078 waterproofing Methods 0.000 title abstract 3
- 239000000203 mixture Substances 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 8
- 229920000768 polyamine Polymers 0.000 abstract 7
- 239000000344 soap Substances 0.000 abstract 5
- 125000004432 carbon atom Chemical group C* 0.000 abstract 4
- 238000010438 heat treatment Methods 0.000 abstract 4
- XPXMKIXDFWLRAA-UHFFFAOYSA-N hydrazinide Chemical compound [NH-]N XPXMKIXDFWLRAA-UHFFFAOYSA-N 0.000 abstract 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 4
- 229920001281 polyalkylene Polymers 0.000 abstract 4
- 235000014113 dietary fatty acids Nutrition 0.000 abstract 3
- 239000002270 dispersing agent Substances 0.000 abstract 3
- 239000006185 dispersion Substances 0.000 abstract 3
- 239000003925 fat Substances 0.000 abstract 3
- 229930195729 fatty acid Natural products 0.000 abstract 3
- 239000000194 fatty acid Substances 0.000 abstract 3
- 150000004665 fatty acids Chemical class 0.000 abstract 3
- 239000010985 leather Substances 0.000 abstract 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 abstract 2
- 125000001931 aliphatic group Chemical group 0.000 abstract 2
- 125000002947 alkylene group Chemical group 0.000 abstract 2
- 125000003277 amino group Chemical group 0.000 abstract 2
- 229910052799 carbon Inorganic materials 0.000 abstract 2
- 125000002091 cationic group Chemical group 0.000 abstract 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 abstract 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 abstract 2
- 229910021653 sulphate ion Inorganic materials 0.000 abstract 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 abstract 1
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 abstract 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 abstract 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 abstract 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 abstract 1
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 abstract 1
- 239000005639 Lauric acid Substances 0.000 abstract 1
- 239000005642 Oleic acid Substances 0.000 abstract 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 abstract 1
- 235000021314 Palmitic acid Nutrition 0.000 abstract 1
- 235000019483 Peanut oil Nutrition 0.000 abstract 1
- 235000021355 Stearic acid Nutrition 0.000 abstract 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 abstract 1
- 230000029936 alkylation Effects 0.000 abstract 1
- 238000005804 alkylation reaction Methods 0.000 abstract 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 abstract 1
- 229910052782 aluminium Inorganic materials 0.000 abstract 1
- 239000004411 aluminium Substances 0.000 abstract 1
- LHIJANUOQQMGNT-UHFFFAOYSA-N aminoethylethanolamine Chemical compound NCCNCCO LHIJANUOQQMGNT-UHFFFAOYSA-N 0.000 abstract 1
- 229910052793 cadmium Inorganic materials 0.000 abstract 1
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 abstract 1
- 229910052791 calcium Inorganic materials 0.000 abstract 1
- 239000011575 calcium Substances 0.000 abstract 1
- CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical class [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 abstract 1
- PZWDHVKNXVLHOV-UHFFFAOYSA-K di(hexadecanoyloxy)alumanyl hexadecanoate Chemical compound [Al+3].CCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCC([O-])=O PZWDHVKNXVLHOV-UHFFFAOYSA-K 0.000 abstract 1
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- JYCKNDWZDXGNBW-UHFFFAOYSA-N dipropyl sulfate Chemical compound CCCOS(=O)(=O)OCCC JYCKNDWZDXGNBW-UHFFFAOYSA-N 0.000 abstract 1
- AHZPHVYDXBRNIO-UHFFFAOYSA-N ethanol;ethene Chemical group C=C.C=C.CCO AHZPHVYDXBRNIO-UHFFFAOYSA-N 0.000 abstract 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 abstract 1
- 239000011133 lead Substances 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 abstract 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 abstract 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 abstract 1
- 229940049964 oleate Drugs 0.000 abstract 1
- 239000000312 peanut oil Substances 0.000 abstract 1
- WBHHMMIMDMUBKC-XLNAKTSKSA-N ricinelaidic acid Chemical compound CCCCCC[C@@H](O)C\C=C\CCCCCCCC(O)=O WBHHMMIMDMUBKC-XLNAKTSKSA-N 0.000 abstract 1
- 229960003656 ricinoleic acid Drugs 0.000 abstract 1
- FEUQNCSVHBHROZ-UHFFFAOYSA-N ricinoleic acid Natural products CCCCCCC(O[Si](C)(C)C)CC=CCCCCCCCC(=O)OC FEUQNCSVHBHROZ-UHFFFAOYSA-N 0.000 abstract 1
- 239000008117 stearic acid Substances 0.000 abstract 1
- 229960001124 trientine Drugs 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
- 229910052725 zinc Inorganic materials 0.000 abstract 1
- 239000011701 zinc Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C14—SKINS; HIDES; PELTS; LEATHER
- C14C—CHEMICAL TREATMENT OF HIDES, SKINS OR LEATHER, e.g. TANNING, IMPREGNATING, FINISHING; APPARATUS THEREFOR; COMPOSITIONS FOR TANNING
- C14C9/00—Impregnating leather for preserving, waterproofing, making resistant to heat or similar purposes
-
- 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
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
- D06M13/184—Carboxylic acids; Anhydrides, halides or salts thereof
- D06M13/188—Monocarboxylic acids; Anhydrides, halides or salts thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Treatment And Processing Of Natural Fur Or Leather (AREA)
Abstract
An aqueous dispersion of a water-insoluble metallic soap, for use in waterproofing leather, contains as dispersing agent a cationic surface active base compound comprising a derivative, alkylated with a dialkyl sulphate containing 2, 3, or 4 carbon atoms, of an amino-amide or of a glyoxalidine cyclised therefrom, the aminoamide having the general formula R1-CO-(NH-CH2-CH2)n -NH-R2, where R1 represents an aliphatic chain containing at least 7 carbon atoms, R2 represents a hydrogen atom or a 1 to 3 carbon alkylol group, and n is 2 or 3 when R2 represents hydrogen, or 1, 2, or 3 when R2 represents an alkylol group. Suitable metallic soaps are the stearates of aluminium, calcium, zinc, lead, and cadmium, and aluminium palmitate and oleate. The base compound is prepared by heating together at 180-210 DEG C. a fat or fatty acid and a polyalkylene polyamine, alkylene alkylol polyamine, or polyalkylene alkylol polyamine having 2-4 amino groups (see Group IV). Heating to 300 DEG C. gives the glyoxalidine compound. In preparing the dispersion the dispersing agent is dissolved in water and the finely-divided metallic soap stirred in. The proportion by weight of the base compound to the metallic soap is at least one to eight, and preferably at least one to four. Treatment of alumtanned leather may follow fat-liquoring with the material described in Specification 599,261.ALSO:A cationic surface active base compound comprises a derivative, alkylated with a dialkyl sulphate containing 2, 3 or 4 carbon atoms, of an amino-amide or of a glyoxalidine cyclised therefrom, the amino-amide having the general formula R1-CO-(NH-CH2-CH2)n-NH-R2, where R1 represents an aliphatic chain containing at least 7 carbon atoms, R2 represents a hydrogen atom or a 1 to 3 carbon alkylol group, and n is 2 or 3 when R2 represents hydrogen, or 1, 2, or 3 when R2 represents an alkylolgroup. The base compound is prepared by heating together at 180 DEG -210 DEG C. a fat or fatty acid and a polyalkylene polyamine, alkylene alkylol polyamine or polyalkylene alkylol polyamine having 2-4 amino groups. Heating to 300 DEG C. gives the glyoxalidine compound. Peanut oil, oleic acid, ricinoleic acid, lauric acid, stearic acid, and palmitic acid are examples of fats and fatty acids, and diethylene triamine, ethanol ethylene diamine, ethanol diethylene tetramine, and triethylene tetramine are suitable polyamines. Alkylation with dimethyl, diethyl, or dipropyl sulphate is carried out at below 60 DEG C. The compounds are used as dispersing agents in preparing aqueous dispersions of metallic soaps for waterproofing leather (see Groups III and VIII).
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US599279XA | 1944-12-13 | 1944-12-13 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB599279A true GB599279A (en) | 1948-03-09 |
Family
ID=22026186
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB21027/45A Expired GB599279A (en) | 1944-12-13 | 1945-08-17 | Improvements in or relating to water-proofing compositions for light coloured leathers |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB599279A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1995027800A1 (en) * | 1994-04-12 | 1995-10-19 | Allied Colloids Limited | Leather softening |
-
1945
- 1945-08-17 GB GB21027/45A patent/GB599279A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1995027800A1 (en) * | 1994-04-12 | 1995-10-19 | Allied Colloids Limited | Leather softening |
| US5603733A (en) * | 1994-04-12 | 1997-02-18 | Allied Colloids Limited | Leather softening |
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