GB802727A - Synthetic waxes, their manufacture and compositions containing them - Google Patents
Synthetic waxes, their manufacture and compositions containing themInfo
- Publication number
- GB802727A GB802727A GB1914653A GB1914653A GB802727A GB 802727 A GB802727 A GB 802727A GB 1914653 A GB1914653 A GB 1914653A GB 1914653 A GB1914653 A GB 1914653A GB 802727 A GB802727 A GB 802727A
- Authority
- GB
- United Kingdom
- Prior art keywords
- waxes
- wax
- acid
- carbon atoms
- synthetic
- 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
- 239000001993 wax Substances 0.000 title abstract 22
- 239000000203 mixture Substances 0.000 title abstract 3
- 238000004519 manufacturing process Methods 0.000 title 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 10
- 150000001875 compounds Chemical class 0.000 abstract 8
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 abstract 8
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 abstract 7
- 238000002360 preparation method Methods 0.000 abstract 7
- 239000000839 emulsion Substances 0.000 abstract 6
- 235000021355 Stearic acid Nutrition 0.000 abstract 5
- 239000002253 acid Substances 0.000 abstract 5
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 abstract 4
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 abstract 4
- 235000014113 dietary fatty acids Nutrition 0.000 abstract 4
- 239000000194 fatty acid Substances 0.000 abstract 4
- 229930195729 fatty acid Natural products 0.000 abstract 4
- 150000004665 fatty acids Chemical class 0.000 abstract 4
- UTOPWMOLSKOLTQ-UHFFFAOYSA-N octacosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O UTOPWMOLSKOLTQ-UHFFFAOYSA-N 0.000 abstract 4
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 abstract 4
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 abstract 4
- 229920005989 resin Polymers 0.000 abstract 4
- 239000011347 resin Substances 0.000 abstract 4
- 239000008117 stearic acid Substances 0.000 abstract 4
- KPAPHODVWOVUJL-UHFFFAOYSA-N 1-benzofuran;1h-indene Chemical compound C1=CC=C2CC=CC2=C1.C1=CC=C2OC=CC2=C1 KPAPHODVWOVUJL-UHFFFAOYSA-N 0.000 abstract 3
- 150000007513 acids Chemical class 0.000 abstract 3
- 239000006227 byproduct Substances 0.000 abstract 3
- 239000004203 carnauba wax Substances 0.000 abstract 3
- 235000013869 carnauba wax Nutrition 0.000 abstract 3
- 150000001991 dicarboxylic acids Chemical class 0.000 abstract 3
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 abstract 3
- 150000002148 esters Chemical class 0.000 abstract 3
- 239000007858 starting material Substances 0.000 abstract 3
- 235000021357 Behenic acid Nutrition 0.000 abstract 2
- 229920001800 Shellac Polymers 0.000 abstract 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 abstract 2
- 239000001361 adipic acid Substances 0.000 abstract 2
- 238000013019 agitation Methods 0.000 abstract 2
- 239000012670 alkaline solution Substances 0.000 abstract 2
- 238000009835 boiling Methods 0.000 abstract 2
- 239000003995 emulsifying agent Substances 0.000 abstract 2
- 150000002170 ethers Chemical class 0.000 abstract 2
- 235000021323 fish oil Nutrition 0.000 abstract 2
- 239000000155 melt Substances 0.000 abstract 2
- 230000008018 melting Effects 0.000 abstract 2
- 238000002844 melting Methods 0.000 abstract 2
- 229920001568 phenolic resin Polymers 0.000 abstract 2
- 229920000151 polyglycol Polymers 0.000 abstract 2
- 239000010695 polyglycol Substances 0.000 abstract 2
- 239000000047 product Substances 0.000 abstract 2
- 239000004208 shellac Substances 0.000 abstract 2
- 235000013874 shellac Nutrition 0.000 abstract 2
- ZLGIYFNHBLSMPS-ATJNOEHPSA-N shellac Chemical compound OCCCCCC(O)C(O)CCCCCCCC(O)=O.C1C23[C@H](C(O)=O)CCC2[C@](C)(CO)[C@@H]1C(C(O)=O)=C[C@@H]3O ZLGIYFNHBLSMPS-ATJNOEHPSA-N 0.000 abstract 2
- 229940113147 shellac Drugs 0.000 abstract 2
- 229920003002 synthetic resin Polymers 0.000 abstract 2
- 239000000057 synthetic resin Substances 0.000 abstract 2
- 235000015112 vegetable and seed oil Nutrition 0.000 abstract 2
- 239000008158 vegetable oil Substances 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 2
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 abstract 1
- 241000251468 Actinopterygii Species 0.000 abstract 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- 239000004215 Carbon black (E152) Substances 0.000 abstract 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 abstract 1
- 240000000111 Saccharum officinarum Species 0.000 abstract 1
- 235000007201 Saccharum officinarum Nutrition 0.000 abstract 1
- 235000011037 adipic acid Nutrition 0.000 abstract 1
- 150000008064 anhydrides Chemical class 0.000 abstract 1
- -1 b - hydroxy adipic Chemical class 0.000 abstract 1
- 229940116226 behenic acid Drugs 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 238000001035 drying Methods 0.000 abstract 1
- 239000012183 esparto wax Substances 0.000 abstract 1
- SLGWESQGEUXWJQ-UHFFFAOYSA-N formaldehyde;phenol Chemical class O=C.OC1=CC=CC=C1 SLGWESQGEUXWJQ-UHFFFAOYSA-N 0.000 abstract 1
- 229930195733 hydrocarbon Natural products 0.000 abstract 1
- 150000002430 hydrocarbons Chemical class 0.000 abstract 1
- 150000007529 inorganic bases Chemical class 0.000 abstract 1
- 239000004200 microcrystalline wax Substances 0.000 abstract 1
- 235000019808 microcrystalline wax Nutrition 0.000 abstract 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 abstract 1
- 150000007530 organic bases Chemical class 0.000 abstract 1
- IPCSVZSSVZVIGE-UHFFFAOYSA-N palmitic acid group Chemical group C(CCCCCCCCCCCCCCC)(=O)O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 abstract 1
- 239000012188 paraffin wax Substances 0.000 abstract 1
- 239000005011 phenolic resin Substances 0.000 abstract 1
- 239000000049 pigment Substances 0.000 abstract 1
- 238000005498 polishing Methods 0.000 abstract 1
- 229920006395 saturated elastomer Polymers 0.000 abstract 1
- 235000003441 saturated fatty acids Nutrition 0.000 abstract 1
- 150000004671 saturated fatty acids Chemical class 0.000 abstract 1
- 239000000243 solution Substances 0.000 abstract 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 abstract 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09G—POLISHING COMPOSITIONS; SKI WAXES
- C09G1/00—Polishing compositions
- C09G1/06—Other polishing compositions
- C09G1/08—Other polishing compositions based on wax
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
Abstract
Polishing compositions comprise aqueous emulsions or aqueous colloidal solutions of synthetic waxes consisting wholly of a compound or compounds of the formula RCONHXOOCYCOOH, wherein R is a monovalent aliphatic radical containing at least 11 carbon atoms, X is a divalent aliphatic radical containing at least 2 carbon atoms, and Y is a divalent aliphatic radical containing at least 4 carbon atoms, or consisting of such compounds in admixture with unreacted starting materials and/or by-products. (For preparation of the waxes see Group IV (b).) The synthetic waxes may be used in combination with natural waxes, such as candellilla wax, carnauba wax, ouricouri wax, sugar cane wax, esparto wax, paraffin wax, micro-crystalline waxes and oxidized hydrocarbon waxes, or synthetic resins. Emulsifying agents such as polyglycol ethers and esters, or oleates of triethanolamine or morpholine may be added. The synthetic waxes can be emulsified with inorganic or organic bases. As the higher fatty acids used in the preparation of the waxes, stearic acid and behenic acid are particularly suitable but hydrogenated fish or vegetable oil fatty acids, oxy-acids, montanic acid or the corresponding unsaturated fatty acids may also be used. Suitable alkylolamines are monoethanolamine or n-butanolamine. Sebacic acid and adipic acid are suitable dicarboxylic acids for the preparation of the waxes but substituted dicarboxylic acids such as b -hydroxy-adipic acid can also be used. In an example, a brightdrying emulsion is prepared from a synthetic wax obtained from stearic acid, monoethanolamine and sebacic acid, together with a coumarone-indene resin, and carnauba wax by melting together the components, adding triethanolamine to the melt and dispersing the whole in boiling water with agitation. An aqueous alkaline solution of shellac may be added to enhance the spreading capacity of the resulting preparation.ALSO:Synthetic waxes consisting wholly of a compound or compounds of the formula RCONHXOOCYCOOH wherein R is a monovalent aliphatic radical containing at least 11 carbon atoms, X is a divalent aliphatic radical containing at least 2 carbon atoms, and Y is a divalent aliphatic radical containing at least 4 carbon atoms, or consisting of such compounds in admixture with unreacted starting materials and/or by-products, are used for making polishes in conjunction with synthetic resins such as coumarone-indene resins, alkylated phenol-formaldehyde resins or terpene-phenolic resins. Emulsifying agents such as polyglycol ethers and esters, or oleates of triethanolamine or morpholine, may be added for the preparation of aqueous wax emulsions. (For the preparation of the synthetic waxes see Group IV (b).) In an example, a brightdrying emulsion is prepared from a synthetic wax obtained from stearic acid, monoethanolamine and sebacic acid, together with a coumarone-indene resin, and carnauba wax by melting together the components, adding triethanolamine to the melt and dispersing the whole in boiling water with agitation. An aqueous alkaline solution of shellac may be added to enhance the spreading capacity of the resulting preparation.ALSO:A synthetic wax consists of a compound or compounds of formula R-CO-NH-X-O-OC-Y-COOH where R is a monovalent aliphatic radical of at least 11 carbon atoms, X a divalent aliphatic radical of at least 2 carbon atoms, and Y a divalent aliphatic radical of at least 4 carbon atoms, or a mixture thereof with residual starting materials or by-products. R, X and Y may be saturated or unsaturated, straight or branch chain. The waxes are made by condensing one mol. of an appropriate fatty acid or functional derivative, e.g. acid chloride, anhydride or ester, with one mol. of an alkylolamine, and condensing the product with one mol. of an appropriate dicarboxylic acid or functional derivative. The products are used in polishes, if desired with other synthetic or natural waxes (see Group III) or resins (see Group IV (a)), in wax emulsions, as vehicles for pigments or dyestuffs used in making carbon paper (see Group XV). Stearic and behenic acids are preferred fatty acids for making the waxes; others include hydrogenated fish oil or vegetable oil acids, oxy-acids and unsaturated acids, and montanic acid. Saturated fatty acids of not more than 20 carbon atoms are of advantage for bright-drying emulsions. The alkylolamine may be ethanolamine or n-butanolamine. Preferred dicarboxylic acids are sebacic and adipic. Substituted acids, e.g. b - hydroxy adipic, may also be used. In Example (1), stearic acid containing palmitic and some oleic is heated at 200 DEG C. with an equimolar quantity of ethanolamine and the resulting stearyl ethanolamide heated at 240 DEG C. with an equimolar amount of sebacic acid.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1914653A GB802727A (en) | 1953-07-09 | 1953-07-09 | Synthetic waxes, their manufacture and compositions containing them |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1914653A GB802727A (en) | 1953-07-09 | 1953-07-09 | Synthetic waxes, their manufacture and compositions containing them |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB802727A true GB802727A (en) | 1958-10-08 |
Family
ID=10124512
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1914653A Expired GB802727A (en) | 1953-07-09 | 1953-07-09 | Synthetic waxes, their manufacture and compositions containing them |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB802727A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2008139992A1 (en) * | 2007-05-08 | 2008-11-20 | Kyowa Hakko Chemical Co., Ltd. | Additive for oils and lubricant containing the same |
-
1953
- 1953-07-09 GB GB1914653A patent/GB802727A/en not_active Expired
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2008139992A1 (en) * | 2007-05-08 | 2008-11-20 | Kyowa Hakko Chemical Co., Ltd. | Additive for oils and lubricant containing the same |
| JP2008303384A (en) * | 2007-05-08 | 2008-12-18 | Kyowa Hakko Chemical Co Ltd | Oil additive and lubricating oil containing the same |
| US8455413B2 (en) | 2007-05-08 | 2013-06-04 | Kh Neochem Co., Ltd. | Additive for oils and lubricant comprising the same |
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