BE367207A - - Google Patents
Info
- Publication number
- BE367207A BE367207A BE367207DA BE367207A BE 367207 A BE367207 A BE 367207A BE 367207D A BE367207D A BE 367207DA BE 367207 A BE367207 A BE 367207A
- Authority
- BE
- Belgium
- Prior art keywords
- parts
- salts
- acid
- acids
- humectants
- Prior art date
Links
- 239000011780 sodium chloride Substances 0.000 claims description 8
- 150000003839 salts Chemical class 0.000 claims description 7
- 239000002253 acid Substances 0.000 claims description 5
- 150000007513 acids Chemical class 0.000 claims description 4
- 150000001408 amides Chemical class 0.000 claims description 4
- 230000000875 corresponding Effects 0.000 claims description 4
- 239000003599 detergent Substances 0.000 claims description 4
- 239000002270 dispersing agent Substances 0.000 claims description 4
- 239000003995 emulsifying agent Substances 0.000 claims description 4
- 150000002148 esters Chemical class 0.000 claims description 4
- 239000003906 humectant Substances 0.000 claims description 4
- 150000001412 amines Chemical class 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- 150000007524 organic acids Chemical class 0.000 claims description 2
- 239000007795 chemical reaction product Substances 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 150000007522 mineralic acids Chemical class 0.000 claims 1
- 235000005985 organic acids Nutrition 0.000 claims 1
- 239000000047 product Substances 0.000 description 8
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N Oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- QIQXTHQIDYTFRH-UHFFFAOYSA-N Stearic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 4
- 239000007859 condensation product Substances 0.000 description 4
- 239000005642 Oleic acid Substances 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butanoic acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- 235000021355 Stearic acid Nutrition 0.000 description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Tris Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 229920002678 cellulose Polymers 0.000 description 2
- 239000001913 cellulose Substances 0.000 description 2
- 238000005755 formation reaction Methods 0.000 description 2
- 229920000159 gelatin Polymers 0.000 description 2
- 235000019322 gelatine Nutrition 0.000 description 2
- 235000011852 gelatine desserts Nutrition 0.000 description 2
- 238000001879 gelation Methods 0.000 description 2
- 239000003292 glue Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- -1 inorganic acid salts Chemical class 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- 239000008117 stearic acid Substances 0.000 description 2
- 239000004753 textile Substances 0.000 description 2
- MLQBTMWHIOYKKC-KTKRTIGZSA-N (Z)-octadec-9-enoyl chloride Chemical compound CCCCCCCC\C=C/CCCCCCCC(Cl)=O MLQBTMWHIOYKKC-KTKRTIGZSA-N 0.000 description 1
- KODLUXHSIZOKTG-UHFFFAOYSA-N 1-aminobutan-2-ol Chemical compound CCC(O)CN KODLUXHSIZOKTG-UHFFFAOYSA-N 0.000 description 1
- BMRVLXHIZWDOOK-UHFFFAOYSA-N 2-butylnaphthalene-1-sulfonic acid Chemical compound C1=CC=CC2=C(S(O)(=O)=O)C(CCCC)=CC=C21 BMRVLXHIZWDOOK-UHFFFAOYSA-N 0.000 description 1
- BHQCQFFYRZLCQQ-OELDTZBJSA-N Cholic acid Chemical class C([C@H]1C[C@H]2O)[C@H](O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H]([C@@H](CCC(O)=O)C)[C@@]2(C)[C@@H](O)C1 BHQCQFFYRZLCQQ-OELDTZBJSA-N 0.000 description 1
- 108010010803 Gelatin Proteins 0.000 description 1
- 229920000715 Mucilage Polymers 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-L Sulphite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 1
- 230000002378 acidificating Effects 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- 230000000240 adjuvant Effects 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- 238000004061 bleaching Methods 0.000 description 1
- 150000003842 bromide salts Chemical class 0.000 description 1
- 150000004653 carbonic acids Chemical class 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 239000002812 cholic acid derivative Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 230000001804 emulsifying Effects 0.000 description 1
- HZAXFHJVJLSVMW-UHFFFAOYSA-N ethanolamine Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 150000002391 heterocyclic compounds Chemical class 0.000 description 1
- 150000003893 lactate salts Chemical class 0.000 description 1
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 239000010985 leather Substances 0.000 description 1
- 230000001264 neutralization Effects 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 125000005498 phthalate group Chemical class 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 230000001131 transforming Effects 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D10/00—Compositions of detergents, not provided for by one single preceding group
- C11D10/04—Compositions of detergents, not provided for by one single preceding group based on mixtures of surface-active non-soap compounds and soap
- C11D10/042—Compositions of detergents, not provided for by one single preceding group based on mixtures of surface-active non-soap compounds and soap based on anionic surface-active compounds and soap
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/18—Sulfonic acids or sulfuric acid esters; Salts thereof derived from amino alcohols
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/18—Sulfonic acids or sulfuric acid esters; Salts thereof derived from amino alcohols
- C11D1/20—Fatty acid condensates
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/28—Sulfonation products derived from fatty acids or their derivatives, e.g. esters, amides
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Detergent Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
<Desc/Clms Page number 1>
EMI1.1
Agents humectants, détersifs, émulsionnants et dispersants,etc.
On peut préparer des produits convenant cornue agents humectants, détersifs, émulsionnants et dispersants, ainsi que, de façon générale, comme adjuvants pour l'indus- trie textile et celles du cuir, des vernis, du caoutchouc, etc., en faisant réagir les amines, qui renferment un ou plusieurs radicaux organiques portant un ou plusieurs grou- pes oxhydryles et qui peuvent renfermer en outre encore d'autres radicaux organiques, avec des composés organiques à poids moléculaire élevé, carboxylés et/ou sulfonés, les produits obtenus se prêtant encore mieux aux emplois men- @ -
<Desc/Clms Page number 2>
tionnés ci-dessus si on leur ajoute des savons ou des sub- stances de caractère savonneux, ou de la colle, de la géla- tine ou d'autres substances capables de se gélifier, ou des gommes solubles dans l'eau,
des mucilages végétaux, des eaux résiduelles de la cellulose sulfitique ou des dissolvants organiques, ou plusieurs de ces ingrédients.
Or on a trouvé suivant la présente invention qu'on obtient aussi des agents humectants, détersifs, émulsion- nants et dispersants de très grande valeur lorsqu'on trans- forme les produits décrits ci-dessus, pour autant que faire se peut, en les sels, ou les amides ou les esters correspon- dants, ou en ces deux genres de composés ou en leurs sels d'acides organiques ou inorganiques. La formation du sel a lieu à basse température, tandis qu'on arrive à produire la transformation en les amides d'acides carboniques ou les esters correspondants par chauffage à température élevée.
Les sels appropriés sont par exemple les chlorures, les bro- mures, les sulfates, les lactates, les oléates, les phtala- tes, les cholates, les sels d'acides sulfoniques de composés aliphatiques, aromatiques, hydroaromatiques ou hétérocycli- ques, qui peuvent être de nouveau substitués à leur tour.
Dans plusieurs cas les produits ainsi obtenus se prêtent encore mieux aux emplois mentionnés ci-dessus si on leur ajoute des savons ou des substances de caractère savonneux, ou des colles, des gélatines ou d'autres substan- ces capables de se gélifier, ou des gommes solubles dans
EMI2.1
l'onu, clon llIuC1tlngop VÓ(,LI1IIY., (1011 nlltl1C t'tn i.dttw7 7 n do In cellulose sulfitique ou des dissolvants organiques, ou plu- sieurs de ces ingrédients. On peut avec leur aide dissoudre ou émulsionner dans l'eau notamment aussi des dissolvants organiques en très grandes quantités; on obtient alors des
<Desc/Clms Page number 3>
produits qui se prêtent remarquablement bien par exemple au lavage, au blanchiment et à la teinture des textiles, aussi en bain acide, et de plus à l'émulsionnement ou à la dispersion d'autres substances.
E X E L P L E 1.
------------------
Chauffer 284 parties d'acide stéarique avec 149 parties de triéthanolamine, pendant plusieurs heures à 160-180 C. On obtient un produit de condensation jaunâtre soluble dans les acides. On ajoute de l'acide lactique au produit de condensation ainsi obtenu en adoptant une réac- tion acide, neutre ou alcaline, suivant le but qu'on se pro- pose.
E X E M P L E 2.
------------------
Condenser 169 parties de triéthanolamine avec 282 parties d'acide oléique en procédant de façon à ce que la température finale soit d'environ 170 C. On neutralise le produit résultant, par exemple avec l'acide butylnaphtaline- sulfonique, l'acide oxystéarique, l'acide butyrique ou avec des mélanges de différents acides.
EXEMPLE' 3.
-------------------
Introduire 20 parties d'un produit de condensation obtenu par chauffage d'un mélange formé de diéthanolbutanol- amine et d'acide oléique, à environ 160 C, dans 100 parties d'acide sulfurique concentré, en évitant une surchauffe. On obtient l'ester sulfurique du produit de condensation.
<Desc/Clms Page number 4>
EXEMPLE 4.
------------------
Chauffer 61 parties d'éthanolamine ou la quantité correspondante de monopropanolamine ou de monobutanolamine avec 284 parties d'acide stéarique à environ 180 C, jusqu'à ce qu'il se soit produit une condensation complète. Chauffer 32,8 parties du produit ainsi obtenu avec 28,2 parties d'aci- de oléique ou du chlorure de l'acide oléique jusqu'à ce que la formation de l'amide ait eu lieu. On peut employer le cas échéant dans cette opération des agents de condensation ou des diluants.
On peut employer le produit directement ou bien sous forme de sel organique ou inorganique.
<Desc / Clms Page number 1>
EMI1.1
Humectants, detergents, emulsifiers and dispersants, etc.
Products suitable as humectants, detergents, emulsifiers and dispersants, as well as, generally, as adjuvants for the textile industry and those of leather, varnishes, rubber, etc., can be prepared by reacting them. amines, which contain one or more organic radicals bearing one or more oxhydryl groups and which may additionally contain still other organic radicals, with organic compounds of high molecular weight, carboxylated and / or sulfonated, the products obtained being suitable even better at men- @ - jobs
<Desc / Clms Page number 2>
mentioned above if soaps or substances of a soapy character, or glue, gelatin or other substances capable of gelation, or gums soluble in water, are added to them,
vegetable mucilages, residual water from sulphite cellulose or organic solvents, or more of these ingredients.
However, it has been found according to the present invention that humectants, detergents, emulsifiers and dispersants of very great value are also obtained when the products described above are processed, as far as possible, into them. salts, or the corresponding amides or esters, or both kinds of compounds or their organic or inorganic acid salts. The formation of salt takes place at low temperature, while the transformation into the amides of carbonic acids or the corresponding esters is achieved by heating at high temperature.
Suitable salts are, for example, chlorides, bromides, sulphates, lactates, oleates, phthalates, cholates, salts of sulphonic acids of aliphatic, aromatic, hydroaromatic or heterocyclic compounds, which can be replaced again in turn.
In several cases, the products thus obtained lend themselves even better to the uses mentioned above if soaps or substances of a soapy character, or glues, gelatins or other substances capable of gelation, or substances are added to them. gums soluble in
EMI2.1
un, clon llIuC1tlngop VÓ (, LI1IIY., (1011 nlltl1C t'tn i.dttw7 7 n do In sulfite cellulose or organic solvents, or several of these ingredients. One can with their help dissolve or emulsify in l water in particular also organic solvents in very large quantities; we then obtain
<Desc / Clms Page number 3>
products which lend themselves remarkably well, for example, to washing, bleaching and dyeing textiles, also in an acid bath, and in addition to emulsifying or dispersing other substances.
E X E L P L E 1.
------------------
Heat 284 parts of stearic acid with 149 parts of triethanolamine for several hours at 160-180 ° C. A yellowish condensation product soluble in acids is obtained. Lactic acid is added to the condensation product thus obtained, adopting an acidic, neutral or alkaline reaction, depending on the purpose.
E X E M P L E 2.
------------------
Condense 169 parts of triethanolamine with 282 parts of oleic acid, proceeding so that the final temperature is about 170 C. The resulting product is neutralized, for example with butylnaphthalinesulfonic acid, oxystearic acid, butyric acid or with mixtures of different acids.
EXAMPLE 3.
-------------------
Introduce 20 parts of a condensation product obtained by heating a mixture formed of diethanolbutanolamine and oleic acid, at approximately 160 ° C., in 100 parts of concentrated sulfuric acid, while avoiding overheating. The sulfuric ester of the condensation product is obtained.
<Desc / Clms Page number 4>
EXAMPLE 4.
------------------
Heat 61 parts of ethanolamine or the corresponding amount of monopropanolamine or monobutanolamine with 284 parts of stearic acid at about 180 ° C, until complete condensation has taken place. Heat 32.8 parts of the product thus obtained with 28.2 parts of oleic acid or oleic acid chloride until formation of the amide has taken place. Condensing agents or diluents can be used in this operation, if necessary.
The product can be used directly or in the form of an organic or inorganic salt.
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BE367207A true BE367207A (en) |
Family
ID=39214
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BE367207D BE367207A (en) |
Country Status (1)
| Country | Link |
|---|---|
| BE (1) | BE367207A (en) |
-
0
- BE BE367207D patent/BE367207A/fr unknown
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