US1967656A - Agent for wetting, dispersing, etc. - Google Patents
Agent for wetting, dispersing, etc. Download PDFInfo
- Publication number
- US1967656A US1967656A US614613A US61461332A US1967656A US 1967656 A US1967656 A US 1967656A US 614613 A US614613 A US 614613A US 61461332 A US61461332 A US 61461332A US 1967656 A US1967656 A US 1967656A
- Authority
- US
- United States
- Prior art keywords
- wetting
- dispersing
- agent
- alcohol
- tetrahydrofurfuryl alcohol
- 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
- 238000009736 wetting Methods 0.000 title description 12
- 239000003795 chemical substances by application Substances 0.000 description 15
- 239000001089 [(2R)-oxolan-2-yl]methanol Substances 0.000 description 14
- BSYVTEYKTMYBMK-UHFFFAOYSA-N tetrahydrofurfuryl alcohol Chemical compound OCC1CCCO1 BSYVTEYKTMYBMK-UHFFFAOYSA-N 0.000 description 14
- 239000000344 soap Substances 0.000 description 9
- 239000000203 mixture Substances 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 238000005406 washing Methods 0.000 description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- 239000007788 liquid Substances 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 description 4
- 239000003921 oil Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 150000002191 fatty alcohols Chemical class 0.000 description 3
- 239000004753 textile Substances 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 150000001447 alkali salts Chemical class 0.000 description 2
- -1 aromatic alcohols Chemical class 0.000 description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Substances C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical class CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 2
- 239000007791 liquid phase Substances 0.000 description 2
- 239000002480 mineral oil Substances 0.000 description 2
- 230000000149 penetrating effect Effects 0.000 description 2
- 150000002989 phenols Chemical class 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- 229960002415 trichloroethylene Drugs 0.000 description 2
- 150000003739 xylenols Chemical class 0.000 description 2
- LWEAHXKXKDCSIE-UHFFFAOYSA-N 2,3-di(propan-2-yl)naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(O)(=O)=O)=C(C(C)C)C(C(C)C)=CC2=C1 LWEAHXKXKDCSIE-UHFFFAOYSA-N 0.000 description 1
- YRJSLCBKZMMEPB-UHFFFAOYSA-N 2-(2-methylpropyl)naphthalene-1-sulfonic acid Chemical compound C1=CC=CC2=C(S(O)(=O)=O)C(CC(C)C)=CC=C21 YRJSLCBKZMMEPB-UHFFFAOYSA-N 0.000 description 1
- MQWCXKGKQLNYQG-UHFFFAOYSA-N 4-methylcyclohexan-1-ol Chemical compound CC1CCC(O)CC1 MQWCXKGKQLNYQG-UHFFFAOYSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 244000228957 Ferula foetida Species 0.000 description 1
- 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 1
- 241001494479 Pecora Species 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 240000008042 Zea mays Species 0.000 description 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000006978 adaptation Effects 0.000 description 1
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 238000009903 catalytic hydrogenation reaction Methods 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 235000005822 corn Nutrition 0.000 description 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 235000019439 ethyl acetate Nutrition 0.000 description 1
- FKRCODPIKNYEAC-UHFFFAOYSA-N ethyl propionate Chemical compound CCOC(=O)CC FKRCODPIKNYEAC-UHFFFAOYSA-N 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000002657 fibrous material Substances 0.000 description 1
- XPFVYQJUAUNWIW-UHFFFAOYSA-N furfuryl alcohol Chemical compound OCC1=CC=CO1 XPFVYQJUAUNWIW-UHFFFAOYSA-N 0.000 description 1
- 229940052308 general anesthetics halogenated hydrocarbons Drugs 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 150000002888 oleic acid derivatives Chemical class 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 1
- 239000002641 tar oil Substances 0.000 description 1
- 230000001131 transforming effect Effects 0.000 description 1
- UBOXGVDOUJQMTN-UHFFFAOYSA-N trichloroethylene Natural products ClCC(Cl)Cl UBOXGVDOUJQMTN-UHFFFAOYSA-N 0.000 description 1
- 210000002268 wool Anatomy 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
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2096—Heterocyclic compounds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
- C09K23/017—Mixtures of compounds
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S516/00—Colloid systems and wetting agents; subcombinations thereof; processes of
- Y10S516/01—Wetting, emulsifying, dispersing, or stabilizing agents
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S516/00—Colloid systems and wetting agents; subcombinations thereof; processes of
- Y10S516/01—Wetting, emulsifying, dispersing, or stabilizing agents
- Y10S516/03—Organic sulfoxy compound containing
- Y10S516/04—Protein or carboxylic compound containing
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S516/00—Colloid systems and wetting agents; subcombinations thereof; processes of
- Y10S516/01—Wetting, emulsifying, dispersing, or stabilizing agents
- Y10S516/06—Protein or carboxylic compound containing
Definitions
- Patent eel July 24, 1934 1,967,656 AGENT FQR WET'HING, DISPERSBNG, ETC.
- This invention relates to agents for wetting, purifying, washing, and dispersing purposes for use in the textile and other industries.
- the tetrahydrofurfuryl alcohol employed in the instant invention is preferably obtained by the 19 catalytic hydrogenation of furfural in liquid phase in the absence of water and fractionally distilling to produce a condensate boiling between 170 and 180 C.
- This product is composed principally of tetrahydrofurfuryl alcohol but contains a small proportion of other reaction products.
- compositions composed of this tetrahydrofurfuryl alcohol product together with known treatment substances possessing, to various degrees,
- soaps and sulphonated oils, sulphuric derivatives of higher fatty alcohols, aromatic sulphoacids, and their alkali salts.
- Solvents found suitable for use with the tetrahydrofurfm'yl alcohol include hydrocarbons such as-benzene, benzine, tar oils and mineral oils; higher aliphatic, cycloaliphatic and aromatic alcohols, phenols; hydrogenated phenols such as cyclohexanol and methylcyclohexanol; ketones such as acetone and its higher homologues, cy-' clohexanone and aromatic and fatty-aromatic ketones; and halogenated hydrocarbons such as trichloroethylene' and carbon tetrachloride.
- hydrocarbons such as-benzene, benzine, tar oils and mineral oils
- higher aliphatic, cycloaliphatic and aromatic alcohols phenols
- hydrogenated phenols such as cyclohexanol and methylcyclohexanol
- ketones such as acetone and its higher homologues, cy-' clohexanone and aromatic
- the soaps that have been found to produce agents of exceptionally fine qualities include Marseilles soaps and grain soaps.
- sulphonated oils there may be used e. g. sulphonated castor oil and sulphonated oleic acid, and as aromatic sulpho-acids, di-isopropylnaphthalene sulphonic acid and isobutylnaphthalene sulphonic acid.
- compositions' containing the soaps, oils etc., above described, are most conveniently and advantageously used when made up in the liquid form in the manner in which liquid or dissolved soaps are found on the market.
- tetrahydrofurfuryl alcohol there may be used the tetrahydrofurfuryl esters of the lower aliphatic carboxylic acids, such as the acetic ester and the propionic ester.
- the tetrahydrofurfuryl alcohol or ester may be used with complete success in admixture with insoluble substances, in particular, difiicultly wetted powders, such as dyestuff powders, in the form of a paste.
- insoluble substances in particular, difiicultly wetted powders, such as dyestuff powders, in the form of a paste.
- This paste when later used for its intended purpose, readily disperses in water.
- the outstanding success of the agents of the present invention is due in. part to their'high solvent and dispersing powers and their water solubility. Further, from an economical standpoint, the agents'are much more desirable than the solvent and dispersing agents heretofore known.
- the extremely low cost of furfural ,and the inexpensive method, hereinbefore disclosed, of transforming the same into tetrahydrofurfuryl alcohol make the cost of the agents of the pres- 'ent invention most attractively low.
- Example '1.l part of Marseilles soap is dissolved in 4'parts of tetrahydrofurfuryl alcohol. On dilution with water, this mixture yields clear solutions having excellent cleaning powers.
- Example 2-5 parts of tetrahydrofurfuryl alcohol are dissolved in 100 liters of water. This solution is adapted'for the wetting of textiles.
- Example 3 kilograms of grain soap fat content) are made into a solution with 10 kilograms of tetrahydrofurfuryl alcohol and liters of water. This preparation is suitable for the removal of oil filaments containing mineral oil from textiles.
- Example 4 -5 kilograms of the sodium salt of a sulphuric derivative of lauric alcohol are dissolved in 5 kilograms of tetrahydrofurfuryl alcohol and 500 liters of water. This solution is suitable for the washing of raw wool.
- Example 5 Equal parts of ethylene trichloride and tetrahydrofurfuryl alcohol are thoroughly mixed. This mixture is very' satisfactory for the de-fatting of tanned sheeps hides.
- Example 6 -20 parts of technical xylenols and 4 parts of tetrahydrofurfuryl alcohol are dissolved in 300 liters of sodium hydroxide solution of 30 B. The mixture is very well adapted-for the mercerizing of cotton. Preliminary boiling of the fibrous material is not necessary, owing to the .md a known treatment substance of 'a nature I excellentwettinz properties of said mi'xture.-
- composition of matter comprising, in com- 1 binstlon, tetrshydroi'urluryl alcohol and t known treatment substance of a nature adapted for wet I nlm y hs, w hi'ns, or dispersing p.
- An agent ior wetting, purifying, washing, or purposes comprising, in combination,
- An agent tor wetting, purll'yin grwsshing or I dispersing purposes comprising, in combination,
- R represent: either s' 1 residue 0! a. fatty scidhsvinz oneto ilve carbon atoms or an atomic! 10.
- the method of improvinz the, wetting, dispersing, and penetrating properties 0! should treatment agent which comprlsesaddins thereto a. compound consisting-of tetrahydroiuriuryl al cohol combined as an esterwith 1: lower aliphatic earboxylicscid.
- the method oi improvinsthe wetting, dispersing, and penetrating properties 021 liquid treatment agent which comprises eiddlnz'theretov I a compoundconsisting oi tetrahydroiuriuryl slcohoL' I l I 7 13.
- the method of improving'the wetting, disperslng,- and penetrstinzproperties of a. liquid treatment agent which comprises adding thereto I I i a reaction product composed principally o! t-trshydrcturiuryl alcohol produced. by the cstelytic hydrogenation)! iurtursl inthe liquid phase in the absence or! wster, said reaction product boils in which R represents either a residue of a fatty acid having one to i'ivecerbonjatomsor 3150315 1 ofhydrosen; 1
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Emergency Medicine (AREA)
- Materials Engineering (AREA)
- Detergent Compositions (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE393164X | 1931-11-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US1967656A true US1967656A (en) | 1934-07-24 |
Family
ID=6389969
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US614613A Expired - Lifetime US1967656A (en) | 1931-11-07 | 1932-05-31 | Agent for wetting, dispersing, etc. |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US1967656A (pt) |
| FR (1) | FR744251A (pt) |
| GB (3) | GB393164A (pt) |
| NL (1) | NL35955C (pt) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2453022A (en) * | 1948-11-02 | Agent for reducing the surface |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE767713C (de) * | 1938-02-05 | 1953-04-09 | Aeg | Elektrischer Gasschalter |
| GB629102A (en) * | 1946-12-24 | 1949-09-12 | Siegfried Gottfried | Improvements in or relating to compositions containing halogenated fluoresceins |
| JP2786307B2 (ja) * | 1990-04-19 | 1998-08-13 | 三菱電機株式会社 | 電界効果トランジスタ及びその製造方法 |
-
0
- NL NL35955D patent/NL35955C/xx active
- FR FR744251D patent/FR744251A/fr not_active Expired
-
1932
- 1932-05-31 US US614613A patent/US1967656A/en not_active Expired - Lifetime
- 1932-10-17 GB GB29034/32A patent/GB393164A/en not_active Expired
- 1932-10-17 GB GB7078/33A patent/GB402295A/en not_active Expired
- 1932-10-17 GB GB7079/32D patent/GB402296A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2453022A (en) * | 1948-11-02 | Agent for reducing the surface |
Also Published As
| Publication number | Publication date |
|---|---|
| GB402295A (en) | 1933-11-30 |
| GB402296A (en) | 1933-11-30 |
| GB393164A (en) | 1933-06-01 |
| FR744251A (pt) | 1933-04-14 |
| NL35955C (pt) |
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