US3660303A - Aqueous emulsions - Google Patents

Aqueous emulsions Download PDF

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Publication number
US3660303A
US3660303A US5147A US3660303DA US3660303A US 3660303 A US3660303 A US 3660303A US 5147 A US5147 A US 5147A US 3660303D A US3660303D A US 3660303DA US 3660303 A US3660303 A US 3660303A
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component
acid
water
alcohol
mol
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US5147A
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Armin Hiestand
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BASF Schweiz AG
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Ciba AG
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Classifications

    • 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
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/39—Aldehyde resins; Ketone resins; Polyacetals
    • D06M15/423—Amino-aldehyde resins
    • D06M15/427—Amino-aldehyde resins modified by alkoxylated compounds or alkylene oxides

Definitions

  • the subject of the invention is aqueous emulsions with a total solids content of to 40 percent by weight, characterised in that they contain the following in relation to the dry weight of the components (a) to (d):
  • Possible components (a) are especially methylolaminotriazines esterified with higher fatty acids and/ or etherified with higher alcohols.
  • derivatives of formoguanamine, acetoguanamine or benzoguanamine, but preferably of melamine, are for example used.
  • Methylol groups of these compounds are esterified with higher fatty acids which contain at least 12 carbon atoms or are etherified with higher alcohols, that is to say alkanols containing at least 12 carbon atoms.
  • the triazine compounds advantageously further contain methylol groups etherified with alkanols containing at most 4 carbon atoms, such as butanol, isopropanol or especially methanol.
  • alkanols containing at most 4 carbon atoms such as butanol, isopropanol or especially methanol.
  • the methylol groups present it is advisable for the methylol groups present to be further substituted in the indicated manner to the extent of at least 75%, in particular to be esterified with higher fatty acids or etherified with higher alcohols to the extent of 15 to 50%.
  • higher acyl residues those of fatty acids with 12 to 24 carbon atoms should above all be mentioned, for example lauric, myristic, palmitic or stearic acid, and the residues do not have to be all the same.
  • esters obtainable from methylolmelamineethers and stearic acid are particularly suitable, especially those which are obtained by reaction of highly methylated methylolmelamines with stearic acid, and so-called technical stearic acid of commercially available quality can also be used with practically the same result as pure stearic acid.
  • a higher alcohol with 12 to 24 carbon atoms lauryl, myristyl, palmityl, stearyl or arachyl alcohol may be mentioned, and here again the residues do not all have to be the same, and technical fatty alcohols can again be used.
  • the molecular chain of the higher alcohol can optionally also be interrupted by nitrogen atoms, that is to say instead of the actual alcohols it is for example also possible to use fatty acid methylolamides as etherifying agents for the manufacture of the component (a).
  • Possible fatty acids are here the same as those mentioned for the acylation.
  • Stearic acid methylolamide for example represents such a use.
  • the fatty acid amides which are also suitable for the reaction with a methylolaminotriazine are derived from the same fatty acids as those used for the etherification.
  • substance(b) it is possible to use the known waxy agents for conferring hydrophobic properties, such as for example beeswax and especially parafiins of melting point advantageously between about 45 and C.
  • a waxy substance there is as a rule understood a hydrophobic fusible substance which can be plastically deformed and possesses a smooth surface which can be scratched.
  • Component (c) as a rule consists of reaction products of ethylene oxide with organic compounds which possess at least one reactive hydrogen atom and a hydrophobic residue.
  • reaction products of polyethylene glycol compounds of the indicated nature can also be used.
  • Particular interest attaches to water-soluble polyethylene glycol compounds which per molecule contain 8 to 100, preferably 9 to 80, but especially 12 to 60 and even only 20 to 50 CH -CH O-- groups.
  • component (0) contains, as the hydrophobic residue, at least one residue which has been produced by splitting off a hydrogen atom from a hydroxyl, mercapto, carboxyl, carboxyamido or amino group of an organic compound.
  • the organic compound with the reactive hydrogen atom and the hydrophobic residue thus for example is an alcohol, a thioalcohol, a carboxylic acid, a carboxylic acid amide or an amine.
  • Alkylphenols, especially a tributylphenol, are particularly suitable.
  • Particularly valuable components (c) are the watersoluble polyethylene glycol compounds which per molecule contain 20 to 50 CH CH O- groups and at least one phenoxy residue which is optionally substituted by alkyl groups.
  • a Water-soluble polyethylene glycol compound which per molecule contains 30 CH CH -O- groups and a tributylphenoxy residue has proved particularly advantageous.
  • the sodium, potassium or especially calcium salts of a dodecylbenzenesulphonic acid have here proved to be of particular interest.
  • the alkyl residue, or the dodecyl residue can be branched or unbranched.
  • the residues in the case of dodecylbenzenesulphonic acid are either n-dodecyl residues or branched residues which are obtained by reaction of tetrapropylene with benzene and subsequent sulphonation and neutralisation.
  • the components (a) to (d) are used in such a way that the aqueous emulsions contain, relative to the dry Weight of components (a) to (d), 34 to 48% of component (a), 48 to 58% of component (b), 1.8 to 11% of component (c) and 1.3 to 9% component (d), with the content of components (a) and (b) together amounting to 85 to 96% and of components (c) and (d) together amounting to 4.5 to 15%, relative to the dry weight.
  • the aqueous emulsions are mobile to 35% strength) or viscous (35 to 40% strength).
  • the emulsion is diluted with cold or warm water and a curing catalyst is added so that the resulting bath shows a solids content of 1 to 18 percent by weight.
  • curing catalyst for the methylol compound (a) it is possible to use the known acid or potentially acid aminoplastic curing agents, for example ammonium salts of strong acids such as ammonium thiocyanate or ammonium chloride, zinc nitrate, zinc chloride, zinc fluoborate, magnesium chloride, hydrochloric acid, phosphoric acid or formic acid. Aluminium salts, for example aluminium chloride or especially aluminium sulfate, prove particularly advantageous.
  • the curing catalyst is appropriately used in amounts of l to 5% relative to the dry weight of the treatment bath.
  • the baths manufactured in this way by dilution of the aqueous emulsions and by addition of a curing catalyst serve for the production of a wash-fast, water-repellent finish on fibre materials, the fibre material being treated with these aqueous baths, which now show a solids content of 1 to 18 percent by weight.
  • the treatment of the fibre material for example cotton of fibres of regenerated cellulose
  • the baths of the indicated composition can take place at room temperature or slightly elevated temperature, for example to C., using the customary known devices, appropriately by impregnation on a padder.
  • the weight increase is advantageously 60 to 100%.
  • the finishes obtainable according to the present process impart good water repellency to the fibre materials and are wash-fast.
  • component (d) alkylbenzenesulphonate
  • component (c) which acts as emulsifier
  • a homogeneous melt of m g. of a condensation product M (:component (a)), the manufacture of which is described below, and of p g. of parafiin ( component (b)), warmed to about 105 C., is now poured into this aqueous emulsifier-sulphonate solution, and stirred at increasing speed of rotation until an emulsion is formed, care being taken, through regulating the external heating, that the emulsion does not start to boil.
  • An emulsion is produced, which is thereafter diluted with 10 g. of water at above 80 C., at a low speed of stirring. This somewhat more dilute solution is new again stirred at high speed of rotation and then again stirred at low speed of rotation with 11 to 25 g.
  • the emulsion manufactured according to this process can be diluted with cold or warm water and shows the properties listed in the examples which follow.
  • the condensation products M (esterified melamine resins M I to M V, etherified melamine resins M VI to M X, and esterified and etherified melamine resins M XI to M XII) are manufactured as follows:
  • M II 390 g. (1 mol) of the methylolmelamine-methylether described under M I are warmed with 270 g. (1 mol) of technical stearic acid in a vacuum of 25 to 30 mm. Hg pressure to l95200 C. until the residual acid number is 2 to 3, which is the case after 3 hours warming.
  • M IV 350 g. of stearic acid ester according to M I (containing about 0.0475 mol of melamine and 67.5 g. (0.25 mol) of stearic acid are warmed to -l65 C. in a vacuum of 25 to 30 mm. Hg pressure until the residual acid number is 3 to 4, which is the case after warming for 3 hours.
  • M X An analogous condensation product was 134 g. (0.5 mol) of technical fatty alcohol, containing 63% of palmityl alcohol, 30 to 35% of stearyl alcohol and small amounts of lauryl alcohol and myristyl alcohol can be manufactured in the same manner as described under M IX. 294 g. of a colourless waxy mass which gives a clear solution in Warm benzene and in warm parafiin are obtained.
  • Composition B a dodecylbenzene sulphonate. Zn dodecylbenzene sulphonate.
  • Al dodccylbenzenesulphonate Sn dodecylhenzenesulphonate. Ti dodecylbenzencsulphonate. Na dodecylbenzenesulphonate. K dodecylbenzenesulphonate.
  • Component (b) in each case 20 g. of a parafiin of melting point 60 to 62 C.
  • the condensation product M XIII is manufactured as follows:
  • the condensation product M XIV is manufactured like the condensation product M VIII, except that in place of myristyl alcohol stearic acid amide is employed.
  • the components E XIV to XVIII have the following composition:
  • Oleic acid amide Stearic acid amide.
  • An aqueous emulsion according to claim 1 characterized in that it contains a methylolmelamine as component (a) which is reacted with fatty acids, fatty acid amides and/or alcohols which contain at least 12 carbon atoms each.
  • An aqueous emulsion according to claim 1 characterized in that it contains a methylolmelamine as component (a) which is an ester obtainable from methylolmelamine-methylether and stearic acid.
  • component (c) contains at least one hydrophobic radical which has been produced by splitting off a hydrogen atom from a hydroxyl or amino group of a phenol, alkanol or alkylamine.
  • component (e) is a water-soluble polyethylene glycol compound which contains 30 groups and one tributylphenoxy radical per molecule.
  • component (d) is an alkylbenzenesulfonic acid salt of a colorless metal cation of a metal of Groups Ia, Ila, IIb, IIIa, IVa or Nb of the Periodic Table having 8 to 18 carbon atoms in the alkyl radical.
  • component (d) is an alkylbenzenesulfonic acid salt of lithium, sodium, potassium, caesium, magnesium, calcium, barium, zinc, cadmium, aluminum, tin, lead, zirconium or titanium, having 8 to 1-8 carbon atoms in the alkyl radical.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Colloid Chemistry (AREA)
  • Cosmetics (AREA)
US5147A 1969-01-27 1970-01-22 Aqueous emulsions Expired - Lifetime US3660303A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH120269A CH515379A (de) 1969-01-27 1969-01-27 Verwendung wässeriger Emulsionen zum dauerhaft Wasserabweisendmachen von Textilmaterialien

Publications (1)

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US3660303A true US3660303A (en) 1972-05-02

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US5147A Expired - Lifetime US3660303A (en) 1969-01-27 1970-01-22 Aqueous emulsions

Country Status (8)

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US (1) US3660303A (enrdf_load_stackoverflow)
JP (1) JPS4834558B1 (enrdf_load_stackoverflow)
AT (1) AT309382B (enrdf_load_stackoverflow)
BE (1) BE744932A (enrdf_load_stackoverflow)
CH (1) CH515379A (enrdf_load_stackoverflow)
DE (1) DE2002003A1 (enrdf_load_stackoverflow)
FR (1) FR2029471A1 (enrdf_load_stackoverflow)
GB (1) GB1274812A (enrdf_load_stackoverflow)

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3950589A (en) * 1972-03-23 1976-04-13 Toray Industries, Inc. Melt-resistant synthetic fiber and process for preparation thereof
US4122018A (en) * 1976-05-17 1978-10-24 Henkel Kommanditgesellschaft Auf Aktien Smoothing agents for treating textile fiber material
US4149978A (en) * 1977-07-12 1979-04-17 The Procter & Gamble Company Textile treatment composition
US4201680A (en) * 1976-05-17 1980-05-06 Henkel Kommanditgesellschaft Auf Aktien Smoothing agents for treating textile fiber material
US4240795A (en) * 1979-07-09 1980-12-23 Sun Chemical Corporation Treatment of textiles with modified alpha-olefins
US5024697A (en) * 1986-01-13 1991-06-18 Ashland Oil, Inc. Coating composition and method for forming a self-heating corrosion preventative film
US5153032A (en) * 1986-01-13 1992-10-06 Ashland Oil, Inc. Coating compositions and method for forming a self-healing corrosion preventative film
US5409527A (en) * 1989-09-16 1995-04-25 Manchem Limited Water-based water repellents
EP0915127A3 (de) * 1997-11-12 2002-02-13 Basf Aktiengesellschaft Athermane Partikel enthaltende expandierbare Styrolpolymerisate
US20160340825A1 (en) * 2015-05-18 2016-11-24 Teijin Aramid Gmbh Textile fabric having a water-repellent finish and method for producing the same

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5657605U (enrdf_load_stackoverflow) * 1979-10-11 1981-05-18
US5397231A (en) * 1987-06-23 1995-03-14 Bald; Hubert Position assembly for use in assembling two components
DE3739148A1 (de) * 1987-11-19 1989-06-01 Basf Ag Verfahren zum beschichten von textilien

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE534102A (enrdf_load_stackoverflow) * 1954-02-03

Cited By (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3950589A (en) * 1972-03-23 1976-04-13 Toray Industries, Inc. Melt-resistant synthetic fiber and process for preparation thereof
US4122018A (en) * 1976-05-17 1978-10-24 Henkel Kommanditgesellschaft Auf Aktien Smoothing agents for treating textile fiber material
US4201680A (en) * 1976-05-17 1980-05-06 Henkel Kommanditgesellschaft Auf Aktien Smoothing agents for treating textile fiber material
US4149978A (en) * 1977-07-12 1979-04-17 The Procter & Gamble Company Textile treatment composition
US4240795A (en) * 1979-07-09 1980-12-23 Sun Chemical Corporation Treatment of textiles with modified alpha-olefins
US5153032A (en) * 1986-01-13 1992-10-06 Ashland Oil, Inc. Coating compositions and method for forming a self-healing corrosion preventative film
US5024697A (en) * 1986-01-13 1991-06-18 Ashland Oil, Inc. Coating composition and method for forming a self-heating corrosion preventative film
US5409527A (en) * 1989-09-16 1995-04-25 Manchem Limited Water-based water repellents
EP0915127A3 (de) * 1997-11-12 2002-02-13 Basf Aktiengesellschaft Athermane Partikel enthaltende expandierbare Styrolpolymerisate
US20160340825A1 (en) * 2015-05-18 2016-11-24 Teijin Aramid Gmbh Textile fabric having a water-repellent finish and method for producing the same
KR20180008535A (ko) * 2015-05-18 2018-01-24 데이진 아라미드 게엠베하 발수성 피니쉬를 갖는 텍스타일 직물 및 이의 제조방법
CN107709654A (zh) * 2015-05-18 2018-02-16 帝人芳纶有限公司 具有拒水整理剂的纺织品及其制造方法
US10683606B2 (en) * 2015-05-18 2020-06-16 Teijin Aramid Gmbh Textile fabric having a water-repellent finish and method for producing the same
CN107709654B (zh) * 2015-05-18 2021-03-16 帝人芳纶有限公司 具有拒水整理剂的纺织品及其制造方法

Also Published As

Publication number Publication date
CH515379A (de) 1971-12-31
BE744932A (fr) 1970-07-27
CH120269A4 (enrdf_load_stackoverflow) 1970-09-30
DE2002003A1 (de) 1970-07-30
JPS4834558B1 (enrdf_load_stackoverflow) 1973-10-22
FR2029471A1 (enrdf_load_stackoverflow) 1970-10-23
AT309382B (de) 1973-08-10
GB1274812A (en) 1972-05-17

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