EP0049017A2 - Textilweichmacher-Mittel enthaltend Alkoxyammoniumborate - Google Patents

Textilweichmacher-Mittel enthaltend Alkoxyammoniumborate Download PDF

Info

Publication number
EP0049017A2
EP0049017A2 EP81201056A EP81201056A EP0049017A2 EP 0049017 A2 EP0049017 A2 EP 0049017A2 EP 81201056 A EP81201056 A EP 81201056A EP 81201056 A EP81201056 A EP 81201056A EP 0049017 A2 EP0049017 A2 EP 0049017A2
Authority
EP
European Patent Office
Prior art keywords
mole
compounds
integer
quaternary ammonium
carbon atoms
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.)
Withdrawn
Application number
EP81201056A
Other languages
English (en)
French (fr)
Other versions
EP0049017A3 (de
Inventor
James Matthew Richmond
Gary Allen Bernard
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Akzo NV
Original Assignee
Akzo NV
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Akzo NV filed Critical Akzo NV
Publication of EP0049017A2 publication Critical patent/EP0049017A2/de
Publication of EP0049017A3 publication Critical patent/EP0049017A3/de
Withdrawn legal-status Critical Current

Links

Classifications

    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M11/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising
    • D06M11/80Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with boron or compounds thereof, e.g. borides
    • D06M11/82Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with boron or compounds thereof, e.g. borides with boron oxides; with boric, meta- or perboric acids or their salts, e.g. with borax
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322Treating 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 nitrogen
    • D06M13/46Compounds containing quaternary nitrogen atoms

Definitions

  • Alkoxylated quaternary ammonium borates and their use as fabiic softening agents are Alkoxylated quaternary ammonium borates and their use as fabiic softening agents.
  • the present invention relates to a class of quaternary ammonium compounds. More particularly, this invention relates to a class of quaternary ammonium borate compounds and their use as fabric softeners. This invention further relates to fabric softening compositions containing such quaternary ammonium borates and to methods of softening textiles employing such compounds and compositions. It has been long recognized in the art that certain quaternary ammonium compounds have the capability of imparting "softness" to textile fabrics. Of particular interest is a class of alkoxylated quaternary ammonium compounds wherein an alkoxyalkyl or a poly(oxyalkyl) group is bonded to the nitrogen.
  • quaternary ammonium compounds have been generally found to exist as chloride salts.
  • quaternary ammonium compounds of certain structure for subject use are for instance disclosed in US 3 546 115, US 3 660 459, DE 27 30 302 and EP 001 3820.
  • fabric softening compounds be as "liquid” as possible to reduce the necessity, for example, of utilizing heated railroad cars for transportation of the bulk compound, or the use of heated holding tanks and transfer lines to assure that the compound is maintained in a liquid state. This is especially true in view of the recent desirability to minimize the energy which is needed for. any type of processing. Therefore, if a more "liquid” product is produced, the amount of energy required to transport and store the pro- duct is minimized. Also, liquid products are generally cold water dispersible, negating the need to heat water to make diluted solutions or dispersions of the concentrated softener.
  • quaternary ammonium compounds are utilized as fabric softening compounds.
  • solvent Ideally, compounds relatively free of volatile, flammable and/or odor producing solvents that serve only as a reaction media and have no softening effect are preferred.
  • a further concern when using quaternary ammonium compounds relates to the ease of formulating various compositions containing such compounds, In this regard it is highly desirable to employ cold water dispersible quaternary ammonium compounds.
  • An object of the present invention is to provide a class of quaternary ammonium compounds which are effective fabric softeners.
  • i1 is an object of the present invention to provide a class of quaternary ammonium compounds which in addition to softening fabrics produce desirable rewet and antistatic characteristics in treated fabrics.
  • an object of the present invention is to provide a class of quaternary ammonium compounds which exhibit increased liquidity ovei other prior art compounds.
  • An additional object is to produce a class of compounds relatively free of volatile, flammable and/or odor producing solvents that serve onl 3 as a reaction media and have no value for providing softening.
  • R is selected from the class consisting of aliphatic radical: containing from about 6 to about 22 carbon atoms, a group wherein R 5 is alkoxy containing from 6 to 22 carbon atoms and m is an integer of from 2 to 6, and a group, wherein R 6 is alkyl containing from 1 to 20 carbon atoms, z is an integer of from 1 to 10 and each R' is independently hydrogen or methyl; each R l , which may be the same or different, is independently selected from the class consisting of groups, wherein x is an integer of from 1 to 20 and each R" is independently hydrogen or methyl; R 2 is methyl or a group selected from the class represented by R 17 R 3 is a group selected from the class represented by R or R 27 n is an integer of from 2 to 6; a and b are independently 0 or 1 provided that the sum of a + b is greater than zero; and c is the sum of a + b.
  • the long chain aliphatic radicals represented by R and R 3 contain from about 6 to about 22 carbon atoms. Preferably, the aliphatic radicals contain from about 12 to about 18 carbon atoms.
  • the aliphatic groups may be either "straight chain” or "branched” aliphatic radicals.
  • the aliphatic radicals may be either saturated groups, and thus alkyl, or may be unsaturated groups, and thus alkenyl. It is most preferred that the aliphatic radicals represented by R and R 3 be alkyl or alkenyl containing from about 12 to 18 carbon atoms.
  • such radicals are derived from, for example, animal fatty acids such as tallow fatty.acids or grease acids (Flomkoy fat), hydrogenated tallow fatty acids, and coconut fatty acids.
  • each x in the ( ⁇ C 2 H 3 R''O) ⁇ x H groups represented by R 1 be from 1 to about 5. It is most preferred that the sum of all the x's in the groups represented by R 1 in either the compounds of formula (I) or formula (II) be equal to twenty. It is further preferred that R' is methyl. In addition it is preferred that R" is hydrogen. But, if R" is methyl, it is preferred that the repeating alkylene moiety ( ⁇ C 2 H 3 R''O) ⁇ be represented by the formula:
  • radicals represented by R 1 containing more than one alkylene moiety, i.e. x is greater than one, may contain alkylene moieties wherein all the R"s are the same or different. If x is two, radicals represented by R 1 include for example : and the like.
  • n is 3. It is further preferred that a and b are each one.
  • R is a R 5 --(-C m H 2m -)- group it is preferred that m is 3 and 5 R is alkoxy containing from 10 to 18 carbon atoms.
  • R and R 3 are selected from the class consisting of aliphatic radicals containing from about 6 to about 22 carbon atoms and R 1 is a group wnerein x is an integer ot rrom 1 to 5. compounas or rormulas (IV) and (V) are more preferred and the compound of formulae (V) is most preferred.
  • the compounds of formula ( I ) may be prepared in accordance with the following procedure:
  • boric acid Although it is preferred to employ boric acid, other sources of borate may be employed. Borate salts such as sodium tetraborate and borate esters such as trimethylborate which are readily hydrolyzed to boric acid may be employed. However if borate salts or borate esters are employed, water must be present in the reaction mixture. The above procedure is generally carried out in a closed reaction vessel at a temperature of from 40°-l10°C with a temperature of 70°-110°C being preferred and under a pressure in a range of 5-60 psig with 20 psig being preferred.
  • an acid catalyst such as p-toluenesulfonic acid, methane sulfonic acid, sulfuric acid and the like, may be employed. If a catalyst is employed, g-toluenesulfonic acid is preferred.
  • the time of reaction should be sufficient to permit the reaction to proceed the completion. A reaction time period of 6 hours is generally sufficient.
  • the molar ratio between the amine of formula (VII) and boric acid may vary, but about 1 mole of boric acid is preferably reacted with about 1 mole of amine. It is most preferred to employ 1.25-1.50 moles of boric acid per mole of amine.
  • a solvent is not required in the preparation of the borates.
  • a solvent which will not react with the reactants may be employed.
  • Illustrative of such solvents include for example, water, mineral oil, alcohols, such as isopropanol, ethylene glycol, hexylene glycol and the like, and esters of acetic acid.
  • Such diamines are also either commercially available or prepared in accordance with known techniques. If a diamine of formula (IX) is employed in the above procedure, a molar ratio of boric acid to diamine of about 2:1 is preferred. It is most preferred to employ an excess of boric acid.
  • a one liter Carp. 20 steel autoclave was charged with 400 g. (0.800 g. mole) of di(hydrogenated tallow)amine (Armeen® 2HT from Armak Company, Chicago, Illinois), 74.2g (1.201 g. mole) of boric acid, 23.7 g. (3.7% of total charge) of isopropyl alcohol and 141 g. (3.2 g. mole) of ethylene oxide.
  • the resulting mixture was heated to 100°C and digested until the reactor head pressure levelled off at about 5 psig. to yield a product having the following analysis: 91.8% solids 5.1% ethylene glycol, 5.0% diethylene glycol, 1.0% triethylene glycol, 0.20 meq/g.
  • a one liter autoclave was charged with 400 g. (0.855 g. mole) of di tallowamine (Armeen® 2T from Armak Company, Chicago, Illinois), 79.3 g. (1.283 g. mole) of boric acid, 27 g. (3.89% of total charge) of iso propyl alcohol and 188.1 g (4.275 g. mole) of ethylene oxide.
  • the resulting mixture was heated to 100°C and digested until the reactor head pressure decayed to a constant value to yield a product having the following analysis : 88.4% solids, 1.09 meq/g. (67.3%) quaternary borate, 0.12 meq/g. (5.6%) of free amine, 4.7% ethylene glycol, 6.3% diethylene glycol, 1.5% triethylene glycol, and nil tetraethylen glycol.
  • a one liter Carp. 20 steel autoclave was charged with 400 g. (0.752 g. mole) of N-methyl-N-di(hydrogenated tallow) amine (Armeen® M2HT from Armak Company, Chicago, Illinois), 46.48 g. (0.752 g. mole) of boric acid, and 40.64 g. (6.3% of total charge) of water.
  • the resulting mixture was heated to 80°C and 132 g. (3.01 g. mole) of ethylene oxide them added.
  • the reaction mixture was heated at 80-90°C until the reactor pressure decayed to 0 psig. to yield a product having the following analyses: 0.983 meq/g (75.7%) quaternary borate, and 0.250 meq/g. free amine (13.3%) and nil acidic material.
  • a one liter 316 SS autoclave was charged with 400 g. (0.752 g.mole) of N-methyl-N-di(hydrogenated tallow)amine (Armeen® M2HT from Armak Company, Chicago, Illinois), 0.71 g. of para-toluenesulfonic acid monohydrate, 40.6 g. of water, and 78.1 g. (0.752 g. mole) of trimethylborate.
  • the resulting mixture was heated to 80°C and 99.3 g (2.26 g. mole) of ethylene oxide then added.
  • the reaction mixture was heated until the pressure of the vessel was no longer decreasing to yield a product having the following analyses: 0.979 meq/g. (66.6%) quaternary borate, 0.248 meq/g. (13.2%) free amine, nil acidic material, 5.7% water, and 77.7% solids.
  • a one liter Carp. 20 steel autoclave was charged with 400 g. (0.757 g. mole) of N-methyl-N-di(hydrogenated tallow)amine (Armeen® M2HT from Armak Company, Chicago, Illinois), 31.2 g. (0.505 g. mole) of boric acid, 40.9 g of water and 7.2 g. of paratoluenesulfonic acid monohydrate.
  • the reactor was sealed, heated to 80°C, and ethylene oxide added incrementally, allowing for complete digestion between additions. Results of analyses are given below : A final sample was analyzed as 95.7% solids, 7% water, and 14.4% non- ionic.
  • a 20 gallon steel reactor was charged with 76 lbs. (0.15 1 b. mole) of ditallowamine (Armeen® 2T from Armak Company, Chicago, Illinois), and 13.8 1b. (0.22 lb. mole) of boric acid.
  • the resulting mixture was heated to 70°C, the system purged three times with nitrogen, and vented to 2 psig. on the last purge.
  • To the reaction mixture was then added 26.4 lb. (0.60 lb. mole) of ethylene oxide over a 21 ⁇ 2 hour period.
  • the resulting mixture was allowed to digest at 70°C for twelve hours until the reactor pressure decayed to 2 psig to yield a product having the following analyses : 1.246 meq/g.
  • a 20 gallon steel autoclave was charged with 76.0 pounds (0.15 lb. mole) of di-(hydrogenated tallow)amine (Armeen® 2HT from Armak Company, Chicago, Illinois), and 13.6 pounds (0.22 lb. mole) of boric acid.
  • the reactor was sealed, purged three times with nitrogen and vented to 0 psig.
  • To the reaction mixture was then added. 26.4 lb. (0.6 lb. mole) of ethylene oxide over a four-hour addition period as the temperature of the vessel was held at 66-70°C.
  • a one liter 316 SS autoclave was charged with 200 g. (0.602 g. mole) of N-tallow-1,3-diaminopropane (Duomeen® T from Armak Company, Chicago Illinois), 74.5 g. (1.22 g. mole) of boric acid, 54.15 g. water and 5.8 g. of paratoluenesulfonic acid monohydrate.
  • the reactor was sealed and heated to 80°C.
  • To the reaction mixture was added 158.6 g. (3.61 g mole) of ethylene oxide and heating was continued at 80-95C until the reactor pressure was 0 psig. to yield a product having the following analyses: 83.34% solids, 0.425 meq/g. (52.5%) diquaternary borate and 0.280 meq/g. (14.3%) monoquaternary borate.
  • a two-liter 316 SS autoclave was charged with 500 g. (1.89 g. mole) of distilled tallowamine (Armeen® TD from Armak Company, Chicago, Illinois), 116.7 g. (1.89 g. mole) of boric acid, 17.9 g. of para- toluenesulfonic acid monohydrate, and 221 g. of isopropyl alcohol.
  • the autoclave was sealed and the contents heated to 90 * C.
  • To the reaction mixture was added 249 g. (5.65 g. mole) of ethylene oxide and resulting mixture was heated until the pressure reached 7 psig. to yield a product having the following analyses: nil acidic material, 0.492 meq/g.
  • a one liter Parr autoclave (316 SS) was charged with 184.4 g. (0.543 g. mole) of N-tallow-l,3-diaminopropane (Duomeen® T from Armak Company, Chicago, Illinois), 67.0 g. (1.084 g. mole) of boric acid, 67.3 g. (1.084 g. mole) of ethylene glycol and 62.8 g. of isopropyl alcohol.
  • the resulting mixture was heated to 90°C, purged twice-with 40 psig of nitrogen, An additional 2.71 g. mole of ethylene oxide was added over a 40 minute period.
  • a one liter Carpenter 20 steel autoclave was charged with 300 g. (1.123 g. mole) of distilled tallowamine (Armeen® TD from Armak Company, Chicago, Illinois), 104.2 g. (1.686 g. mole) of boric acid and 101 g. of isopropyl alcohol.
  • the resulting mixture was heated to 8D°C and 198 g. (4.49 g. mole) of ethylene oxide was added.
  • the resulting mixture was then heated until the pressure decayed to 0-3 psig. to yield a liquid product having the following analyses : 70.4% solids, 1.240 meq/g. (62.6%) quaternary borate, 0.191 meq/g. (5.1%) free amine, nil acidic material, 3.9% ethylene glycol, 2.4% diethylene glycol, 0.2% triethylene glycol, and nil tetraethylene glycol.
  • a one liter Parr autoclave was charged with 208.5 g. (0.564 g. mole) of dicocoamine (Armeen® 2C from Armak Company, Chicago, Illinois), 43.6 g. (0.704 mole) of boric acid, 43.7 g. (0.704 mole) of ethylene glycol and 39.0 g. of mineral oil.
  • the resulting mixture was heated to 90'C, the system purged twice with nitrogen (45 psig), and vented to 8 psig. on the last purge.
  • To the reaction mixture was then added 113.g. (2.56 mole) of ethylene oxide over a 3 hour period.
  • the resulting mixture was allowed to digest at 90°C for 4.7 hours to yield a product having the following analyses: 1.19 meq/g. (61.9%) quaternary borate, 0.03 meq/g. (1.2%) free amine, and nil acidic material.
  • a one liter Carpenter 20 steel autoclave was charged with 400 g. (0.757 g. mole) of N-methyl-N-di(hydrogenated tallow)amine, 46.79 g. (0.757 g. mole) of boric acid, 40.91 g. (2.27 g. mole) of water and 7.2 g. (0.0379 g. mole) of paratoluene-sulfonic acid.
  • the resulting mixture was heated to 80 * C, after which time ethylene oxide was added incrementally, allowing for complete digestion between additions. Results are shown in Table II.
  • a one liter 316 SS autoclave was charged with 400 g. (0.792 g. mole) of di-(hydrogenated tallow) amine (Armeen® 2HT), 48.96 g. (0.792 g. mole) of boric acid and 72.07 g. (0.783 g. mole) of glycerine.
  • the mixture was heated to 100°C and ethylene oxide added incrementally, allowing for complete reaction between additions. Results of analyses are shown below: A final sample analyzed as 93.3% solids, and 34.2% nonionic.
  • a one liter Parr autoclave was charged with 219.5 g. (0.918 mole) of N,N-dimethylcocoamine (Armeen® DMCD from Armak Company, Chicago, Illinois), 71.0 (1.15 mole) of boric acid and, 71.3 (1.15 mole) of ethylene glycol.
  • the resulting mixture was heated to 90 * C, the system purged twice with nitrogen (45 psig.), and vented to 8 psig. on the last purge.
  • To the reaction mixture was then added 83 g. (1.89 mol) of ethylene oxide over a 2.25 hour period.
  • a one liter Parr autoclave was charged with 215.0 g. (I.075 mole) of cocoamine (Armeen® CD from Armak Company, Chicago, Illinois), 83.1 g. (1.34 mole) of boric acid, 83.4 g. (1.34 mole) of ethylene glycol and 30 g. of isopropylalcohol.
  • the resulting mixture was heated to 85°C, the system purged twice with nitrogen (45 psig.), and vented to 8 psig. on the last purge.
  • the reaction mixture was heated to 90'C and then 244 g. (5.55 mole) of ethylene oxide were added.
  • the resulting mixture was allowed to digest at 90'C for 12 hours to yield a product having the following analysis : 1.55 meq/g. (61%) quaternary borate, 0.25 (7.2%) free amine, and nil acidic material.
  • a one liter Parr autoclave was charged with 193.3 g. (0.743 mole) of 4-oxa-heptadecylamine (Armeen@ EA-13 from Armak Company, Chicago, Illinois), 57.5 g. (0.929 mole) of boric acid, 57.3 g. (0.929 mole) of ethylene glycol and 25.1 g. of isopropyl alcohol.
  • the resulting mixture was heated to 75°C, the system purged twice with nitrogen (45 psig), and vented to 8 psig. on the last purge.
  • To the reaction mixture was then added 134 g. (3.04 mole) of ethylene oxide over a 3 hour period.
  • a method for softening fabrics by contacting said fabric with an effective softening amount of a compound of the present invention or a composition containing such compounds in order to impart "softness" quality to the fabric.
  • effective softening amount refers to that quantity of a compound or composition of the present invention sufficient to produce desirable softening, antistat and/or rewet properties in the treated textile fabrics. Such quantities are readily ascertained by one of ordinary skill in the art.
  • the fabrics are contacted with the compounds or compositions which are in the form of a solution.
  • the compounds of the present invention were evaluated with respect to their fabric softening properties.
  • the following compounds alkoxylated quaternary ammonium borates were evaluated as aqueous compositions:
  • the percent indicates percentage by weight of an aqueous composition.
  • Fabric softness was evaluated by an experienced panel of persons feeling treated and untreated fabrics and comparing the softness of the treated fabric with an untreated control fabric.
  • cotton towels were evaluated following 1 and 5 wash-dry cycles. The fabrics were treated during each cycle.
  • control fabrics were run for 1 and 5 wash-dry cycles without any softening agent being added to any cycle.
  • the compounds of the present invention were found to significantly soften the fabrics tested when compared to untreated fabrics.
  • the compounds of the present invention were evaluated with respect to their rewet characteristics (a measure of the absorbancy of fabrics).
  • the rewet characteristics were judged by measuring the height to which water rose in a strip of fabric whose end was immersed i water.
  • a cotton strip, 2" x 18" is suspended into a 1 liter graduated glass cylinder containing a 3" depth of a 0.1% solution of Drimarence Bordeaux Z-BL dye. About one inch of the strip is immersed in the solution.
  • the height of the coloration produced by the dye on the cloth strip is measured after 5, 10, 20 and 30 minutes. The higher and faste the dye rises, the greater the rewet or absorbancy of the sample fabrics.
  • Table IV and V illustrate the rewet characteristics of fabrics treated with the compounds of the present invention and untreated fabrics (controls). The results are the average of duplicate samples.
  • the compounds of the present invention when applied to fabric will increase the antistatic properties of the fabric.
  • the antistatic characteristics were measured by comparing the static ("cling" tendency) properties of treated fabrics with an untreated fabric.
  • the treated fabrics were given a rating relative to the control. For nylon control fabrics, a rating of 10 is given, for 100% polyester control fabrics, a rating of 8 is given and for a 65/35 polyester/cotton fabric a rating of 5 is given.
  • a rating for the treated fabric less than the rating for the control is an indication of the antistatic characteristics of the composition employed to treat the fabrics.
  • Table VII illustrate the rating found for various fabrics treated with compositions containing the compounds of the present invention.
  • the compounds of the present invention may be employed in fabric softening compositions, such as, for example : rinse cycle fabric softening compositions, liquid detergent fabric softening compositions and dryer application fabric softening compositions.
  • the compounds of the present invention may be employed alone or in combination with one or more other fabric softening compounds as the active fabric softening ingredient in such compositions.
  • Rinse cycle'fabric softening compositions contain from 1-10 parts by weight of at least one compound of this invention and from 90-99 parts by weight of adjuvants, for example, from about 0.2-0.5 parts by weight optical brightner, from about 0-5 parts by weight of a dispersant and from about 84.5-98.8 parts by weight of inert liquid extender preferably water, all parts being by weight of the total composition.
  • adjuvants for example, from about 0.2-0.5 parts by weight optical brightner, from about 0-5 parts by weight of a dispersant and from about 84.5-98.8 parts by weight of inert liquid extender preferably water, all parts being by weight of the total composition.
  • rinse cycle fabric softening compositions of this invention contain from 3-6 parts by weight of at least one compound of this inventions, together with adjuvants.
  • Liquid detergent fabric softening compositions contain from about 3-10 parts by weight of at least one compound of this invention and from about 90-97 parts by weight of adjuvants, for example, from about 25-35 parts by weight of a non-ionic detergent such as an ethoxylated alkyl phenol or ethoxylated alcoholetc., from about 5-15 parts by weight ethanol, from about 4-6 parts by weight triethanolamine, from about 0.1-1 parts by weight sulfuric acid, from about 0-5 parts by weight of a dispersant and from about 28-62.9 parts by weight of an inert liquid extender, preferably water, all parts being by weight of the total composition.
  • liquid detergent fabric softening compositions contain from 5-7 parts by weight of at least one compound of this invention, together with adjuvants.
  • Liquid detergent fabric softening compositions may contain in addition to a non-ionic detergent, an anionic detergent such as a sodium alkyl benzene sulfonate or a sodium xylene sulfonate etc.
  • an anionic detergent such as a sodium alkyl benzene sulfonate or a sodium xylene sulfonate etc.
  • Such compositions should contain a total of from about 25-35 parts by weight of non-ionic and anionic detergents.
  • Dryer applicatio fabric softening compositions contain from 50-80 parts by weight of at least one compound of this invention and from 20-50 parts by weight of adjuvants such as for example, fatty esters, fatty alcohols and/or sugar esters.
  • adjuvants such as for example, fatty esters, fatty alcohols and/or sugar esters.
  • dryer application fabric softening compositions of this invention contain from 70-75 parts by weight of at least one compound of this invention.
  • compositions are prepared by admixing the active ingredients (compound of this invention) with an adjuvant including diluents, extenders, carriers, and conditioning agents to provide compositions in the form of solutions, dispersions or emulsions.
  • the fabric softening compositions of this invention may contain as a conditioning agent one or more surface-active agents in amounts sufficient to render a given composition more readily dispersable in water.
  • a surface-active agent By the term "surface-active agents", it is understood that wetting agents, dispersing agents, suspending agents and emulsifying agents are included therein.
  • Anionic, cationic and non- ionic agents can be used with equal facility.
  • Other components appropriate to the type of compositions being formulated may also be present. Such components are preservatives, bactericides, whether effective to protect the composition or to treat fabrics, viscosity controllers, coloring and perfuming materials and the like.
  • Another desirable characteristic of the compounds of the present invention is the fact that they readily form stable emulsions and thereby may be readily formulated into stable aqueous compositions. This property of being cold-water dispersible is generally unexpected for quaternary ammonium compounds and is most desirable by users of such compounds.
  • emulsions and formulated aqueous compositions containing compounds of the present invention are stable to heat and freeze thaw cycles.
  • the quaternary ammonium borate compounds of the present invention are less corrosive to ferrous and stainless steel than similar compounds which are chloride salts.
  • the fact that the co pounds of the present invention are less corrosive than similar chlorid compounds is unexpected and advantageous to the art.
  • the pH of the quaternary ammonium berates is about a pH 10. This enables one to employ the borates of the present invention as starting materials for the production of quaternary ammonium compounds containing anions other than borate.
  • the compounds of this invention also may be useful as precipitants and carriers for use in the manufacture of antibiotics.
  • the compounds may also be used as combing aids and hair conditioners and in paper making as softeners,. debonders and antistatic-agents.
  • the compounds may be used as processing aids in foundries, in metal-working as emulsifiers and corrosion inhibitors and in surface modified clays, paints, oils and lubricants.
  • the compounds of this invention may be used in drilling mud compositions and as foaming and silt suspending agents, A particular advantage is the use of the compounds of this invention in cosmetics wherein they would be a desirable replacement for quaternary ammonium chlorides.

Landscapes

  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
EP81201056A 1980-09-25 1981-09-22 Textilweichmacher-Mittel enthaltend Alkoxyammoniumborate Withdrawn EP0049017A3 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US19055080A 1980-09-25 1980-09-25
US190550 1980-09-25

Publications (2)

Publication Number Publication Date
EP0049017A2 true EP0049017A2 (de) 1982-04-07
EP0049017A3 EP0049017A3 (de) 1982-06-09

Family

ID=22701803

Family Applications (1)

Application Number Title Priority Date Filing Date
EP81201056A Withdrawn EP0049017A3 (de) 1980-09-25 1981-09-22 Textilweichmacher-Mittel enthaltend Alkoxyammoniumborate

Country Status (4)

Country Link
EP (1) EP0049017A3 (de)
AU (1) AU543351B2 (de)
CA (1) CA1216003A (de)
ZA (1) ZA816659B (de)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0090117A1 (de) * 1981-12-09 1983-10-05 Imperial Chemical Industries Plc Alkoxylierte Quaternärammoniumsalze
US4600520A (en) * 1983-12-27 1986-07-15 Mobil Oil Corporation Borated adducts of diamines and alkoxides as multifunctional lubricant additives and compositions thereof
US4970201A (en) * 1988-08-16 1990-11-13 Rutgerswerke Ag Preservatives for cellulose containing products
EP0548796A1 (de) * 1991-12-20 1993-06-30 Hoechst Aktiengesellschaft Mikrobizides Mittel enthaltend polymeres quartäres Ammoniumborat zum Konservieren und Desinfizieren von technischen Erzeugnissen und technischen Anlagen

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3169983A (en) * 1962-06-11 1965-02-16 United States Borax Chem Quaternary ammonium glycol monoborate salts
US3546115A (en) * 1967-02-28 1970-12-08 Cargill Inc Fabric softener
DE2963310D1 (en) * 1979-01-26 1982-08-26 Ici Plc Spin finish for textile fibre or yarn including lubricant and, as antistatic agent, a quaternary ammonium salt derived from an n,n'-dialkylamino alcohol alkoxylate, preparation and uses thereof

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0090117A1 (de) * 1981-12-09 1983-10-05 Imperial Chemical Industries Plc Alkoxylierte Quaternärammoniumsalze
US4600520A (en) * 1983-12-27 1986-07-15 Mobil Oil Corporation Borated adducts of diamines and alkoxides as multifunctional lubricant additives and compositions thereof
US4970201A (en) * 1988-08-16 1990-11-13 Rutgerswerke Ag Preservatives for cellulose containing products
EP0355316A3 (de) * 1988-08-16 1991-05-15 Rütgerswerke Aktiengesellschaft Verfahren zum Konservieren von Holz und Holzwerkstoffen
EP0548796A1 (de) * 1991-12-20 1993-06-30 Hoechst Aktiengesellschaft Mikrobizides Mittel enthaltend polymeres quartäres Ammoniumborat zum Konservieren und Desinfizieren von technischen Erzeugnissen und technischen Anlagen
US5492650A (en) * 1991-12-20 1996-02-20 Hoechst Aktiengesellschaft Microbicidal agent containing polymeric quaternary ammonium borate for preserving and disinfecting industrial products and industrial plants

Also Published As

Publication number Publication date
EP0049017A3 (de) 1982-06-09
CA1216003A (en) 1986-12-30
ZA816659B (en) 1982-09-29
AU7558481A (en) 1982-04-01
AU543351B2 (en) 1985-04-18

Similar Documents

Publication Publication Date Title
US5308401A (en) Method of cleaning a combination of ionic and nonionic surfactants
US4222905A (en) Laundry detergent compositions having enhanced particulate soil removal performance
US4260529A (en) Detergent composition consisting essentially of biodegradable nonionic surfactant and cationic surfactant containing ester or amide
US5958863A (en) Cationic compositions containing diol alkoxylate
EP0122141B1 (de) Weichmacherzusammensetzungen für Textilien
EP0043622B1 (de) Textilweichmacherzusammensetzung
US4228042A (en) Biodegradable cationic surface-active agents containing ester or amide and polyalkoxy group
KR950009258B1 (ko) 선상 알콕시화 알콜을 함유하는 안정한 생분해성 직물 유연 조성물
US3494870A (en) Less than fully alkylated hydroxy alkyl ethylene diamine as a cleaning composition,and for method of cleaning and sequestering metal ions
EP0293953B1 (de) Quaternäre Monoesterammoniumverbindungen als Faser- und Gewebebehandlungsmittel
JPH04506804A (ja) 4級アンモニウム化合物の製法
EP0008839A1 (de) Verfahren zur Herstellung von Massen, die quaternäre Ammoniumverbindungen enthalten
US4814108A (en) Cationic surfactants based on quaternary ammonium compounds and use thereof in cleaning agents
EP0280550B1 (de) Weichmacherzusammensetzung für Textilien
US4220611A (en) Polyoxyalkylene bridged phosphate esters
EP0161262B1 (de) Quartäre ammoniumsalze zum verwenden als textilweichmacher
CA1259011A (en) Cationic surfactants based on quaternary ammonium compounds and methods of using same
EP0059502B1 (de) Textilbehandlungszusammenstellungen
CA1232414A (en) Aqueous fabric softening composition
US4368127A (en) Fabric softening compounds and method
EP0049017A2 (de) Textilweichmacher-Mittel enthaltend Alkoxyammoniumborate
CA1125958A (en) Quaternary ammonium compounds
US4865614A (en) Quaternary 2-alkylimidazolinium salts as fabric softeners
EP0226932B1 (de) Weichmacher
US4401577A (en) Quaternary ammonium dihydroborates in fabric softener formulations

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

AK Designated contracting states

Designated state(s): BE DE FR GB IT NL SE

PUAL Search report despatched

Free format text: ORIGINAL CODE: 0009013

AK Designated contracting states

Designated state(s): BE DE FR GB IT NL SE

17P Request for examination filed

Effective date: 19821117

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: THE APPLICATION HAS BEEN WITHDRAWN

18W Application withdrawn

Withdrawal date: 19850925

RIN1 Information on inventor provided before grant (corrected)

Inventor name: RICHMOND, JAMES MATTHEW

Inventor name: BERNARD, GARY ALLEN