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
  • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
  • C11D1/38—Cationic compounds
  • C11D1/62—Quaternary ammonium compounds
• • 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
  • C11D3/0005—Other compounding ingredients characterised by their effect
  • C11D3/001—Softening compositions
  • C11D3/0015—Softening compositions liquid
• • 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
  • C11D3/2003—Alcohols; Phenols
  • C11D3/2006—Monohydric alcohols
  • C11D3/201—Monohydric alcohols linear

Definitions

• the present invention relates to a method for preparing textile treatment compositions.
• it relates to preparation of textile treatment compositions for use in the rinse cycle of a textile laundering operation to provide fabric softeningistatic control benefits, the compositions being characterized by excellent storage stability and viscosity characteristics and biodegradability.
• the compositions herein can also be used to treat fabrics in hot air clothes dryers, and in hair conditioner compositions.
• rinse-added fabric softening compositions contain, as the active softening component, substantially water-insoluble cationic materials having two long alkyl chains. Typical of such materials are di-stearyl di-methyl ammonium chloride and imidazolinium compounds substituted with two stearyl groups.
• Cationic softener materials are normally supplied by the manufacturer in the form of a slurry containing about 70%-95% of active material in an organic liquid such as isopropanol, sometimes containing a minor amount of water (up to about 10%).
• Retail fabric softening compositions are then prepared by dispersion of the softener slurry in warm water under carefully controlled conditions.
• the physical form and dispersibility constrains of these industrial concentrates are such as to preclude their direct use by the domestic consumer; indeed, they can pose severe processing problems even for the industrial supplies of retail fabric softening compositions.
• European Patent 0,018,039, Clint, et al, March 7, 1984, relates to hydrocarbons plus soluble cationic or nonionic surfactants in softener concentrates to improve viscosity and stability characteristics.
• U.S. Patent 4,454,049, MacGilp, et al, June 12, 1984 discloses concentrated liquid textile treatment compositions in the form of isotropic solutions comprising water-insoluble di-C lG -C 2 ,, optionally hydroxy- substituted alkyl, alkaryl or alkenyl cationic fabric softeners, at least about 70% of the fabric softener consisting of one or more components together having a melting completion temperature of less than about 20 C, a water-insoluble nonionic extender, especially C 10 -C 40 hydrocarbons or esters of mono- or polyhydric alcohols with C 8 -C 24 fatty acids, and a water-miscible organic solvent.
• the concentrates have improved formulation stability and dispersibility, combined with excellent fabric softening characteristics.
• U.S. Patent 4,476,031, Ooms, Oct. 9, 1984 teaches ethoxylated amines or protonated derivatives thereof, in combination with ammonium, imadazolinium, and like materials.
• alkoxylated amines as a class, in softener compositions is known (see, for example, German Patent Applications 2,829,022, Jakobi and Schmadel, published January 10, 1980, and 1,619,043, Mueller et al., published October 30, 1969, and U.S. Patents 4,076,632, Davis. issued February 28, 1978, and 4,157,307, Jaeger and Davis, issued June 5, 1979).
• fabric softener concentrates which contain a mixture of a fatty quaternary ammonium salt having at least one C 8 -C 30 alkyl substituent and an oil or substantially water-insoluble compound having oily/fatty properties.
• the concentrates are said to be easily dispersed/ emulsified in cold water to form fabric softening compositions.
• Concentrated dispersion of softener material can be prepared as described in European Patent Application 406 and United Kingdom Patent Specification 1,601,360, Goffinet, published October 28, 1981, by incorporating certain nonionic adjunct softening materials therein.
• the present invention encompasses a novel method for manufacturing aqueous biodegradable shelf-stable fabric softening compositions.
• the first step in this process is combining a C 1 -C 4 monohydric alcohol with a biodegradable quaternary ammonium softening compound of the formula: wherein each R substituent is a short chain(C 1 -C 6 , preferably C,-C 3 ) alkyl or hydroxyalkyl group, e.g., methyl (most preferred), ethyl, propyl, hydroxyethyl, and the like, or mixtures thereof; R is a long-chain hydrocarbyl substituent in the C 16 -C 18 range, preferably C 1 alkyl, most preferably straight-chain C 18 alkyl; R is hydrogen (preferred) or a short-chain (C I -C 4 ) hydrocarbyl substituent, especially methyl; and R'" is a long-chain hydrocarbyl substituent in the C 13 -C 17
• the identity of the softener-compatible anion X- is not critical herein, and can be, for example, chloride, bromide, methylsulfate, formate, sulfate, nitrate and the like.
• the preferred compounds can be considered to be mono-ester analogs of ditallow dimethyl ammonium chloride ("DTDMAC”) which is a widely used fabric softener.
• DTDMAC ditallow dimethyl ammonium chloride
• the amount of the C 1 -C 4 monohydric alcohol is from about 8% to about 50% by weight of the biodegradable quaternary ammonium softening compound present in the mixture.
• the next step consists of heating said mixture to a temperature of from about 70 °C to about 90 °C to form a fluidized melt.
• the molten mixture is diluted with water, heated to a temperature of from about 50 C to about 85 C, to a concentration of from about 1 % to about 25% by weight of the biodegradable quaternary ammonium softening compound.
• said dilute mixture is mixed with a high shear mixer to form a homogeneous mixture with a particle size of from about 0.1 to about 0.5 microns.
• a sufficient amount of a Bronsted acid is added to adjust the pH of the homogeneous mixture to from about 2.0 to about 5.0.
• the present invention encompasses a novel method for manufacturing liquid fabric softening and antistatic compositions, said compositions comprising: a liquid carrier, which is a mixture of water and a C 1 -C 4 monohydric alcohol, and at least about 1% by weight of a fabric softener compound of the above- disclosed formula dispersed in said carrier.
• a liquid carrier which is a mixture of water and a C 1 -C 4 monohydric alcohol
• a fabric softener compound of the above- disclosed formula dispersed in said carrier.
• Such liquid compositions are formulated at a pH of from about 2.0 to about 5.0 preferably 3.5 ⁇ 0.5, to provide good storage stability.
• the temperature during processing also influences the hydrolytic stability of these compositions and should be kept within the specified ranges.
• such compositions will typically comprise from about 1% to about 10%, preferably from about 3% to about 8%, by weight of the softener compound.
• the liquid compositions prepared according to the method disclosed herein have the softener compound present as particles dispersed in the carrier.
• the particles are preferably sub-micron size, generally have average diameters in the range of about 0.10-0.50, preferably 0.20-0.40, microns.
• Such particle dispersions can optionally be stabilized with emulsifiers.
• liquid compositions prepared herein are substantially free (generally, less than 1%) of free (i.e., unprotonated) amines, since free amines can catalyze decomposition of the softener compounds, on storage. However, if minor amounts of amines are present, they should be protonated with acid during formulation of the compositions. Strong acids, such as H 3 PO 4 and HCI, can be used for this purpose.
• the low viscosities exhibited by dispersions of particles of the softener compounds herein allows them to be formulated as water-dilutable fabric softener "high concentrates" which contain from about 11 % to about 25% by weight of the fabric softener compound.
• high concentrates may be conveniently packaged in pouches, which can be diluted with water to "single-strength" softeners (typically, 3-5% concentration of softener active) by the user.
• the active softener ingredient used herein is a biodegradable quaternary ammonium softening compound of the formula: wherein each R substituent is a short chain (C 1 -C 6 , preferably C I -C 3 ) alkyl or hydroxyalkyl group, e.g., methyl (most preferred), ethyl, propyl, hydroxyethyl, and the like, or mixtures thereof; R is a long-chain hydrocarbyl substituent in the C 16 -C 18 range, preferably C 18 alkyl, most preferably straight-chain C 18 alkyl; R is hydrogen (preferred) or a short-chain (Ci-C 4 ) hydrocarbyl substituent, especially methyl; R" is a long-chain hydrocarbyl substituent in the C 13 -C 17 range, preferably C 15 alkyl, especially straight-chain alkyl; x-is a softener-compatible anion (e.g., chloride, bromide, methyls
• stable liquid compositions herein are formulated at a pH in the range of about 2.0 to about 5.0, preferably about pH 3.5 ⁇ 0.5. The pH is adjusted by the addition of a Bronsted acid.
• Suitable acids include the inorganic mineral acids, carboxylic acids, in particular the low molecular weight (C 1 -C 5 ) carboxylic aids, and alkylsulfonic acids.
• Suitable inorganic acids include HCI, H 2 SO 4 ., HN0 3 and H 3 P0 4 .
• Suitable organic acids include formic, acetic, methylsulfonic and ethylsulfonic acid.
• Preferred acids are hydrochloric and phosphoric acids.
• compositions comprise mixtures of various softener compounds; therefore, the compositions prepared herein can optionally contain additional softening agents.
• the liquid compositions prepared by the method disclosed herein comprise a liquid carrier, which is a mixture of water and a C 1 -C 4 monohydric alcohol (e.g., ethanol, propanol, isopropanol, butanol, and mixtures thereof), isopropapol being preferred.
• a liquid carrier which is a mixture of water and a C 1 -C 4 monohydric alcohol (e.g., ethanol, propanol, isopropanol, butanol, and mixtures thereof), isopropapol being preferred.
• the softener compounds used in this invention are insoluble in such water-based carriers and, thus, are present as a dispersion of fine particles therein. These particles are sub-micron in size and are conveniently prepared by high-shear mixing which disperses the compounds as fine particles.
• the method of preparation of a preferred dispersion is disclosed in detail hereinafter. Again, since the compounds are hydrolytically labile, care should be taken to avoid the presence of base
• particulate dispersions of the foregoing type can optionally be stabilized against settling by means of standard non-base emulsifiers, especially nonionic extenders.
• nonionics and their usage levels have been disclosed in U.S. Patent 4,454,049, MacGilp, et al., issued June 12, 1984, the disclosure of which is incorporated herein by reference.
• nonionic extenders suitable for the compositions herein include glycerol esters (preferably glycerol monostearate), fatty alcohols (e.g., stearyl alcohol), and ethoxylated alcohols (preferably Neodol 23-3 - the condensation product of C12-C, 13 linear alcohol with 3 moles ethylene oxide). Mixtures of glycerol monostearate and Neodol 23-3 are particularly preferred.
• the nonionic if used, is typically used at a levels in the range of from about 0.1 to about 10% by weight of the composition.
• the method for preparation of a liquid fabric softener composition for use in the rinse cycle of a standard laundering operation is as follows. This detailed preparation method must be followed in order to ensure maximum hydrolytic stability, colloidal stability, and excellent viscosity characteristics of these compositions over prolonged periods of storage.
• the method of preparing the biodegradable softening compositions consists generally of preparing a premix of the water insoluble biodegradable quaternary ammonium softening compound and a C 1 -C 4 monohydric alcohol, heating the premix, intimately mixing the premix with hot water to form an aqueous dispersion, and adjusting the pH of the final mixture with a Bronsted acid.
• the nonhydrolytic preparation of this composition is carried out as follows.
• the biodegradable quaternary ammonium softening compound (as defined herein), protonated free amine, nonionic extender (preferably glyceryl monostearate, or Neodol 23-3 or both), and C 1 -C 4 monohydric alcohol (preferably isopropanol) are mixed (optionally, a protonated free amine or an nonionic extender, and a conventional di-(higher alkyl) quarternary ammonium compound can be added to the mixture at this time) and heated to from about 70 C to about 90 C (preferably from about 70° C to about 80° C to form a fluidized "melt".
• the ratio of the C 1 -C 4 monohydric alcohol to the softener compound in the melt is from about 10% to about 50% alcohol/softener compound.
• the melt is then poured into water heated to a temperature of from about 50 °C to about 85 °C (preferably from about 60 °C to about 80 C).
• Said dilute mixture is mixed with a high shear mixer from about 700 to about 10,000 rpm (preferably about 7000 rpm) for about 10-30 minutes (preferably about 20 minutes) to form a homogeneous mixture with an average particle size of from about 0.1 to about 0.5 microns.
• about 0-0.3% of a salt preferably CaCl 2
• the dye and minors can be added before or after the high-shear mixing.
• the pH is adjusted with the Bronsted acid (preferably H 3 PO 4 or HCI) to form about 2.0 to about 5.0 (preferably from about 3.0 to about 4.0).
• the resulting dispersion has a viscosity of from about 15 to 200, preferably from about 40 to about 120 centipoise and is used in standard fashion as a rinse-added fabric softener.
• the viscosity can be adjusted through the use of a thickening agent.
• the thickening agent is added to the dispersion upon cooling.
• a silicone component may also be added at this time to the mixture, if desired to provide fabric feel benefits and to improve the water absorbency of fabrics treated with the softening composition prepared herein. All of the dilute dispersions herein are prepared in substantially the same manner.
• the nonhydrolytic preparation of this composition is carried out as follows.
• the fluidized "melt" is prepared in the same manner as described above in preparing dilute dispersions.
• the melt is then poured into water heated to a temperature of from about 50°C to about 85°C (preferably from about 50°C to about 65 C).
• Said concentrated mixture is mixed with a high shear mixer (e.g., about 7000 rpm; about 10-30 minutes) to form a homogeneous mixture with an average particle size of from about 0.1 to about 0.5 microns.
• a high shear mixer e.g., about 7000 rpm; about 10-30 minutes
• about 0 to 0.3% salt preferably CaC1 2
• the dye and other minors are added to the water before mixing.
• 0 to 2% thickener preferably Methocel
• a silicone component may also be added at this time to the mixture, if desired to provide fabric feel benefits and to improve the water absorbency of fabrics treated with the softening composition prepared herein.
• the pH is adjusted with the Bronsted acid (preferably H 3 PO 4 or HCI) to form about 2.0 to about 5.0 (preferably from about 3.0 to about 4.0).
• the resulting dispersion has a viscosity of from about 50 to about 10,000 centipoise.
• these concentrated compositions are packaged in a simple plastic pouch, which is opened and poured into 4X its volume of water prior to use to prepare a "single strength" softener composition, thereby saving on packaging and shipping costs and storage space. All of the concentrated dispersion are prepared in substantially the same manner.
• 0.6 mole of octadecyl ethanol methyl amine are placed in a 3-liter, 3-necked flask equipped with a reflux condenser, argon (or nitrogen) inlet and two addition funnels.
• In one addition funnel is placed 0.4 moles of triethylamine and in the second addition funnel is placed 0.6 mole of palmitoyl chloride in a 1:1 solution with methylene chloride.
• Methylene chloride 750 mL
• the triethylamine is added dropwise, and the temperature is raised to 40-45 C while stirring over one-half hour.
• the palmitoyl chlorideimethylene chloride solution is added dropwise and allowed to heat at 40-45° C under inert atmosphere overnight (12-16 h).
• the reaction mixture is cooled to room temperature and diluted with chloroform (1500 mL).
• the chloroform solution of product is placed in a separatory funnel (4 L) and washed with sat. NaCI, dil. Ca(OH)- 2 , 50% K 2 CO 3 (3 times)*, and, finally, sat. NaCI.
• the organic layer is collected and dried over MgSO 4 , filtered and solvents are removed via rotary evaporation. Final drying is done under high vacuum (0.25 mm Hg).
• y-formulated fabric softening compositions preferably contain, in addition to the rapidly biodegradable quaternary ammonium compound of the formula herein and liquid carrier, one or more of the following optional ingredients.
• softening compositions can further comprise a conventional di(higher alkyl) quaternary ammonium softening agent which are less biodegradable.
• the compositions herein can contain from about 0.1% to about 25% (preferably from about 0.1% to about 10%) of the conventional di(higher alkyi)quaternary ammonium softening agent.
• Examples of such conventional quaternary ammonium salts include:
• Component (i) are the well-known dialkyldimethylammoniums salts such as ditallowdimethylammonium chloride, ditallowdimethylammonium methylsulfate, di(hydrogenated tallow) dimethylammonium chloride, dibehenyldimethylammonium chloride.
• Component (ii) and (iii) are methylbis(tallowamidoethyl) (2-hydroxyethyl) ammonium methylsulfate and methylbis(hydrogenated tallowamidoethyl) (2-hydroxyethyl) ammonium methylsulfate, wherein R 1 is an acyclic aliphatic C 15 -C 17 hydrocarbon group, R 2 is an ethylene group, R s is a methyl group, R 8 is a hydroxyalkyl group and A is a methylsulfate anion; these materials are available from Sherex Chemical Company under the trade names Varisoft@ 222 and Varisoft® 110, respectively.
• component (iv) are 1-methyl-1-tallowamino-ethyl-2-tallowimidazolinium methylsulfate and 1-methyl-1-(hydrogenated tallowamidoethyl)-methylsulfate.
• the liquid compositions produced by the method herein should be substantially free (generally less than about 1 %) of free (i.e. unprotonated) amines. Care should be taken that if minor amounts of these amines are used, that they are protonated with acid during formulation of the compositions, otherwise the free amines may catalyze decomposition of the biodegradable quaternary ammonium compounds during storage. Minor amounts of protonated amines, typically from about 0.05% to about 1.0%, namely primary, secondary and tertiary amines having, at least, one straight-chain organic group of from about 12 to about 22 carbon atoms are suitable herein. Preferred amines of this class are ethoxyamines, such as monotallow-dipolyethoxyamine, having a total of from about 2 to about 30 ethoxy groups per molecule.
• diamines such as tallow-N,N', N-tris (2-hydroxyethyl)-1,3-propylenediamine, or C 16 -C 18 -alkyl-N-bis(2-hydroxyethyl)amines.
• Examples of the above compounds are those marketed under the trade name GENAMIN C, S, 0 and T, by Hoechst.
• compositions prepared herein optionally comprise from about 1% to about 25% (preferably from about 0.1% to about 10%) by weight of the composition of a di(higher alkyl) cyclic amine fabric softening agent of the formula: wherein n is 2 or 3, preferably 2; R 1 and R 2 are, independently, a C 8 -C 30 alkyl or alkenyl, preferably C 11 -C 22 alkyl, more preferably C 15 -C 18 alkyl, or mixtures of such alkyl radicals. Examples of such mixtures are the alkyl radicals obtained from coconut oil, "soft" (non-hardened) tallow, and hardened tallow, Q is CH or N, preferably N.
• X is wherein T is 0 or NR s , R 5 being H or C 1 -C 4 alkyl, preferably H, and R 4 is a divalent C l -C 3 alkylene group or (C 2 H 4 O) m , wherein m is from about 1 to about 8.
• the fabric softening composition prepared herein optionally contains an aqueous emulsion of a predominantly linear polydialkyl or alkyl aryl siloxane in which the alkyl groups can have from one to five carbon atoms and may be wholly or partially fluorinated.
• Suitable silicones are polydimethyl siloxanes having a viscosity, at 25 C, of from about 100 to about 100,000 centistokes, preferably from about 1000 to about 12,000 centistokes.
• the ionic charge characteristics of the silicone as used in the present invention are important in deter mining both the extent of deposition and the evenness of distribution of the silicone and hence the properties of a fabric treated therewith.
• Silicones having cationic character shown an enhanced tendency to deposit Silicones found to be of value in providing fabric feel benefits having a predominantly linear character and are preferably polydialkyl siloxanes in which the alkyl group is most commonly methyl. Such silicone polymers are frequently manufactured commercially by emulsion polymerization using a strong acid or strong alkali catalyst in the presence of a nonionic or mixed nonionic anionic emulsifier system. In addition to providing improved fabric feel benefits, the silicone components also improve the water absorbency of the fabrics treated with the softening compositions prepared herein.
• the fabric softening compositions prepared herein may contain up to about 15%, preferably from about 0.1 % to about 10%, of the silicone component.
• compositions prepared herein contain from about 0% to about 3%, preferably from about 0.01% to about 2% of a thickening agent.
• suitable thickening agents include: cellulose derivatives, synthetic high molecular weight polymers (e.g., carboxyvinyl polymer and polyvinyl alcohol), and cationic guar gums.
• the cellulosic derivatives that are functional as thickening agents herein agents may be characterized as certain hydroxyethers of cellulose, such as Methocel K , marketed by Dow Chemicals, Inc.; also, certain cationic cellulose ether derivatives, such as Polymer JR-125@, JR-400@, and JR-30MO, marketed by Union Carbide.
• cationic guar gums such as Jaguar Plus ®, marketed by Stein Hall, and Gendrive 458@. marketed by General Mills.
• Preferred thickening agents herein are selected from the group consisting of methyl cellulose, hydroxypropyl methylcellulose, or hydroxybutyl methylcellulose, said cellulosic polymer having a viscosity in 2% aqueous solution at 20 C of from about 15 to about 75,000 centipoise.
• compositions prepared herein contains from about 0.1% to about 10%, preferably from about 0.2% to about 5%, of a soil, release agent.
• a soil release agent is a polymer.
• Polymeric soil release agents useful in the present invention include copolymeric blocks of terephathalate and polyethylene oxide or polypropylene oxide, and the like.
• a preferred soil release agent is a copolymer having blocks of terephthalate and polyethylene oxide. More specifically, these polymers are comprised of repeating units of ethylene terephthalate and polyethylene oxide terephthalate at a molar ratio of ethylene terephthalate units to polyethylene oxide terephthalate units of from about 25:75 to about 35:65, said polyethylene oxide terephthalate containing polyethylene oxide blocks having molecular weights of from about 300 to about 2000. The molecular weight of this polymeric soil release agent is in the range of from about 5,000 to about 55,000.
• Another preferred polymeric soil release agent is a crystallizable polyester with repeat units of ethylene terephthalate units containing from about 10 to about 15% by weight of ethylene terephthalate units together with from about 10 to about 50% by weight of polyoxyethylene terephthalate units, derived from a polyoxyethylene glycol of average molecular weight of from about 300 to about 6,000, and the molar ratio of ethylene terephthalate units to polyoxyethylene terephthalate units in the crystallizable polymeric compound is between 2:1 and 6:1.
• this polymer include the commercially available materials Zelcon@ 4780 (from Dupont) and Milease® T (from ICI).
• Highly preferred soil release agents are polymers of the generic formula: in which X can be any suitable capping group, with each X being selected from the group consisting of H, and alkyl or acryl groups containing from about 1 to about 4 carbon atoms.
• n is selected for water solubility and generally is from about 6 to about 113, preferably from about 20 to about 50.
• u is critical to formulation in a liquid composition having a relatively high ionic strength. There should be very little material in which u is greater than 10. Furthermore, there should be at least 20%, preferably at least 40%, of material in which u ranges from about 3 to about 5.
• the R I moieties are essentially 1,4-phenylene moieties.
• the term "the R I moieties are essentially 1,4-phenylene moieties” refers to compounds where the R I moieties consist entirely of 1,4-phenylene moieties, or are partially substituted with other arylene or alkarylene moieties, alkylene moieties, alkenylene moieties, or mixtures thereof.
• Arylene and alkarylene moieties which can be partially substituted for 1,4-phenylene include 1,3-phenylene, 1,2-phenylene, 1,8-naphtylene, 1,4-naphtylene, 2,2-biphenylene, 4,4-biphenylene and mixtures thereof.
• Alkylene and alkenylene moieties which can be partially substituted include ethylene, 1,2-propylene, 1,4-butylene, 1,5-pentylene, 1,6-hexamethylene, 1,7-heptamethylene, 1,8-octamethylene, 1,4-cyclohexylene, and mixtures thereof.
• the degree of partial substitution with moieties other than 1,4-phenylene should be such that the soil release properties of the compound are not adversely affected to any great extent.
• the degree of partial substitution which can be tolerated will depend upon the backbone length of the compound, i.e., longer backbones can have greater partial substitution for 1,4-phenylene moieties.
• compounds where the R I comprise from about 50 to about 100% 1,4-phenylene moieties (from 0 to about 50% moieties other than 1.4-phenylene) have adequate soil release activity.
• polyesters made according to the present invention with a 40:60 mole ratio of isophthalic (1,3-phenylene) to terephthalic (1,4-phenylene) acid have adequate soil release activity.
• the R' moieties consist entirely of (i.e., comprise 100%), 1,4-phenylene moieties, i.e., each R I moiety is 1,4-phenylene.
• suitable ethylene or substituted ethylene moieties include ethylene, 1,2-propylene, 1,2-butylene, 1,2-hexylene, 3-methoxy-1,2-propylene and mixtures thereof.
• the R 2 moieties are essentially ethylene moieties, 1,2-propylene moieties or mixture thereof. Inclusion of a greater percentage of ethylene moieties tends to improve the soil release activity of compounds. Surprisingly, inclusion of a greater percentage of 1,2-propylene moieties tends to improve the water solubility of the compounds.
• the use of 1.2-propylene moieties or a similar branched equivalent is desirable for incorporation of any substantial part of the soil release component in the liquid fabric softener compositions.
• each n is at least about 6, but is preferably at least about 10.
• the value for each n usually ranges from about 12 to about 113. Typically, the value for each n is in the range of from about 12 to about 43.
• Viscosity control agents can be organic or inorganic in nature.
• organic viscosity modifiers are fatty acids and ester, fatty alcohols, and water-miscible solvents such as short chain alcohols.
• inorganic viscosity control agents are water-soluble ionizable salts.
• suitable salts are the halides of the group IA and IIA metals of the Periodic Table of the Elements, e.g., calcium chloride, magnesium chloride, sodium chloride, potassium bromide, and lithium chloride. Calcium chloride is preferred.
• the ionizable salt are particularly useful during the process of mixing the ingredients to make the compositions herein, and later to obtain the desired viscosity.
• the amount of ionizable salts used depends on the amount of active ingredients used in the compositions and can be adjusted according to the desires of the formulator. Typical levels of salts used to control the composition viscosity are from about 20 to about 3,000 parts per million (ppm), preferably from about 20 to about 2,000 ppm by weight of the composition.
• bacteriocides used in the compositions of this invention include glutaraldehyde, formaldehyde, 2-bromo-2-nitropropane-1,3-diol sold by Inolex Chemicals under the trade name Bronopol@, and a mixture of 5-chloro-2-methyl-4-isothiazolin-3-one and 2-methyl-4-isothiazoline-3-one sold by Rohm and Haas Company under the trade name Kathon@ CGIICP.
• Typical levels of bacteriocides used in the present compositions are from about 1 to about 1,000 ppm by weight of the composition.
• the present invention can include other optional components conventionally used in textile treatment compositions, for example, colorants, perfumes, preservatives, optical brighteners, opacifiers, fabric conditioning agents, surfactants, stabilizers such as guar gum and polyethylene glycol, anti-shrinkage agents, anti-wrinkle agents, fabric crisping agents, spotting agents, germicides, fungicides, anti-oxidants such as butylated hydroxy toluene, anti-corrosion agents, and the like.
• colorants for example, colorants, perfumes, preservatives, optical brighteners, opacifiers, fabric conditioning agents, surfactants, stabilizers such as guar gum and polyethylene glycol, anti-shrinkage agents, anti-wrinkle agents, fabric crisping agents, spotting agents, germicides, fungicides, anti-oxidants such as butylated hydroxy toluene, anti-corrosion agents, and the like.
• the temperature of the dispersion is maintained within 70-75° C by a cooling water bath.
• the pH is adjusted by the addition of 1 ml of 0.1 N HCI.
• the resulting dispersion has a viscosity of 50 ⁇ 10 centipoise and a pH of 4.0.
• the average particle size of the dispersion is 0.2 microns.
• 60 g of the biodegradable softener compound and 20 g of isopropanol are mixed and heated to 80 °C to form a molten mixture.
• the mixture is then poured into the 320 g water seat, which has been heated to 60 C, with high shear mixing.
• the dispersion begins to gel almost immediately and 250 ppm CaCl 2 is added (5 ml of 2% CaCl 2 aqueous solution) to break up the gel and maintain the dispersion.
• the dispersion's temperature is maintained at 55-60 C.
• the pH is adjusted by the addition of 1 ml of 0.1 N HCI.
• the resulting dispersion has a viscosity of 58 centipoise and a pH of 3.4.
• the average particle size in the dispersion is 0.30 microns.
• this concentrated composition is packaged in a simple plastic pouch, which is opened and poured into 4X its volume of water prior to use to prepare a "single strength" softener composition, thereby saving on packaging and shipping costs as well as storage space.
• 17 g of the biodegradable softener compound and 5 g of isopropanol are mixed and heated to 70° C to form a fluidized "melt".
• the molten mixture is then poured into a 340 g water seat with high shear mixing.
• the water is preheated to 60 C with 100 ppm added bronopol.
• 1.2g of isopropanol is evaporated from the molten mixture before it is poured into the water.
• the dispersion is mixed for 15 minutes at 6500 rpm (Tekmar high shear mixer). During mixing the temperature of the dispersion is maintained at about 60 C by cooling water.
• biodegradable quaternary ammonium softening compound i.e., is replaced in whole or in part, with any of the following biodegradable quaternary ammonium softening compounds:
• the amine feedstocks used herein may contain varying, small amounts of di-alcohol components, from which some diesters may be formed.
• acids and appropriate catalysts rather than acid chlorides.
• the novel process disclosed herein provides a method for manufacturing biodegradable, shelf-stable fabric softening compositions containing monoesters analogs of ditallow dimethylammonium chloride.

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