Fabric softening formulations

By using a combination of ester quaternary ammonium salt and dextran-based polymers functionalized with morpholine groups, the balance between maintaining fabric softening properties and biodegradability in existing fabric softening agents has been solved, achieving both fabric softness and biodegradability.

CN121532486APending Publication Date: 2026-02-13DOW GLOBAL TECHNOLOGIES LLC +2
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Patent Information

Application Number
CN202480047828.4
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Priority Date
2023-07-26
Filing Date
2024-07-16
Publication Date
2026-02-13

AI Technical Summary

Technical Problem

Existing fabric softening agents struggle to maintain fabric softening properties while simultaneously improving the natural source index and biodegradability, and lack a balance of performance properties.

Method used

Fabric softening formulations comprising ester quaternary ammonium salts and dextran-based polymers functionalized with morpholine groups, having a weight-average molecular weight of 10,000 to 3,000,000 Daltons, with the morpholine groups bonded to the side oxygen on the dextran-based polymer, provide a favorable balance between fabric softening and anti-redeposition properties.

Benefits of technology

It achieves a balance between fabric softness and biodegradability, enhancing fabric softness while also making it readily biodegradable.

✦ Generated by Eureka AI based on patent content.

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Abstract

There is provided a fabric softening formulation comprising: from 50% to 98.45% by weight of water, based on the weight of the fabric softening formulation; from 1.5% to 30% by weight, based on the weight of the fabric softening formulation, of an esterquats; and from 0.05% to 5% by weight, based on the weight of the fabric softening formulation, of a softening agent; wherein the softener is a dextran base polymer functionalized with a morpholine group; wherein the dextran-based polymer has a weight average molecular weight of from 10,000 Daltons to 3,000,000 Daltons, and wherein the morpholine group of formula (I) is bonded to a pendant oxygen on the dextran-based polymer, where is a pendant oxygen on the dextran-based polymer; and wherein A is a divalent linking group.
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Description

[0001] This invention relates to a fabric softening formulation. Specifically, the invention relates to a fabric softening formulation comprising: 50% to 98.45% by weight of water, based on the weight of the fabric softening formulation; 1.5% to 30% by weight of an ester quaternary ammonium salt, based on the weight of the fabric softening formulation; and 0.05% to 5% by weight of a softening agent, based on the weight of the fabric softening formulation; wherein the softening agent is a dextran-based polymer functionalized with a morpholine group; wherein the dextran-based polymer has a weight-average molecular weight of 10,000 Daltons to 3,000,000 Daltons, and wherein the morpholine group of formula (I) is bonded to the side oxygen on the dextran-based polymer.

[0002]

[0003] in It is the side oxygen on the dextran-based polymer; and A is a divalent linking group.

[0004] The use of cationic carbohydrate polymers in laundry detergents is known, as in, for example, U.S. Patent 6,833,347. However, that reference does not suggest the use of the modified polymers described herein.

[0005] Sikarskie et al. have disclosed in WO Patent Application Publication No. 2022203868 a modified carbohydrate polymer with quaternary ammonium groups for fabric care. Sikarskie et al. disclosed a fabric care formulation comprising: water; an ester quaternary ammonium salt; and a deposition aid polymer, wherein the deposition aid polymer is a dextran polymer partially functionalized with quaternary ammonium.

[0006] Nevertheless, there remains a continued need for fabric softening agents that balance desired performance properties, including fabric softening properties. There is also a continued need for novel fabric softening agents that have an increased natural source index (ISO 16128) compared to conventional fabric softening agents and are readily biodegradable.

[0007] This invention provides a fabric softening formulation comprising: 50% to 98.45% by weight of water, based on the weight of the fabric softening formulation; 1.5% to 30% by weight of an ester quaternary ammonium salt, based on the weight of the fabric softening formulation; and 0.05% to 5% by weight of a softening agent, based on the weight of the fabric softening formulation; wherein the softening agent is a dextran-based polymer functionalized with a morpholine group; wherein the dextran-based polymer has a weight-average molecular weight of 10,000 Daltons to 3,000,000 Daltons, and wherein the morpholine group of formula (I) is bonded to the side oxygen on the dextran-based polymer.

[0008]

[0009] in It is the side oxygen on the dextran-based polymer; and A is a divalent linking group.

[0010] The present invention provides a method for treating clothing articles, the method comprising: providing clothing articles; selecting a fabric softening agent according to the present invention; providing bath water; and applying the bath water and the fabric softening agent to the clothing articles to provide treated clothing articles. Detailed Implementation

[0011] Fabric softening formulations comprising a combination (preferably a synergistic combination) of an ester quaternary ammonium salt and a softener have been discovered, wherein the softener is a dextran-based polymer functionalized with a morpholine group; wherein the dextran-based polymer has a weight-average molecular weight of 10,000 Daltons to 3,000,000 Daltons, and wherein the morpholine group of formula (I) is bonded to the side oxygen on the dextran-based polymer.

[0012]

[0013] in It is the side oxygen on the dextran-based polymer; and A is a divalent linking group; providing a surprisingly favorable balance of performance properties including fabric softening and anti-redeposition properties; at the same time, the softener is also readily biodegradable.

[0014] Unless otherwise specified, ratios, percentages, parts, etc., are all by weight. The weight percentage (or weight %) in the composition is a percentage of dry weight, that is, excluding any water that may be present in the composition.

[0015] As used herein, unless otherwise specified, the phrase "molecular weight" or M W This refers to the weight-average molecular weight as measured using conventional methods with gel permeation chromatography (GPC) and conventional standards (such as polyethylene glycol standards). GPC techniques are discussed in detail in *Modern Size-Exclusion Liquid Chromatography - Practice of Gel Permeation and Gel Filtration Chromatography*, 2nd Edition, AM Striegel, WW Yau, JJ Kirkland, DD Bly; John Wiley & Sons, Inc. 2009. Molecular weights are reported in Daltons or, equivalently, g / mol.

[0016] Preferably, the fabric softening formulation of the present invention comprises: 50% to 98.45% by weight (preferably 60% to 98.175% by weight; more preferably 75% to 97.9% by weight; most preferably 80% to 97% by weight) of water based on the weight of the fabric softening formulation; and 1.5% to 30% by weight (preferably 1.75% to 25% by weight; more preferably 2% to 20% by weight; most preferably 2.5% to 10% by weight) of ester quaternary ammonium based on the weight of the fabric softening formulation. Salt; and, based on the weight of the fabric softening formulation, 0.05% to 5% by weight (preferably 0.075% to 4.5% by weight; more preferably 0.1% to 4% by weight; most preferably 0.5% to 2% by weight) of a softening agent; wherein the softening agent is a dextran-based polymer functionalized with a morpholine group; wherein the dextran-based polymer has a weight-average molecular weight of 10,000 Daltons to 3,000,000 Daltons, and wherein the morpholine group of formula (I) is bonded to the side oxygen on the dextran-based polymer.

[0017]

[0018] in It is the side oxygen on the dextran-based polymer; and A is a divalent linking group (preferably, the Kjeldahl nitrogen content (TKN) of the softener, corrected for ash and volatiles, is ≥0.5% by weight (preferably, 0.5% to 4.0% by weight; more preferably, 0.6% to 2.5% by weight; most preferably, 0.7% to 2% by weight) (preferably, the ester quaternary ammonium salt and the softener synergistically enhance the softness of the treated fabric) (preferably, the fabric softening formulation of the present invention comprises a synergistic combination of the ester quaternary ammonium salt and the softener) (preferably, the fabric is selected from the group consisting of: cotton double-sided fabric, cotton and cotton terry fabric; more preferably, the fabric contains cotton; most preferably, the fabric is cotton).

[0019] Preferably, the fabric softening agent of the present invention is a liquid formulation. More preferably, the fabric softening agent of the present invention is an aqueous liquid formulation.

[0020] Preferably, the fabric softening formulation of the present invention comprises: 50% to 98.45% by weight (preferably 60% to 98.175% by weight; more preferably 75% to 97.9% by weight; most preferably 80% to 97% by weight) of water based on the weight of the fabric softening formulation. More preferably, the fabric softening formulation of the present invention comprises: 50% to 98.45% by weight (preferably 60% to 98.175% by weight; more preferably 75% to 97.9% by weight; most preferably 80% to 97% by weight) of water based on the weight of the fabric softening formulation; wherein the water is at least one of distilled water and deionized water. Most preferably, the fabric softening formulation of the present invention comprises: 50% to 98.45% by weight (preferably 60% to 98.175% by weight; more preferably 75% to 97.9% by weight; most preferably 80% to 97% by weight) of water based on the weight of the fabric softening formulation; wherein the water is distilled and deionized.

[0021] Preferably, the fabric softening formulation of the present invention further comprises: 1.5 wt% to 30 wt% (preferably 1.75 wt% to 25 wt%; more preferably 2 wt% to 20 wt%; most preferably 2.5 wt% to 10 wt%) of an ester quaternary ammonium salt based on the weight of the fabric softening formulation. More preferably, the fabric softening formulation of the present invention comprises: 1.5 wt% to 30 wt% (preferably 1.75 wt% to 25 wt%; more preferably 2 wt% to 20 wt%; most preferably 2.5 wt% to 10 wt%) of an ester quaternary ammonium salt based on the weight of the fabric softening formulation; wherein the ester quaternary ammonium salt contains cationic nitrogen (N + A compound comprising at least one aliphatic carbon chain containing 4-36 carbon atoms and at least one ester functional group. The aliphatic carbon chain may optionally contain heteroatoms other than carbon atoms (e.g., Si atoms). The cation nitrogen atom may be attached to the at least one aliphatic carbon chain via the ester functional group, for example via -(CH2). a -OC(=O)- chain, where a is 0 to 5, and / or =C(-OC(=O)-(CH2)). b -CH3)2, where b is 4 to 36. Various types of ester quaternary ammonium salts can be used in the fabric softening formulations of the present invention, including, for example, monoester quaternary ammonium salts (EQ), triester quaternary ammonium compounds (TEQ), and diester quaternary ammonium compounds (DEQ). These compounds may also comprise mixtures of mono-(I), di-(II), and tri-(III) ester components. Preferably, the ester quaternary ammonium salt is a partially hydrogenated tallow ester quaternary ammonium salt.

[0022] Preferably, the fabric softening formulation of the present invention comprises: 0.05% to 5% by weight (preferably 0.075% to 4.5% by weight; more preferably 0.1% to 4% by weight; most preferably 0.5% to 2% by weight) of a softening agent based on the weight of the fabric softening formulation; wherein the softening agent is a dextran-based polymer functionalized with a morpholine group; wherein the dextran-based polymer has a weight-average molecular weight of 10,000 Daltons to 3,000,000 Daltons, and wherein the morpholine group of formula (I) is bonded to the side oxygen on the dextran-based polymer.

[0023]

[0024] in It is the side oxygen on the dextran-based polymer; and A is a divalent linking group.

[0025] Preferably, the weight-average molecular weight of the dextran-based polymer is from 10,000 Daltons to 3,000,000 Daltons (preferably, from 50,000 Daltons to 2,500,000 Daltons; more preferably, from 100,000 Daltons to 2,000,000 Daltons; still more preferably, from 125,000 Daltons to 1,000,000 Daltons; most preferably, from 150,000 Daltons to 600,000 Daltons). More preferably, the weight-average molecular weight of the dextran-based polymer is from 10,000 Daltons to 3,000,000 Daltons (preferably, from 50,000 Daltons to 2,500,000 Daltons; more preferably, from 100,000 Daltons to 2,000,000 Daltons; still more preferably, from 125,000 Daltons to 1,000,000 Daltons; most preferably, from 150,000 Daltons to 600,000 Daltons); and the dextran-based polymer is a branched dextran polymer containing multiple glucose structural units; wherein 90 mol% to 98 mol% (preferably, 92.5 mol% to 97.5 mol%; more preferably, 93 mol% to 97 mol%; most preferably, 94 mol% to 96 mol%) of glucose structural units are linked by α-1,6 bonds, and 2 mol% to 10 mol% (preferably, 2.5 mol% to 7.5 mol%; more preferably, 3 mol% to 7 mol%; most preferably, 4 mol% to 6 mol%) of glucose structural units are linked by α-1,2 bonds, α-1,3 bonds and / or α-1,4 bonds. Most preferably, the dextran-based polymer has a weight-average molecular weight of 10,000 Daltons to 3,000,000 Daltons (preferably 50,000 Daltons to 2,500,000 Daltons; more preferably 100,000 Daltons to 2,000,000 Daltons; still more preferably 125,000 Daltons to 1,000,000 Daltons; most preferably 150,000 Daltons to 600,000 Daltons); and the dextran-based polymer is a branched dextran polymer containing multiple glucose structural units. The compound; wherein, according to Formula I, 90 mol% to 98 mol% (preferably, 92.5 mol% to 97.5 mol%; more preferably, 93 mol% to 97 mol%; most preferably, 94 mol% to 96 mol%) of glucose structural units are linked by α-D-1,6 bonds, and 2 mol% to 10 mol% (preferably, 2.5 mol% to 7.5 mol%; more preferably, 3 mol% to 7 mol%; most preferably, 4 mol% to 6 mol%) of glucose structural units are linked by α-1,3 bonds.

[0026]

[0027] Where R 1 Selected from hydrogen, C 1-4 Alkyl and hydroxy C 1-4 Alkyl group; and wherein the dextran polymer backbone has an average branching of 1 to 3 dehydrated glucose units.

[0028] Preferably, the dextran-based polymer contains less than 0.01% by weight of alternating sugars based on the weight of the dextran-based polymer. More preferably, the dextran-based polymer contains less than 0.001% by weight of alternating sugars based on the weight of the dextran-based polymer. Most preferably, the dextran-based polymer contains alternating sugars below the detection limit.

[0029] Preferably, <0.1 mol% (preferably <0.01 mol%; more preferably <0.001 mol%; most preferably <the detection limit) of glucose structural units in the dextran-based polymer are linked by β-1,4 bonds.

[0030] Preferably, <0.1 mol% (preferably <0.01 mol%; more preferably <0.001 mol%; most preferably <the detection limit) of glucose structural units in the dextran-based polymer are linked by β-1,3 bonds.

[0031] Preferably, the fabric softening formulation of the present invention comprises: 0.05% to 5% by weight (preferably 0.075% to 4.5% by weight; more preferably 0.1% to 4% by weight; most preferably 0.5% to 2% by weight) of a softening agent based on the weight of the fabric softening formulation; wherein the softening agent is a dextran-based polymer functionalized with a morpholine group; wherein the morpholine group of formula (I) is bonded to the side oxygen on the dextran-based polymer.

[0032] ;

[0033] in It is the side oxygen on the dextran-based polymer; wherein A is a divalent linking group (preferably, wherein A is selected from a divalent alkyl group, which may optionally be replaced by a hydroxyl group, an alkoxy group and / or an ether group; more preferably, wherein A is selected from the group consisting of: -(CH2) y -group and -CH2CH(OR)CH2-group, wherein y is 2 to 5 (preferably 2 to 4; more preferably 2 to 3; most preferably 2) and wherein R is selected from the group consisting of: hydrogen and straight-chain or branched C 1-4Alkyl group; more preferably, wherein A is selected from the group consisting of -CH2CH2- group and -CH2CH(OH)CH2- group; most preferably, wherein A is a -CH2CH2- group (preferably, wherein the degree of substitution DS of the morpholine group of formula (I) on the cationic dextran polymer is DS). (I) The content is 0.01 to 3 (preferably 0.03 to 2; more preferably 0.05 to 1.5; still more preferably 0.06 to 1; even more preferably 0.07 to 0.5; most preferably 0.08 to 0.25). More preferably, the fabric softening formulation of the present invention comprises: 0.05% to 5% by weight (preferably 0.075% to 4.5% by weight; more preferably 0.1% to 4% by weight; most preferably 0.5% to 2% by weight) of a softener based on the weight of the fabric softening formulation; wherein the softener is a dextran-based polymer functionalized with a morpholine group; wherein the morpholine group of formula (Ia) is bonded to the side oxygen on the dextran-based polymer.

[0034]

[0035] in It is the degree of substitution DS of the morpholine group of formula (Ia) on the dextran-based polymer (preferably, wherein the morpholine group of formula (Ia) on the cationic dextran polymer is DS). (I) It is 0.01 to 3 (preferably, 0.03 to 2; more preferably, 0.05 to 1.5; still more preferably, 0.06 to 1; even more preferably, 0.07 to 0.5; most preferably, 0.08 to 0.25).

[0036] Preferably, the Kjeldahl nitrogen content (TKN) of the softener is 0.5% to 5% by weight (preferably, 0.5% to 4% by weight; more preferably, 0.6% to 2.5% by weight; most preferably, 0.7% to 2% by weight), and this Kjeldahl nitrogen content is measured using a Buchi KjelMaster K-375 automated analyzer, corrected for volatiles and ash content as measured as described in ASTM method D-2364.

[0037] Preferably, the softener contains aldehyde functional groups in amounts of <0.001 meq / g (preferably, <0.0001 meq / g; more preferably, <0.00001 meq / g; most preferably, <detectable limit).

[0038] Preferably, the degree of quaternary ammonium substitution (DS) of the softener is... quat It is <0.0005 (preferably, <0.0001; more preferably, <0.00001; most preferably, less than the detection limit).

[0039] Preferably, the fabric softening formulation of the present invention comprises: <0.01% by weight (preferably <0.001% by weight; more preferably <0.0001% by weight; most preferably, less than the limit of detection) of cationic polysaccharide based on the weight of the fabric softening formulation.

[0040] Preferably, the fabric softening formulation of the present invention comprises: <2% by weight (preferably, <1% by weight; more preferably, <0.5% by weight; still more preferably, <0.1% by weight; even more preferably, <0.01% by weight) of anionic surfactant based on the weight of the fabric softening formulation.

[0041] The fabric softening formulation of the present invention optionally further comprises an additive selected from the group consisting of: fragrances, preservatives, antimicrobial agents, rheology modifiers, suspending agents, foam control agents, other fabric softening compounds, and mixtures thereof.

[0042] Preferably, the fabric softening formulation of the present invention optionally further comprises a fragrance. More preferably, the fabric softening formulation of the present invention further comprises: 0.05% to 10% by weight (preferably 0.1% to 5% by weight; most preferably 0.1% to 3% by weight) of a fragrance based on the weight of the fabric softening formulation. Still more preferably, the fabric softening formulation of the present invention optionally further comprises: 0.05% to 10% by weight (preferably 0.1% to 5% by weight; most preferably 0.1% to 3% by weight) of a fragrance based on the weight of the fabric softening formulation; wherein the fragrance is selected from the group consisting of: benzyl alcohol, citronellol, linalool, limonene, and mixtures thereof. Most preferably, the fabric softening formulation of the present invention optionally further comprises: 0.05% to 10% by weight (preferably 0.1% to 5% by weight; most preferably 0.1% to 3% by weight) of a fragrance based on the weight of the fabric softening formulation; wherein the fragrance includes citronellol.

[0043] The present invention provides a method for treating clothing articles, the method comprising: providing clothing articles; providing the fabric softening agent of the present invention; providing bath water; and applying the bath water and the fabric softening agent to the clothing articles (preferably, wherein the clothing articles are cotton; more preferably, wherein the clothing articles are fabrics selected from the group consisting of: cotton double-sided fabric, cotton and cotton terry fabric) to provide treated clothing articles. More preferably, the present invention provides a method for treating clothing articles, the method comprising: providing clothing articles (preferably, wherein the clothing articles are cotton; more preferably, wherein the clothing articles are fabrics selected from the group consisting of: cotton double-sided fabric, cotton, and cotton terry fabric); providing the fabric softening agent of the present invention; providing bath water; and applying the bath water and the fabric softening agent to the clothing articles to provide treated clothing articles; wherein the combination of the softener and the ester quaternary ammonium salt enhances the softness of the treated clothing articles (preferably, wherein the ester quaternary ammonium salt and the softener synergistically enhance the softness of the treated clothing articles) (preferably, wherein the clothing articles are cotton; more preferably, wherein the clothing articles are fabrics selected from the group consisting of: cotton double-sided fabric, cotton, and cotton terry fabric). Most preferably, the present invention provides a method for treating clothing articles, the method comprising: providing clothing articles (preferably, wherein the clothing articles are cotton; more preferably, wherein the clothing articles are fabrics selected from the group consisting of: cotton double-sided fabric, cotton, and cotton terry fabric); providing the fabric softening agent of the present invention; providing bath water; applying the bath water and the fabric softening agent to the clothing articles to provide treated clothing articles; and removing the bath water from the treated clothing articles; wherein the combination of the softening agent and the ester quaternary ammonium salt enhances the softness of the treated clothing articles (preferably, wherein the ester quaternary ammonium salt and the softening agent synergistically enhance the softness of the treated clothing articles) (preferably, wherein the clothing articles are cotton; more preferably, wherein the clothing articles are fabrics selected from the group consisting of: cotton double-sided fabric, cotton, and cotton terry fabric).

[0044] Some embodiments of the present invention will now be described in detail in the following examples.

[0045] Example S1: Synthesis of a plasticizer

[0046] A 500 mL four-necked round-bottom flask equipped with a rubber diaphragm cap, nitrogen inlet, pressure equalization feeding funnel, stirrer and motor, underground thermocouple connected to a J-KEM controller, and a Friedrich condenser connected to a mineral oil bubbler was filled with dextran (67.50 g; Ultradex 530, from Fermworx), deionized water (162.26 g), and 2-chloroethylmorpholine hydrochloride (15.51 g). The contents of the flask were stirred for 1 hour. Then, a 50% aqueous solution of sodium hydroxide (14.0 g) was added dropwise to the contents of the flask over 180 minutes at 70 °C with continued stirring. The contents of the flask were then cooled to room temperature, and glacial acetic acid was added over 10 minutes with continued stirring. The product was characterized by nuclear magnetic resonance (¹H NMR) spectroscopy for structural analysis to determine the degree of substitution (DS). morp The value is 0.12. This product contains 26% by weight of an aqueous solution of the softening active ingredient.

[0047] Synthesis of S2: Synthesis of cationic dextran polymers

[0048] 129.83 g of dextran solution (30% aqueous solution) was added to a 500 ml four-necked round-bottom flask equipped with a stirrer and electric motor. 20.88 g of QUAB 151 (glycidyltrimethylammonium chloride, from QUAB Chemicals) was also added to the flask. The contents of the flask were then stirred under nitrogen for one hour to remove any entrained oxygen from the system. After one hour of nitrogen purging, 6.35 g of 25% sodium hydroxide aqueous solution was added to the flask and heat was applied. The heating setpoint was adjusted to 70 °C. When the contents of the flask reached 70 °C, a timer was started, and the contents of the flask were allowed to react under nitrogen for four hours.

[0049] After four hours at 70°C, the contents of the flask were cooled in a water bath while maintaining a positive nitrogen pressure. The contents were neutralized by adding 2.5 g of glacial acetic acid using a syringe and stirring for 10 minutes, at which point 1% EUXYL PE 9010 preservative was added. A portion of the polymer was separated by non-solvent precipitation in methanol; a separated polymer (26.68 g) was obtained as a white solid with a volatile content of 3.89%, an ash content (as sodium chloride) of 0.09%, and a Kjeldahl nitrogen content (corrected for ash and volatiles) of 1.61%, corresponding to a CS value of 0.225. The remaining fraction of the polymer product (30% active polymer) was used without purification.

[0050] Synthesis of S3: Synthesis of cationic dextran polymers

[0051] A 1000 mL four-necked round-bottom flask equipped with a rubber whey cap, nitrogen inlet, pressure equalization feed funnel, agitator and motor, a subsurface thermocouple connected to a J-KEM controller, and a Friedrich condenser connected to a mineral oil bubbler was loaded with a dextran polymer (400 g; Ultradex 530, from FermWorx). The weight-average molecular weight of the dextran polymer was 200,000 to 500,000 Daltons. A 65% aqueous solution of 3-chloro-2-hydroxypropyltrimethylammonium chloride (63.8 g; QUAT) was then loaded into the feed funnel. ® 188, available from Dow Chemical. While stirring the contents of the flask, purge the system with nitrogen for one hour to replace any entrained oxygen. The nitrogen flow rate is approximately 1 bubble / second.

[0052] Using a plastic syringe, a 50% sodium hydroxide aqueous solution (24.7 g) was added to the contents of the flask over several minutes with stirring under nitrogen. The contents of the flask were then stirred under nitrogen for one hour. Then, with continuous stirring under nitrogen, the contents of a feeding funnel were added dropwise to the contents of the flask over several minutes. After transferring the contents of the feeding funnel to the contents of the flask, the mixture was stirred for 20 minutes. Heat was then applied to the contents of the flask using a heating mantle controlled by a J-KEM controller set at 55°C. The contents of the flask were heated to 70°C and maintained at that temperature for 4 hours.

[0053] The contents of the flask were then cooled in an ice-water bath while maintaining a positive nitrogen pressure. When the contents reached room temperature, glacial acetic acid (5.7 g) was added. The contents were then stirred under nitrogen for 10 minutes. The product solution was ready for use without further purification. The product polymer was characterized by nuclear magnetic resonance (¹H NMR) spectroscopy for structural analysis to determine the degree of substitution (DS). quat The value is 0.171. The product contains 28% by weight of an aqueous solution of the polymeric active substance.

[0054] The product contains 28% by weight of an aqueous solution of polymeric active material.

[0055] Comparative Examples CF1 to CF3 and Example F1: Fabric softening agents

[0056] Fabric softening agents were prepared in each of Comparative Examples CF1 to CF3 and Example F1, having formulations as described in Table 1.

[0057]

[0058] Fabric softness

[0059] The fabric softening performance of the fabric softening agents of Comparative Examples CF1 to CF3 and Example F1 was evaluated in a Speed ​​Queen TR7 (model AWNE9RSN116TW01) top-load washing machine. Three cotton terry towels were added to each machine, all of which were stripped before use to remove any treatments applied during manufacturing. Washing was performed using a heavy-load cycle with a light soiling level and a medium load size. The temperature was set to cold / cold. Ca was added at a 2:1 ratio. 2+ :Mg 2+ The molar ratio was hardened to 115 ppm. The fabric softener formulation, as shown in Table 2, was added at a rate of 0.5 g fabric softener / L water. After the washing cycle was complete, 25 g of the fabric softener formulation, as shown in Table 3, was added to the machine at the start of the rinsing cycle. When the cycle was complete, the fabric was tumbled in an industrial dryer at a high heat setting until dry. Additional ballast was added to the dryer to bring the total weight to six pounds. After drying, the fabric was hung in a constant temperature and humidity chamber to condition for 24 hours at 21°C and 65% relative humidity. After conditioning, the fabric was measured using a PhabrOmeter. ® They were tested using a Model 3 10kg instrument to evaluate their softness. The results are provided in Table 3.

[0060]

[0061]

Claims

1. A fabric softening agent, said fabric softening agent comprising: Based on the weight of the fabric softening agent, 50% to 98.45% water; Based on the weight of the fabric softening agent, 1.5% to 30% by weight of an ester quaternary ammonium salt; and Based on the weight of the fabric softening formulation, 0.05% to 5% by weight of the softener; wherein the softener is a dextran-based polymer functionalized with a morpholine group; wherein the dextran-based polymer has a weight-average molecular weight of 10,000 Daltons to 3,000,000 Daltons, and wherein the morpholine group of formula (I) is bonded to the side oxygen on the dextran-based polymer. in A is the side oxygen on the dextran-based polymer; and A is a divalent linking group.

2. The fabric softening agent according to claim 1, wherein the degree of quaternary ammonium substitution DS of the softening agent is... quat It is <0.0005.

3. The fabric softening formulation according to claim 2, wherein the fabric softening formulation comprises <0.01% by weight of cationic polysaccharide based on the weight of the fabric softening formulation.

4. The fabric softening agent according to claim 3, wherein the Kjeldahl nitrogen content of the softener, corrected for ash and volatiles, is from 0.5% to 5.0% by weight.

5. The fabric softening formulation according to claim 4, wherein the dextran polymer has a weight-average molecular weight of 50,000 Daltons to 3,000,000 Daltons.

6. The fabric softening formulation according to claim 5, wherein the branched dextran polymer comprises a plurality of glucose structural units; wherein 90 mol% to 98 mol% of the glucose structural units are linked by α-D-1,6 bonds, and 2 mol% to 10 mol% of the glucose structural units are linked by α-1,3 bonds.

7. The fabric softening formulation of claim 6, wherein the fabric softening formulation comprises <2% by weight of an anionic surfactant based on the weight of the fabric softening formulation.

8. The fabric softening formulation of claim 7, wherein the softener comprises <0.001 meq / g of organosilicon functional groups.

9. The fabric softening agent according to claim 8, wherein the fabric softening agent further comprises a fragrance.

10. A method for processing clothing articles, the method comprising: Provide clothing and related products; Select the fabric softening agent according to claim 1; Provide bath water; And to apply the bath water and the fabric softening agent to the garment article to provide the treated garment article.

Citation Information

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