CA2097503C - Laundry rinses and dryer sheets - Google Patents

Laundry rinses and dryer sheets

Info

Publication number
CA2097503C
CA2097503C CA 2097503 CA2097503A CA2097503C CA 2097503 C CA2097503 C CA 2097503C CA 2097503 CA2097503 CA 2097503 CA 2097503 A CA2097503 A CA 2097503A CA 2097503 C CA2097503 C CA 2097503C
Authority
CA
Canada
Prior art keywords
weight
fabric softener
mixture
fabric
octadecyl
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Fee Related
Application number
CA 2097503
Other languages
French (fr)
Other versions
CA2097503A1 (en
Inventor
Terry Crutcher
Kim R. Smith
James E. Borland
Joe D. Sauer
Jeffrey W. Perine
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.)
Albemarle Corp
Original Assignee
Albemarle Corp
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
Priority claimed from US07/652,602 external-priority patent/US5196128A/en
Priority claimed from US07/652,615 external-priority patent/US5080810A/en
Application filed by Albemarle Corp filed Critical Albemarle Corp
Publication of CA2097503A1 publication Critical patent/CA2097503A1/en
Application granted granted Critical
Publication of CA2097503C publication Critical patent/CA2097503C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D17/00Detergent materials or soaps characterised by their shape or physical properties
    • C11D17/04Detergent materials or soaps characterised by their shape or physical properties combined with or containing other objects
    • C11D17/041Compositions releasably affixed on a substrate or incorporated into a dispensing means
    • C11D17/047Arrangements specially adapted for dry cleaning or laundry dryer related applications
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66Non-ionic compounds
    • C11D1/835Mixtures of non-ionic with cationic compounds
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D17/00Detergent materials or soaps characterised by their shape or physical properties
    • C11D17/04Detergent materials or soaps characterised by their shape or physical properties combined with or containing other objects
    • C11D17/041Compositions releasably affixed on a substrate or incorporated into a dispensing means
    • C11D17/046Insoluble free body dispenser
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005Other compounding ingredients characterised by their effect
    • C11D3/001Softening compositions
    • C11D3/0015Softening compositions liquid
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38Cationic compounds
    • C11D1/62Quaternary ammonium compounds
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66Non-ionic compounds
    • C11D1/75Amino oxides

Landscapes

  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Abstract

An N-alkyl-N,N-dimethylamine oxide is used together with N,N -dihydrogenated-tallow-N,N-dimethylammonium chlo-ride to provide an improved fabric softener product which has synergistic properties and which is (1) a laundry rinse which com-prises an aqueous solution of a mixture of 25-80 % by weight of the quaternary ammonium chloride and 75-20 % by weight of N-octadecyl-N,N-dimethylamine oxide or (2) a laundry dryer sheet which comprises a flexible absorbent substrate impregnated with a mixture of 10-80 % by weight of the quaternary ammonium chloride and 90-20 % by weight of an N-alkyl-N,N-dimethyla-mine oxide wherein the alkyl is octadecyl when the amine oxide constitutes 20-40 % of the mixture and otherwise may be any pri-mary alkyl group containing 8-24 carbons.

Description

WO 92J13934 Pcr/lJS9lJO9453 2~97503 T ~.UNDRY RINSES AND DRYFR SHEETS
Field of Invention This invention relates to laundry rinses and dryer sheets containing N,N-dil~ydl-J6~ t~ lw-N~N-di~ L~ ll chloride and an amine oxide.
5 R~ r~l-n~
When fabrics are laundered, it is frequently desirab~e to treat them with fabricsofteners, not only to soften them, but to give them greater bulk, make them easier to iron, decrease fabric drying time, and reduce static charge. A fabric softener that is commonly used is N,N-dill.ydllJg~ llow-N,N-djll~ lll chloride 10 (DTMAC), which is both ill~A~ iV~ and effective as a softener but, on the other hand, has certain ~Pf~ nri~ c~ such as its yellowing and reducing the ~llabilily of the softened fabrics, having inefficient antistatic activity on polyesters, and dc~ -g the ~ Labilily of the treated fabrics.
Amine oxides, such as N-alkyl-N,N-dill-~Ll-yh..~ oxides, are also effective fabric softeners; and they Som~tim~ have advantdges over DTMAC in this regard.
However, when used together with DTMAC, they have either failed to improve the results obtained with DTMAC alone or have provided results intermediate to thoseobtained with either ~ of the fabric softener alone.
Sllmm~rv of Invention It has now been found that the use of an N-alkyl-N.N-dilll~,LllyLIlllillc oxide togetherwithN,N-dilly~ll..~,..,,.lrfh~llr)w-N~N-dill.~dlyl~ lchloridecanprovide an improved fabric softener product when the fabric softener product is (1) a laundry rinse which comprises an aqueous solution of a mixture of 25-80% by weight of the quaternarv ;""""~ l chloride and 75-20% by weight of N-octadecyl-N~N-dilll~lllvlalll-~5 ine oxide or (~) a laundrv dryer sheet which comprises a flexible absorbent substrate 61.d~d with a mixture of 10-80% by weight of the quaternary ," l, l "~-, l;l ll l l chloride and 90-20% by weight of an N-alkyl-N,N-di."~Lllyld",i,lc oxide wherein the alkyl is *

WO 92113934 PCr~lJS9~/09453 ?.,r`~9~5Q3 - 2 - ~
octadecyl when the amine oxide constitutes 20-40% of the mixture and otherwise may be any primary alkyl group containing 8-24 carbons.
Det~ Dffrription As a~ready ml~ntion~-l, the quaternary ~mm~ni~lm chloride component of the S fabricsoftenermixtureistheknownN,N-dil~ w-N~N-di~ "~"~-";~
chloride (DTMAC). The DTMAC used in preparing the mixture is generally the material that is most commonly available, i.e., a 75% paste in an alcohol.
The amine oxide (~ of the mixture is N-octadecyl-N,N-di...~ ....c oxide or other N-alkyl-N,N-di~ Ll..~l~.lil.c oxide in which the alkyl is a primary alkyl group contairling 8-24 carbons, preferably 12-18 carbons. The primary allyl group may be a straight- or branched-chain group, but the preferred oxides are those in which the primary alkyl group in at least most of the molecules has a straight chain.
Exemplary of these oxides are the N-octyl-, N-decyl-, N-dodecyl-, N t~,.~ccyl-, N-hexadecyl-, N-octadecyl-, N-eicosyl-, N-docosyl-, and N-tetracosyl-N,N-~
oxides.
Although the amine oxide used in preparing any of the products of the invention may be a l;UI.~IIliOIlal aqueous solution or a solid amine oxide, such as the amine oxide dihydrates described in European Patent Application 0401503 and British Patent Application 2,240,791, it is apt to be preferred to employ an amine oxide in solution form when the mixture is to be utilized as an aqueou~s solution and other vise to employ a solid amine oxide.
Except for the fabric softener mixture used, a laundry rinse of the invention is a conventional rinse which has water as its major ingredient (generally ~:UIIIyli~illg 70-90% by weight of water) and may contain any of the other ill~ di~ typically used in laundry rinses, e.g., minor amounts of materials such as dyes and perfumes and ~ s an alcohol, such as ethanol, to prevent phase separation~ as well as the novel fabric softener mixture. Moreover, the rinse may be prepared as such rinses are normally prepared except for the use of the novel mixture as the fabric softener:
and conventional t~rhn~ are also suitable for rinsing laundry therewith.
All of the laundry rinses of the invention, reSardless of the particular proportion-.
2~7~
ation of DTMAC and N-octadecyl-N,N-~ l~lh.-~ oxide within the specified ranges, have the advantage of providing laundered fabrics, such as cotton, with better rewettability than laundry rinses containing only one component of the fabric softener - mixture; but optimum rewettability is obtained when the fabric softener is a mixture 5 of about 75% by weight of the .IU~.L~ .y ~mml chloride and about 25% by weight of the amine oxide. This advantage of the mixtures is lln~yrert~rl since such synergism is not obtained when other amine oxides, such as N-octyl-N,N-dill,_~ .c oxide, are used irlstead of the N-octadecyl-N,N-d;~ illc oxide.
A laundry dryer sheet of the invention may be prepared by the w...~ iolldl I0 technique of soaking an absorbent flexible substrate with an aqueous mixture of the fabric softener mixture, pressing the resultant soaked sheet to remove any excess surfactant, and then drying it. However, it is preferably prepared by coating anabsorbent flexible substrate with a molten mixture of the fabric softener ~ u~ . .r . ,t~
and then solidifying the mixture.
In preparing a laundry dryer sheet from a molten fabric softener mixture, it is ~u..._.u.,-~L to conduct the process by soaking the absorbent flexible substrate in a molten mixture of the fabric softener ~r,...l..".. -~ thus coating and inherently i.ll~.~6.l~li.lg it with the surfactants; passing the soaked sheet between two rollers, as in a roller press, to remove any excess surfactant; and allowing the remaining surfactant to solidify.
The absorbent flexible substrate used in preparing the dryer sheets may be any of the substrates typically employed in making such sheets. since the only IC.IUilC.~
for the substrate is that it be an absorbent material in sheet form. For example. it may be a sponge, paper, or woven or non-woven cloth, especially a non-woven cloth made from fibers or filaments of a material such as wool, silk, jute, hemp, cotton, linen, sisal, ramie, rayon, cellulose esters, vinyl polymers, polyamides, and polyesters. A
particularly desirable substrate is a sheet of non-woven pol~,Lll~ c terephthalate cloth.
All of the laundry dryer sheets of the invention in which the fabric softener is a mixtuFe of 50-80% by weight of DTMAC and 50-20% by weight of N-octadecyl-N,N-di~ lllillc oxide have the advantage of being able to impart greater softness 4 PCrIUS91/09453 9~ 3 _ --to laundered fabrics, such as cotton, than can be achieved when either componentof the mixture is used alone as the fabric softener. However, optimum reults areachieved when the fabric softener is a mixture of about 75~o by weight of DTMAC
and about ~5~o by weight of the amine oxide.
The laundry dryer sheets in which the fabric softener is a mr~ture of 10-60~c by weight of DTMAC and 9040~o by weight of any of the ilrul~ ", l~ d N-alkyl-N,N-dimethylami..e oxides have the advantage of leading to the reduction of static charge buildup on laundered polyester fabrics or laundry batches ~.:UIII~ illV at least some polyester fabric when they are used in the drying step. In this case, optimum results 10 are obtained when the fabric softener is a mr~ture of about 50% by weight of DTMAC
and about 50% by weight of the amine oxide.
The following examples are given to illustrate the invention and are not intended as a limitation thereo Unless otherwise specified, quantities m~nti~npd in the examples are quantities by weight.
F~MpLE I
Fivemedium-gradecottonterryclothtowelsweresubjectedtofourwash/rinse/-dryer cycles in which the rinses were aqueous solutions of N-octadecyl-N,N-d;.l,~Ll~rla.ll-ine oxide (AO-18) and/or N,N-dillydl~ w-N,N 1' t~ .r' chloride (DTMAC). The treated towels were then tested for 1. .._L~ y in accordance with 20 CSMA test protocol Method D-13D by cutting the towels into strips measuring 5 x 6 inches (12.7 x 15.2 cm), marking each of the strips one c~ t~l Erom the narrowedgeandloweringitintoaO.01%RhodamineBdyebathforsixminutes,andrecording the distance of dye movement at the end of that time in centimeters. The amountsof AO-18 and DTMAC used in the fabric softener and the re~ults of the rewettability 25 tests are shown in the Table following the examples.
EXAMPLE Il Fifty cotton hand-towels were washed on medium loading for 30 minutes in the presence of 37.5g of an anionic laundry detergent and divided into five groups of ten towels. each group then being loaded into an automatic dryer and dried for WO 92/13934 PClllJS91~09453 60 minutes on "normal" at about 65 C in the presence of a polyester dryer sheet having a lg loading of softener l,UIII~ lg AO-18 and/or DTMAC. The softness of the dried towels was then evaluated by a panel of evaluators who ranked them from 5 (softest) to 1 (least soft). The amounts of AO-18 and DTMAC used in the fabric softener and 5 lhe results of the softness test are shown in the Table following the examples.
FXAMPJ F ITT
A laundry batch composed of 23% polyester fabric, 46% cotton/polyester fabric, and 31% cotton fabric was washed on medium loading for 30 minutes in the presence of an anionic laundry detergent and then separated into five identical sub-batches.
10 Each sub-batch was loaded into an automatic dryer, a polyester dryer sheet havirtg a lg loading of AO-18 and/or DTMAC fabric softener was placed into each of the automatic dryers on top of the sub-batch, and the sub-batch was then dried for 60 minutes on "normal" at about 65 C The antistatic activity of the fabric softener in eachdryersheetwasthen~ t.~rmin~din~,vlval.~ewithCSMAtestprotocolMethod 15 D-13F by removing the separate pieces of laundered fabric from the dryer, dropping them into a Faraday cage, and recording the initial voltage -- the test being performed on a day when the relative humidity was 50% at 22 C The amounts of AO-18 and DTMAC used in the fabric softener and the results of the softness test are shown in the Table following the examples.

'~o AQ ~ )TMAC~ ~ve Movement (cm~ ir ('l~r (kV) Overall 1000 '.8 2 7 3.8 13 7525 4.0 7 5 1.2 13 ~550 50 4.~ ~ 33 1.5 0.1 ~5 75 4 8 . 3.6 3.1 1.7 O 100 1.6 3.0 '.8 1.7 ,~.
.

Claims (8)

THE EMBODIMENTS OF THE INVENTION IN WHICH AN EXCLUSIVE
PROPERTY OR PRIVILEGE IS CLAIMED ARE DEFINED AS FOLLOWS:
1. A fabric softener containing N,N-dihydrogenatedtallow-N,N-dimethylammonium chloride and an N-alkyl-N,N-dimethylamine oxide, characterized in that said fabric softener contains N,N-dihydrogenatedtallow-N,N-dimethylammonium chloride as the only ammonium component and N-octadecyl-N,N-dimethylamine oxide as the only amine oxide component and is (1) a laundry rinse which comprises an aqueous solution of a mixture of 25-80% by weight of the N,N-dihydrogenatedtallow-N,N-dimethylammonium chloride and 75-20% by weight of the N-octadecyl-N,N-dimethylamine oxide or (2) a laundry dryer sheet which comprises a flexible absorbent substrate impregnated with a fabric softener that is a mixture of 50-80% by weight of the N,N-dihydrogenatedtallow-N,N-dimethylammonium chloride and 50-20% by weight of the N-octadecyl-N,N-dimethylamine oxide.
2. For use in enhancing the rewettability of laundered fabrics, the fabric softener of claim 1.
3. The fabric softener product of claim 1 which is a laundry dryer sheet comprising a flexible absorbent substrate impregnated with a mixture of 50-80% by weight of N,N-dihydrogenatedtallow-N,N-dimethylammonium chloride and 50-20% by weight of N-octadecyl-N,N-dimethylamine oxide as a fabric softener.
4. The fabric softener product of claim 2 or 3 wherein the fabric softener is a mixture of about 75% by weight of N,N-dihydrogenatedtallow-N,N-dimethylammonium chloride and about 25% by weight of N-octadecyl-N,N-dimethylamine oxide.
5. A process for providing softened laundered fabrics having improved rewettability which comprises rinsing the laundered fabrics with a laundry rinse of claim 1.
6. The process of claim 5 wherein the fabric is cotton and the fabric softener of the laundry rinse is a mixture of about 75% by weight of the substituted ammonium chloride and about 25% by weight of the amine oxide.
7. A process for improving the softness of a laundered fabric which comprises drying the laundered fabric in an automatic dryer containing a laundry dryer sheet of claim 3.
8. The process of claim 7 wherein the fabric is cotton and the fabric softener in the dryer sheet is a mixture of about 75% by weight of the substituted chloride and about 25 % by weight of the amine oxide.
CA 2097503 1991-02-08 1991-12-16 Laundry rinses and dryer sheets Expired - Fee Related CA2097503C (en)

Applications Claiming Priority (6)

Application Number Priority Date Filing Date Title
US65261991A 1991-02-08 1991-02-08
US652,619 1991-02-08
US652,602 1991-02-08
US07/652,602 US5196128A (en) 1991-02-08 1991-02-08 Laundry rinse containing N-octadecyl-N,N-dimethylamine oxide and N-dihydrogenatedtallow-N,N-dimethylammonium chloride
US652,615 1991-02-08
US07/652,615 US5080810A (en) 1991-02-08 1991-02-08 Fabric softener for laundry dryer sheet

Publications (2)

Publication Number Publication Date
CA2097503A1 CA2097503A1 (en) 1992-08-09
CA2097503C true CA2097503C (en) 1997-04-08

Family

ID=27417881

Family Applications (1)

Application Number Title Priority Date Filing Date
CA 2097503 Expired - Fee Related CA2097503C (en) 1991-02-08 1991-12-16 Laundry rinses and dryer sheets

Country Status (5)

Country Link
EP (1) EP0571470B1 (en)
JP (1) JP3289899B2 (en)
CA (1) CA2097503C (en)
DE (1) DE69111829T2 (en)
WO (1) WO1992013934A1 (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5476615A (en) * 1994-05-20 1995-12-19 Lonza Inc. Low foam sanitizers
US5486315A (en) * 1994-05-20 1996-01-23 Lonza Inc. Low foam branched alkyldimethylamine oxides
DE19829787A1 (en) * 1998-07-03 2000-01-05 Henkel Kgaa Finishing agent
JP6742644B1 (en) * 2019-03-27 2020-08-19 株式会社ハッシュ Portable detergent set and washing method

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3686025A (en) * 1968-12-30 1972-08-22 Procter & Gamble Textile softening agents impregnated into absorbent materials
US3660286A (en) * 1969-01-03 1972-05-02 Lever Brothers Ltd Liquid wash cycle softener
US3959157A (en) * 1973-06-04 1976-05-25 Colgate-Palmolive Company Non-phosphate detergent-softening compositions
US4264457A (en) * 1980-02-04 1981-04-28 Desoto, Inc. Cationic liquid laundry detergent and fabric softener
ATE14232T1 (en) * 1980-11-21 1985-07-15 Beecham Inc TEXTILE CONDITIONING PRODUCT, ITS MANUFACTURE AND PROCESS FOR CONDITIONING GARMENTS THEREFOR.
JPS62110977A (en) * 1985-11-11 1987-05-22 日本油脂株式会社 Pearl like softener composition
GB8805837D0 (en) * 1988-03-11 1988-04-13 Unilever Plc Fabric conditioning composition
US5085892A (en) * 1990-02-07 1992-02-04 Ethyl Corporation Laundry dryer sheet
US5080810A (en) * 1991-02-08 1992-01-14 Ethyl Corporation Fabric softener for laundry dryer sheet

Also Published As

Publication number Publication date
EP0571470B1 (en) 1995-08-02
EP0571470A1 (en) 1993-12-01
DE69111829D1 (en) 1995-09-07
JP3289899B2 (en) 2002-06-10
JPH06505310A (en) 1994-06-16
CA2097503A1 (en) 1992-08-09
WO1992013934A1 (en) 1992-08-20
DE69111829T2 (en) 1995-12-14

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