US3668000A - Anti-soiling polyester textile material - Google Patents
Anti-soiling polyester textile material Download PDFInfo
- Publication number
- US3668000A US3668000A US22140A US3668000DA US3668000A US 3668000 A US3668000 A US 3668000A US 22140 A US22140 A US 22140A US 3668000D A US3668000D A US 3668000DA US 3668000 A US3668000 A US 3668000A
- Authority
- US
- United States
- Prior art keywords
- textile material
- soil
- polyester
- percent
- textile
- 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 - Lifetime
Links
- 239000000463 material Substances 0.000 title abstract description 29
- 239000004753 textile Substances 0.000 title abstract description 29
- 229920000728 polyester Polymers 0.000 title abstract description 21
- 239000002689 soil Substances 0.000 abstract description 23
- 238000000034 method Methods 0.000 abstract description 13
- -1 HYDROXYPROPYL METHYL Chemical class 0.000 abstract description 7
- 239000004744 fabric Substances 0.000 description 20
- 239000000835 fiber Substances 0.000 description 15
- 239000003599 detergent Substances 0.000 description 11
- 239000001866 hydroxypropyl methyl cellulose Substances 0.000 description 9
- 229920003088 hydroxypropyl methyl cellulose Polymers 0.000 description 9
- 235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 description 9
- UFVKGYZPFZQRLF-UHFFFAOYSA-N hydroxypropyl methyl cellulose Chemical compound OC1C(O)C(OC)OC(CO)C1OC1C(O)C(O)C(OC2C(C(O)C(OC3C(C(O)C(O)C(CO)O3)O)C(CO)O2)O)C(CO)O1 UFVKGYZPFZQRLF-UHFFFAOYSA-N 0.000 description 9
- 239000000654 additive Substances 0.000 description 6
- 230000000996 additive effect Effects 0.000 description 4
- 238000004900 laundering Methods 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000001768 carboxy methyl cellulose Substances 0.000 description 3
- 229920002678 cellulose Polymers 0.000 description 3
- 239000001913 cellulose Substances 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 229920000609 methyl cellulose Polymers 0.000 description 3
- 239000001923 methylcellulose Substances 0.000 description 3
- 235000010981 methylcellulose Nutrition 0.000 description 3
- 229920003169 water-soluble polymer Polymers 0.000 description 3
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 description 2
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 2
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical class ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 2
- 239000000084 colloidal system Substances 0.000 description 2
- 230000003993 interaction Effects 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- JDSQBDGCMUXRBM-UHFFFAOYSA-N 2-[2-(2-butoxypropoxy)propoxy]propan-1-ol Chemical compound CCCCOC(C)COC(C)COC(C)CO JDSQBDGCMUXRBM-UHFFFAOYSA-N 0.000 description 1
- 241001076939 Artines Species 0.000 description 1
- 229920013683 Celanese Polymers 0.000 description 1
- 229920002284 Cellulose triacetate Polymers 0.000 description 1
- 102100024133 Coiled-coil domain-containing protein 50 Human genes 0.000 description 1
- 101000910772 Homo sapiens Coiled-coil domain-containing protein 50 Proteins 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical class CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- 229920001131 Pulp (paper) Polymers 0.000 description 1
- 229920002125 Sokalan® Polymers 0.000 description 1
- NNLVGZFZQQXQNW-ADJNRHBOSA-N [(2r,3r,4s,5r,6s)-4,5-diacetyloxy-3-[(2s,3r,4s,5r,6r)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6s)-4,5,6-triacetyloxy-2-(acetyloxymethyl)oxan-3-yl]oxyoxan-2-yl]methyl acetate Chemical compound O([C@@H]1O[C@@H]([C@H]([C@H](OC(C)=O)[C@H]1OC(C)=O)O[C@H]1[C@@H]([C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](COC(C)=O)O1)OC(C)=O)COC(=O)C)[C@@H]1[C@@H](COC(C)=O)O[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O NNLVGZFZQQXQNW-ADJNRHBOSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 230000015271 coagulation Effects 0.000 description 1
- 238000005345 coagulation Methods 0.000 description 1
- 238000001246 colloidal dispersion Methods 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 230000001788 irregular Effects 0.000 description 1
- TWNIBLMWSKIRAT-VFUOTHLCSA-N levoglucosan Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@H]2CO[C@@H]1O2 TWNIBLMWSKIRAT-VFUOTHLCSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 229940050176 methyl chloride Drugs 0.000 description 1
- GRVDJDISBSALJP-UHFFFAOYSA-N methyloxidanyl Chemical group [O]C GRVDJDISBSALJP-UHFFFAOYSA-N 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 229920006324 polyoxymethylene Polymers 0.000 description 1
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000004758 synthetic textile Substances 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/01—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with natural macromolecular compounds or derivatives thereof
- D06M15/03—Polysaccharides or derivatives thereof
- D06M15/05—Cellulose or derivatives thereof
- D06M15/09—Cellulose ethers
Definitions
- Redeposition of soil in the detergent process consists essentially of the deposition of dispersed particulate soil which may be considered to be in a colloidal state onto a fabric in a detergent liquor. Colloidal properties arise from a large value for the ratio of surface area to mass, although this does not, of course, extend to molecular dimensions. Therefore, it is reasonable to consider that the fabric, with its very irregular surface and consequently large surface area, should also exhibit colloidal behavior in a detergent bath.
- soil redeposition may be considered as being equivalent to the coagulation of the colloidal dispersion and the colloidal stability therefore should be applicable.
- the system consisting of dispersed soil and fabric detergent liquor may be treated as a colloidal system.
- Colloid stability or soil redeposition is governed by the result of three component forces: (1) an electrical force which may be either attractive or repulsive and that is due to a double layer interaction; (2) an attractive force that arises from the dispersion forces, and (3) a nonelectrical repulsive force that is due to a non-electrical interaction of the surface adsorption layers of the particles.
- the ionogenic whiteness retention additives such as the sodium salt of carboxymethyl cellulose functions primarily by increasing the electrical repulsive force as a result of being adsorbed on soil and/or fabric.
- Carboxymethyl cellulose however, has not been proved to be suitable for incorporation into heavy duty liquid detergent mixtures, nor has carboxymethyl cellulose completely solved the soil redeposition problem in polyester fiber containing fabrics.
- a method of preventing wet-soil redeposition and improving the stain-release characteristics of textile materials comprised of from about 20 to about percent (by weight) of polyester comprising the step of incorporating into said textile material from about 0.0001 t about 10 percent (by Weight of polyester fiber in said textile material) of hydroxypropyl methyl cellulose prior to the time said textile material is laundered.
- polyester textile material used in the process of this invention is comprised'of from about 20 to about 100 percent (by weight) of linear synthetic polyester, i.e., polyester prepared from terephthalic acid or its dialkyl ester and a polymethylene glycol of the formula HO(C-H ),,OH wherein n is an integer of from 2 to about 8. It is preferred that said textile material be comprised of at least 50 weight percent of said polyester and that n be from 2 to 4. In the most preferred embodiment, when n is 2, poly( ethylene terephthalate) is used in the process of this invention.
- the hydroxypropyl methyl cellulose may be incorporated into said textile material by methods well known to the art.
- it can be added to fiber by running fiber through a bath comprised of said additive, by padding said additive onto fiber or fabric, by spraying it onto 3 the textile material during beaming, by putting it on with perature, the lower the solubility; and it is thus believed a lube wheel, etc. that other wet-soil-redeposition agents (such as, e.g., poly- Ihis process of this invention is applicable to any texhydroxyethylmethacrylate) which exhibit an inverse solutile material such as, e.g., fiber, yarn, fabric, etc.
- hydroxypropyl methyl cellulose treated fabric comprised of acrylic, and treated fabric may be shown according to the following formula wherein comprised of cellulose triacetate had antisoil properties It is a finite number: imparted to them by the additive of this invention and that H (in T111003: H (r0113 (LOH; H H H H 0 (ion, 11 H n H o H H H H OH *0 l 0 HzQOH; OCH: l1 H2011 L in. 8H.
- H in T111003: H (r0113 (LOH; H H H H H 0 (ion, 11 H n H o H H H H H OH *0 l 0 HzQOH; OCH: l1 H2011 L in. 8H.
- Hydroxypropyl methyl cellulose may be prepared by said antisoil properties were still exhibited by said fabrics swelling cotton linters or wood pulp with a caustic soda after five launderings.
- a ethod of preventing wet-soil redeposition and y weight and all temperatures are in degrees gr e improving the stain-release characteristics of polyester fiber
- EXAMPUE 1 from about 0.0001 to about 10 weight percent of hydroxy- 100 percent polyester fabrics were submersed in 2 percent aqueous solutions of various water soluble polymers, the fabrics were then dried in an air circulating oven at 80 degrees centigrade for 30 minutes, and laundered. After laundered.
Abstract
THERE IS PROVIDED A METHOD OF PREVENTING WET-SOIL REDEPOSITION AND IMPROVING THE STAIN-RELEASE CHARACTERISTICS OF TEXTILE MATERIALS COMPRISED OF FROM ABOUT 20 TO ABOUT 100 PERCENT (BY WEIGHT) OF POLYESTER COMPRISING THE STEP OF INCORPORATING INTO SAID TEXTILE MATEIAL FROM ABOUT 0.0001 TO ABOUT 10 PERCENT (BY WEIGHT OF POLYESTER FIBER IN SAID TEXTILE MATERIAL) OF HYDROXYPROPYL METHYL CELLOUSE PRIOR TO THE TIME SAID TEXTILE MATERIAL IS LAUNDERED.
Description
United States Patent ANTI-SOILING POLYESTER TEXTILE MATERIAL Alex S. Forschirm, Lake Hiawatha, and Louis E. Trepasso, Westfield, NJ., assignors to Celanese Corporation, New York, N.Y.
No Drawing. Continuation-impart of application Ser. No. 845,039, July 25, 1969. This application Apr. 2, 1970, Ser. No. 22,140
Int. Cl. B2311 27/06; D06m 15/04 US. Cl. 117-138.8 F 3 Claims ABSTRACT OF THE DISCLOSURE There is provided a method of preventing wet-soil redeposition and improving the stain-release characteristics of textile materials comprised of from about 20 to about 100 percent (by Weight) of polyester comprising the step of incorporating into said textile material from about 0.0001 to about 10 percent (by weight of polyester fiber in said textile material) of hydroxypropyl methyl cellulose prior to the time said textile material is laundered.
This is a continuation-in-part of application Ser. No. 845,039 filed July 25, 1969 and now abandoned.
Wet-soil-redeposition has been recognized as a major source of soiling for a number of years. In simplified terms this phenomenon is the spreading-out of localized soil over the entire area of a textile product being cleaned or as sometimes happens the transfer of soil from a heavily soiled product onto a lightly soiled product during cleaning. There are certain generally accepted theories as to how redeposition occurs during laundering.
When soiled articles are placed in a laundry machine with water and detergent, theoretically the soil is removed from the fabrics and dispersed by the detergent. The degree of soil removal from the fabric is dependent upon many factors, including water temperature, type and amount of soil, type and amount of detergent, and the chemical composition of the textile fibers being laundered. If the detergent present in the wash water is not functioning with the proper degree of eificiency, all of the soil will not be held in dispersion. In practical terms, this results in what can be described as a three-way equilibrium between soil remaining on the surface of the fabric, soil dispersed by the detergent and soil which is mechanically suspended in the wash water by the agitation forces of the laundry equipment. The laundry machine represents a dynamic system; this results in a general re-distribution of the soil not held in dispersion over the surfaces of the fabric in the wash load.
In an effort to overcome wet-soil-redeposition, and especially wet-soil-redeposition on cotton fiber containing fabrics, the detergent industry has incorporated certain additives such as for instance sodiumcarboxymethyl cellulose. Redeposition of soil in the detergent process consists essentially of the deposition of dispersed particulate soil which may be considered to be in a colloidal state onto a fabric in a detergent liquor. Colloidal properties arise from a large value for the ratio of surface area to mass, although this does not, of course, extend to molecular dimensions. Therefore, it is reasonable to consider that the fabric, with its very irregular surface and consequently large surface area, should also exhibit colloidal behavior in a detergent bath. On the basis of the above assumption, soil redeposition may be considered as being equivalent to the coagulation of the colloidal dispersion and the colloidal stability therefore should be applicable. The system consisting of dispersed soil and fabric detergent liquor may be treated as a colloidal system. Colloid stability or soil redeposition is governed by the result of three component forces: (1) an electrical force which may be either attractive or repulsive and that is due to a double layer interaction; (2) an attractive force that arises from the dispersion forces, and (3) a nonelectrical repulsive force that is due to a non-electrical interaction of the surface adsorption layers of the particles. The ionogenic whiteness retention additives such as the sodium salt of carboxymethyl cellulose functions primarily by increasing the electrical repulsive force as a result of being adsorbed on soil and/or fabric. Carboxymethyl cellulose however, has not been proved to be suitable for incorporation into heavy duty liquid detergent mixtures, nor has carboxymethyl cellulose completely solved the soil redeposition problem in polyester fiber containing fabrics.
It is thus an object of this invention to provide a method of preventing wet-soil redeposition and improving the stain release characteristics of polyester textile materials. In accordance with this invention, there is prO- vided a method of preventing wet-soil redeposition and improving the stain-release characteristics of textile materials comprised of from about 20 to about percent (by weight) of polyester comprising the step of incorporating into said textile material from about 0.0001 t about 10 percent (by Weight of polyester fiber in said textile material) of hydroxypropyl methyl cellulose prior to the time said textile material is laundered.
In the process of this invention, from about 0.0001 to about 10 percent (by weight of polyester fiber in the textile material) of hydroxypropyl methyl cellulose is incorporated into a polyester textile material, although it is preferred to incorporate from about 0.1 to about 2 percent of hydroxypropyl methyl cellulose into said textile material, and it is most preferred to incorporate from about 0.5 to about 1.5 percent of said additive into the textile material. The polyester textile material used in the process of this invention is comprised'of from about 20 to about 100 percent (by weight) of linear synthetic polyester, i.e., polyester prepared from terephthalic acid or its dialkyl ester and a polymethylene glycol of the formula HO(C-H ),,OH wherein n is an integer of from 2 to about 8. It is preferred that said textile material be comprised of at least 50 weight percent of said polyester and that n be from 2 to 4. In the most preferred embodiment, when n is 2, poly( ethylene terephthalate) is used in the process of this invention.
The hydroxypropyl methyl cellulose may be incorporated into said textile material by methods well known to the art. Thus, e.g., it can be added to fiber by running fiber through a bath comprised of said additive, by padding said additive onto fiber or fabric, by spraying it onto 3 the textile material during beaming, by putting it on with perature, the lower the solubility; and it is thus believed a lube wheel, etc. that other wet-soil-redeposition agents (such as, e.g., poly- Ihis process of this invention is applicable to any texhydroxyethylmethacrylate) which exhibit an inverse solutile material such as, e.g., fiber, yarn, fabric, etc. It is bility effect should work well as wet soil redeposition preferred to work with fiber. 5 agents and afford protection to the treated textile material In the process of this invention, hydroxypropyl methyl through many launderings. cellulose is applied to the textile material prior to the time Other synthetic textile materials were treated with hysaid textile material is laundered. Unlike other various droxypropyl methyl cellulose to determine whether it water soluble polymers, it affords durable antisoil prowould impart wet-soil-redeposition characteristics to them. tection to the treated textile material. It was found that treated fabric comprised of nylon,
The basic structure for hydroxypropyl methyl cellulose treated fabric comprised of acrylic, and treated fabric may be shown according to the following formula wherein comprised of cellulose triacetate had antisoil properties It is a finite number: imparted to them by the additive of this invention and that H (in T111003: H (r0113 (LOH; H H H H 0 (ion, 11 H n H o H H H H OH *0 l 0 HzQOH; OCH: l1 H2011 L in. 8H.
Hydroxypropyl methyl cellulose may be prepared by said antisoil properties were still exhibited by said fabrics swelling cotton linters or wood pulp with a caustic soda after five launderings.
solution to produce alkali cellulose which is treated with Although the above examples and descriptions of this methyl chloride and propylene oxide yielding cellulose invention have been very specifically illustrated, many ether with varying ratios of propylene glycol ether subother modifications will suggest themselves to those skilled 1 stitution to methoxyl substitution on the anhydroglucose in the art upon a reading of this disclosure. These are units. intended to be comprehended within the scope of this In order to illustrate applicants invention, the below invention. mentioned example is presented but is not to be deemed What is claimed is: limitative thereof. Unless otherwise stated, all parts are 1, A ethod of preventing wet-soil redeposition and y weight and all temperatures are in degrees gr e improving the stain-release characteristics of polyester fiber comprising the step of incorporating into said fiber EXAMPUE 1 from about 0.0001 to about 10 weight percent of hydroxy- 100 percent polyester fabrics were submersed in 2 percent aqueous solutions of various water soluble polymers, the fabrics were then dried in an air circulating oven at 80 degrees centigrade for 30 minutes, and laundered. After laundered.
2. The process of claim 1, wherein from about 0.1 to
about 2 weight percent of hydroxypropyl methyl cellulose is incorporated into said fiber.
i1 rti f th 15 br'cs re :fgi the antlso pmpe es 0 e a 1 we 3. The process of claim 2, wherein said polyester 1s The following water soluble polymers were used: p fl y tel'ePhfllillatel polyacrylic acid References Cited i g i i UNITED STATES PATENTS po ye y ene 0x1 e ethylene-maleic anhydride cop lymers l $35 et 3 i ij ilgfii anhydnde mp0 ymer 213011509 11/1942 Bock et al. 117-1395 ff i 3 1 eth 2,663,989 12/1953 Schlatter et al 117-1395 y xy y y 3,068,120 12/1962 Jacobson et a1. 117-1395 X Each of these materials afforded some degree of antisoil 2,979,157 4/1961 Clark 117-166 X protection to the treated fabric but, in each instance, said 3,252,826 5/1966 Salzmger 117-166 X protection was completely lost after only one laundering. 3,226,250 12/1965 Reithel 117-166 X in the manner described above, a 100 Percent Polyester 3,455,714 7/1969 BlShop et al. 117-166 X fabric was treated with a 2 percent solution of hydroxy- I propyl methyl cellulose. After tflilvci larlilnutlierings i1 thzhfigbtrig WILLIAM B M ARTIN, Primary Exammer treated withh drox rop lme y ce ose sti e 1e antisoiling pro pertie s? It believed by applicants that this CHILDS Asslstant Exammer substantivity for the surface of the polyester fiber is a U S Cl XR function of the fact that hydroxypropyl methyl cellulose exhibits an inverse solubility effect-the higher the tem- 117-1383 N, 144, 166
propyl methyl cellulose prior to the time said fiber is
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US2214070A | 1970-04-02 | 1970-04-02 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US3668000A true US3668000A (en) | 1972-06-06 |
Family
ID=21808010
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US22140A Expired - Lifetime US3668000A (en) | 1970-04-02 | 1970-04-02 | Anti-soiling polyester textile material |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US3668000A (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4020015A (en) * | 1971-10-12 | 1977-04-26 | Lever Brothers Company | Detergent compositions |
| US4023927A (en) * | 1975-05-08 | 1977-05-17 | Celanese Corporation | Textile cleaning process |
| US4048433A (en) * | 1976-02-02 | 1977-09-13 | The Procter & Gamble Company | Cellulose ethers having a low molecular weight and a high degree of methyl substitution |
| US4379059A (en) * | 1980-11-07 | 1983-04-05 | Lever Brothers Company | Fabric softening composition and a process for preparing it from cationic surfactant and thickener |
| US5837666A (en) * | 1994-06-30 | 1998-11-17 | The Procter & Gamble Company | Detergent compositions comprising methyl cellulose ether |
-
1970
- 1970-04-02 US US22140A patent/US3668000A/en not_active Expired - Lifetime
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4020015A (en) * | 1971-10-12 | 1977-04-26 | Lever Brothers Company | Detergent compositions |
| US4023927A (en) * | 1975-05-08 | 1977-05-17 | Celanese Corporation | Textile cleaning process |
| US4048433A (en) * | 1976-02-02 | 1977-09-13 | The Procter & Gamble Company | Cellulose ethers having a low molecular weight and a high degree of methyl substitution |
| US4379059A (en) * | 1980-11-07 | 1983-04-05 | Lever Brothers Company | Fabric softening composition and a process for preparing it from cationic surfactant and thickener |
| US5837666A (en) * | 1994-06-30 | 1998-11-17 | The Procter & Gamble Company | Detergent compositions comprising methyl cellulose ether |
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