WO1998019717A1 - Air treatment gel compositions - Google Patents
Air treatment gel compositions Download PDFInfo
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- WO1998019717A1 WO1998019717A1 PCT/US1997/018965 US9718965W WO9819717A1 WO 1998019717 A1 WO1998019717 A1 WO 1998019717A1 US 9718965 W US9718965 W US 9718965W WO 9819717 A1 WO9819717 A1 WO 9819717A1
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- guar
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- cellulose
- hydrophobically modified
- cationic
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Classifications
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L9/00—Disinfection, sterilisation or deodorisation of air
- A61L9/015—Disinfection, sterilisation or deodorisation of air using gaseous or vaporous substances, e.g. ozone
- A61L9/04—Disinfection, sterilisation or deodorisation of air using gaseous or vaporous substances, e.g. ozone using substances evaporated in the air without heating
- A61L9/048—Disinfection, sterilisation or deodorisation of air using gaseous or vaporous substances, e.g. ozone using substances evaporated in the air without heating air treating gels
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L9/00—Disinfection, sterilisation or deodorisation of air
- A61L9/01—Deodorant compositions
- A61L9/012—Deodorant compositions characterised by being in a special form, e.g. gels, emulsions
Definitions
- This invention relates to solid air treatment gel compositions.
- Air treatment gels operate by continuously releasing volatile air treatment components from the gel.
- the volatile air treatment components can include air freshening ingredients such as disinfectants, bactericides and odoriferous materials which provide a pleasant odor or reduce unpleasant odors, as well as insecticidal materials for insect control.
- the air treatment gels generally consist of an aqueous medium containing the volatile air treatment components, and a gelling agent which gels the largely aqueous medium.
- U.S. Patent No. 2,927,055 discloses air freshener gel comprising an aqueous medium with about 2.5% of a gelling agent comprising carrageenan, locust bean gum, potassium chloride, a small amount of carboxymethyl cellulose, and a volatile air freshener component.
- U.S. Patent No. 2,691,615 relates to air freshener gels comprising an aqueous- alcohol medium with about 4% of a gelling agent comprising agar-agar and a volatile air freshener component.
- U.S. Patent 4,056,612 there is disclosed an air freshener gel consisting essentially of a gelling agent comprising carrageenan, locust bean gum, a water-soluble ammonium salt having a pH greater than about 5, and a volatile air freshener component.
- aqueous-based air-treating composition comprising a gel base including a gel-forming agent and a gaseous component in an amount effective to provide a bulk density of the composition of about 0.5 to about 0.9 g/cc.
- the gel-forming agent includes carrageenan, agars, algins and other carbohydrates typically used for such gelled products.
- the gel base includes a viscosity control agent to reduce the creaming of the air bubbles in the aerated gel.
- the viscosity control agents include water-soluble cellulose derivatives, e.g., carboxymethyl cellulose, naturally occurring plant extracts such as xanthan, locust bean gum, guar gum, and the mineral-derived thickeners. The viscosity control agents are included at levels up to about 3% of the gel base.
- Japanese Patent Application 80001812(80)-B relates to a composition consisting of 92-97 wt. % aqueous medium containing a volatile component for treating air and 3- 8% gelling agent consisting of carrageenan, partially saponified polyvinyl acetate, and optionally locust bean gum.
- Japanese Patent Application 81007435(81 )-B discloses an air treatment gel containing a gelling agent composed of carrageenan, locust bean gum and partially saponified polyvinyl acetate.
- Japanese Patent Application 81007434(81)-B relates to a gel base for a deodorant containing carrageenan and sodium alginate, or carrageenan, sodium alginate and polyvinyl alcohol.
- UK Patent No. 2,103,224B discloses gel compositions comprising cellulose sulfate, an inorganic metal salt, and at least one other water-soluble polymer.
- the water- soluble polymer may be a water-soluble cellulose derivative or a natural polysaccharide, e.g., locust bean gum, guar, agar, carrageenan, or xanthan gum.
- This invention relates to novel air treatment gel compositions comprising, in an aqueous medium, at least one volatile air treatment agent and a polymeric gelling agent consisting essentially of seaweed gum and guar or guar derivatives, wherein the bulk density of said composition is greater than about 0.9. It also relates to the gel composition comprising, in an aqueous medium, at least one volatile air treatment agent and a polymeric gelling agent consisting essentially of seaweed gum, guar or guar derivatives and additional non-sulfated water-soluble polymer wherein the bulk density of said composition is greater than about 0.9.
- Utilization of guar or guar derivatives in the air treatment gel compositions improves dimensional stability and freeze thaw stability.
- the seaweed gums for use in the compositions of this invention are those polysaccharides isolated from a number of species of marine algae. They include agar, alginate, carrageenan, fucoidan, furcellaran and laminaran.
- the preferred seaweed gums are carrageenan, alginate, agar and furcellaran, and the most preferred are carrageenan and agar.
- Carrageenan is a sulfated polysaccharide derived from red algae. It is reported to be composed principally of ⁇ -D-galactopyranose-4-sulfate units and 3,6-anhydro- ⁇ -D- galactopyranose units. At least three forms are known, designated, respectively, as iota, kappa and lambda carrageenan, which differ in the ratios of the two galactopyranose units and accordingly in their sulfate ester content. All three forms are suitable for use in the invention. The kappa and iota carrageenans are preferred, and the kappa is most preferred.
- seaweed gum also includes commercially available crude carrageenan materials generically known as "alkali-treated seaweed” or ATC. It is also known by various synonyms such as, e.g., processed Vietnameseeuma seaweed (PES), seaweed flour, seaweed gum, Vietnameseeuma gum, cellugeenan, ATG, and ground seaweed.
- PES processed Vietnamese carrageenan materials
- seaweed gum also includes commercially available crude carrageenan materials generically known as "alkali-treated seaweed” or ATC. It is also known by various synonyms such as, e.g., processed eucheuma seaweed (PES), seaweed flour, seaweed gum, Vietnameseeuma gum, cellugeenan, ATG, and ground seaweed.
- PES processed eucheuma seaweed
- Agar is a polysaccharide isolated from various species of red-purple seaweeds, the structure is thought to be predominantly repeating units of alternating ⁇ — D-galactopyranosyl and 3,6-anhydro- ⁇ -L-galactopyranosyl units coupled 1-3.
- the principal source of algin, or alginate, is the giant kelp Macrocystis pyrifera.
- the structure is considered to be a linear polymer consisting exclusively of ⁇ -D-(l-4)- linked mannuronic acid units and ⁇ -L-(l-4)-linked guluronic acid units.
- the most common form of algin is sodium alginate.
- Furcellaran is an extract of the red alga Furcellariafastigiata.
- furcellaran It consists mainly of units of D-galactose, 3,6-anhydro-D-galactose, and the half-ester sulfate of these sugars.
- the structure of furcellaran is very much like that of ⁇ ar ⁇ p ⁇ -carrageenan, the main difference being that furcellaran contains about one sulfate group per three to four monomer units, while A ⁇ /?p ⁇ -carrageenan contains about one sulfate group per two monomer units.
- the other gum ingredient required for use in the invention is guar or derivatives of guar .
- Guar is preferred.
- Guar is derived from the seed of the guar plant. It consists of linear chains of (l-4)- ⁇ — D-mannopyranosyl units with cc ⁇ D-galactopyranosyl units attached by (1-6) linkages. The ratio of D-galactose to D-mannose in guar is 1:2.
- the derivatives of guar that may be used in the compositions of the invention include carboxymethyl guar (CM guar), hydroxyethyl guar (HE guar), hydroxypropyl guar (HP guar), carboxymethylhydroxypropyl guar (CMHP guar), cationic guar, hydrophobically modified guar (HM guar), hydrophobically modified carboxymethyl guar (HMCM guar), hydrophobically modified hydroxyethyl guar (HMHE guar), hydrophobically modified hydroxypropyl guar (HMHP guar), cationic hydrophobically modified hydroxypropyl guar ( cationic HMHP guar), hydrophobically modified carboxymethylhydroxypropyl guar (HMCMHP guar), hydrophobically modified cationic guar (HM cationic guar), and mixtures thereof.
- CM guar carboxymethyl guar
- HE guar hydroxy
- the minimum level of seaweed gum plus guar or guar derivatives preferably is about 0.5% based on the total weight of the composition.
- a more preferable minimum level is about 0.75%, and the most preferable level about 1%.
- the preferred maximum level is about 25%, a more preferred maximum about 15%, and the most preferred maximum about 5%.
- the minimum level of seaweed gum in the compositions is preferably about 0.5% based on the total weight of the composition, and a more preferred minimum level about 1%.
- the preferred maximum level is about 25%, a more preferred maximum about 10%, and the most preferred maximum about 5%.
- the minimum level of guar or guar derivatives in the compositions is preferably about 0.1% based on the total weight of the composition, more preferably about 0.5% and most preferably about 1%.
- the preferred maximum level is about 25%, a more preferred maximum about 10%, and the most preferred maximum about 5%.
- the air treatment gel compositions of this invention may include, in addition to seaweed gum and guar or guar derivatives, additional non-sulfated water-soluble polymers.
- additional non-sulfated water-soluble polymers include, but are not restricted to, locust bean gum, xanthan, scleroglucan, dextran, pectin, pectin derivatives, gum ghatti, gum arabic, gum karaya, cellulose ethers, starch, starch derivatives, gelatin, casein, gellan gum, polyethylene glycols or derivatives thereof with average molecular weight of about 500 or higher, acrylic acid polymers, polyvinyl alcohol, and mixtures thereof.
- Preferred non-sulfated water-soluble polymers are locust bean gum and cellulose ethers.
- Non-sulfated water-soluble cellulose ethers suitable for use in the invention include hydroxyethyl cellulose (HEC), hydroxypropyl cellulose (HPC), water-soluble ethylhydroxyethyl cellulose (EHEC), carboxymethyl cellulose (CMC), carboxymethylhydroxyethyl cellulose (CMHEC), hydroxypropylhydroxyethyl cellulose
- HPHEC methyl cellulose
- MC methylhydroxypropyl cellulose
- MHEC methylhydroxyethyl cellulose
- CMMC carboxymethylmethyl cellulose
- HMCMC hydrophobically modified carboxymethyl cellulose
- HHEC hydrophobically modified hydroxyethyl cellulose
- HMHPC hydrophobically modified hydroxypropyl cellulose
- HMEHEC hydrophobically modified carboxymethylhydroxyethyl cellulose
- HMHPHEC hydrophobically modified hydroxypropylhydroxyethyl cellulose
- HMHPHEC hydrophobically modified methyl cellulose
- HMMC hydrophobically modified methylhydroxypropylhydroxyethyl cellulose
- HMMHPC hydrophobically modified methylhydroxypropyl cellulose
- HMMHEC hydrophobically modified carboxymethylmethyl cellulose
- HMCMMC hydrophobically modified carboxymethylmethyl cellulose
- HMCMMC cationic hydroxyethyl cellulose
- HMCMMC cati
- non-sulfated water-soluble polymer When additional non-sulfated water-soluble polymer is utilized in the compositions of this invention, it will preferably be used at a level of from about 0.1% to about 20% on a weight basis based on the total weight of the composition. More preferably it will be used at a level of from about 0.5% to about 10%, and most preferably from about 1% to about 5% based on the total weight of the composition.
- the air freshener compositions of this invention include volatile air treatment agents such as insect control agents or air freshener ingredients, or both.
- volatile air treatment agents such as insect control agents or air freshener ingredients, or both.
- these components are volatile materials at room temperature, compatible with the other ingredients in the gel, and dispersible in aqueous medium.
- the volatile air treatment agents include disinfectants, bactericides, fungicides, deodorants, pest repellants, insecticides, odoriferous materials and mixtures thereof.
- Odoriferous materials useful for reducing unpleasant odors include oil of rose, oil of lime, oil of lemon, oil of spearmint, oil of wintergreen, oil of cedar wood, oil of fir Canadian, and the like. These oils may also be used in combination with fragrances such as aromatic esters, aldehydes, ketones, and other compounds known to those skilled in the art of blending fragrances.
- water-soluble inorganic salts which are used to promote gelling of the compositions.
- Operable salts include those of potassium, sodium, calcium, magnesium, aluminum and ammonium.
- the salts are chlorides, sulfates, phosphates, acetates or carbonates.
- Examples of salts for use in the invention are potassium chloride, sodium chloride, calcium chloride, aluminum acetate, aluminum sulfate and dihydroxy aluminum sodium carbonate.
- Preferred salts are potassium chloride, sodium chloride and ammonium chloride. The most preferred is potassium chloride.
- the optimum amount of salt is variable and will depend on the particular salt chosen and particular mixture of gums employed. The amount of salt may be adjusted to obtain particularly desirable properties in the product gels. Generally they will be used at levels of from about 0.1% to about 5% based on the total weight of the composition.
- antifreeze and/or humectant ingredients are included in the gel formulations antifreeze and/or humectant ingredients.
- the preferred materials for this purpose are polyols, i.e., alcohols containing more than one hydroxyl group.
- Polyols useful for this purpose include, but are not restricted to, glycerol, propylene glycol, polyethylene glycol, sorbitol, inositol, mannitol, galactidol, arabitol, ribitol, xylitol and mixtures thereof.
- Antifreeze or humectant ingredients are preferably utilized at levels of from about 0.1% to about 25% based on the total weight of the composition. More preferably they are used at from about 1% to about
- Mineral or organic acids may also be included in the gel compositions of this invention.
- the acids serve to increase the rate of gelation by lowering pH.
- organic acids which are commonly used for this application are citric acid, formic acid fumaric acid, benzoic acid, acetic acid, oxalic acid, adipic acid, salicylic acid, phthalic acid, sebacic acid, palmitic acid, stearic acid, phenylstearic acid and oleic acid.
- Any of the common mineral acids such as hydrochloric acid and sulfuric acid may also be utilized. When they are used, the acids are preferably present at levels not exceeding about 1 wt.% based on the total weight of the composition.
- surfactants or emulsifiers preferably anionic or non-ionic, well known in the art.
- anionics are the alkyl sulfonates, alkyl sulfates or alkyl ether sulfates.
- non-ionic surfactants or emulsifiers are polyethoxylate ethers, sorbitan esters and polyethoxylates of sorbitan esters.
- compositions may contain preservatives, i.e., bactericides or fungicides to inhibit microbial or fungal growth in the air treatment gel. Typically they are present at levels of from about 0.001% to about 2%, preferably from about 0.001% to about 0.5%. Any of the common bactericides or fungicides well known in the are may be used. Examples are sodium benzoate, and methyl-, butyl- or propyl-p-hydroxybenzoate.
- the air treatment gel composition may also contain dyes which impart color to the gel. Generally they are used at levels up to about 0.05%.
- the air treatment gel compositions often contain water-insoluble materials such as clays, organosoluble clays such as hydrogenated tallow benzylammonium hectorite, hydrophobic silicas and wax, as well as additional water-soluble materials such as hydrophilic silicas and alkali metal salts of C 12 -C 20 carboxylic acids, e.g., sodium stearate.
- the aqueous medium of the air treatment gel can contain carrier agents which provide increased solubility for the particular oils, fragrances and insecticidal ingredients used. They may be present in the gel in the range of from about 1% to about 10%.
- the carrier agents are water miscible solvents in which the oils, fragrances and insecticidal ingredients are at least partially soluble. Examples of such materials are isopropanol, ethylene glycol, glycerol, propylene glycol, hexylene glycol, cellosolve, or the like.
- the air treatment gel compositions of the present invention are typically prepared as follows.
- the seaweed gum, guar or guar derivatives and additional non-sulfated water- soluble polymer (if utilized) are blended and then dispersed in water.
- Solution is effected by stirring and heating at a temperature between about 60°C and 90°C until the polymers are completely dissolved.
- the solution is then cooled to about 60°C, and the other ingredients are added. Further cooling to approximately room temperature provides the air treatment gel composition. Before gelation the solution typically will be poured into a suitable container or mold so as to provide a gel having the desired shape.
- the product gel compositions of the invention are sufficiently rigid to be generally free-standing, yet are sufficiently flexible to resist crumbling or breaking. They exhibit low syneresis, i.e., separation of liquid from the gel, high gel strength, and good freeze/thaw and storage stability. They generally have sufficient strength so that they will not sag but will be maintained in the container so that air can easily and freely contact the surface to transfer the volatile ingredients to the surrounding room or space. If desired, gels with lower rigidity can be prepared by reducing the level of the polymeric gelling agent.
- Carrageenan Genugel ® CHP-1 (predominantly kappa carrageenan), Genugel ® CHP-2 (predominantly kappa carrageenan standardized with salt), and Genugel ® RLV (kappa/lambda carrageenan standardized with salt and sugar) from Hercules Incorporated, Wilmington, Delaware.
- Agar Algamar Agar Agar MZA 100, type 900 from Algas Marinas, Santiago, Chile.
- Hydroxypropyl guar (HP guar): Galactosol ® 40H4FD1 from Hercules Incorporated, Wilmington, Delaware.
- Hydrophobically modified hydroxyethyl cellulose (HMHEC): Natrosol ® Plus 330 from Hercules Incorporated, Wilmington, Delaware.
- Carboxymethyl Cellulose 7LT (viscosity, 25-50 cps, 2% aqueous solution)
- Carboxymethyl Cellulose 9M8F (viscosity, 400-800 cps, 2% aqueous solution, DS 0.8- 0.95)
- Carboxymethyl Cellulose 7MF (viscosity, 400-800 cps, 2% aqueous solution, DS 0.65-0.9), from Hercules Incorporated, Wilmington, Delaware
- Locust bean gum Genu Gum ® RL200Z from Hercules Incorporated
- Carboxymethyl Guar Carboxymethyl Guar GPX 230 (viscosity, 3,000-4,000 cps, 1% aqueous solution) from Hercules Incorporated, Wilmington, Delaware.
- LVCM Guar Low Viscosity Carboxymethyl Guar
- Cationic guar Guar hydroxypropyl trimethyl ammonium chloride, N-Hance ® 3000, from Hercules Incorporated, Wilmington, Delaware.
- Germaben ® II from Sutton Laboratories, Chatham, New Jersey.
- Anionic surfactant Dowfax ® 2A1 from Dow Chemical Co., Midland, Michigan.
- Non-ionic surfactant Triton ® XI 00 from Rohm & Haas, Philadelphia, Pennsylvania.
- Fragrance from Flavor and Fragrance Specialties, Franklin Lakes, New Jersey.
- Insect repellent Insect Repellent Lot #32948, from Flavor and Fragrance Specialties, Franklin Lakes, New Jersey.
- Starch Thermflo ® from National Starch and Chemical Co., Bridgewater, New Jersey.
- Examples 1-24 and Comparative Examples A-E The procedure for preparing the gel compositions of these examples was as follows. Water was heated and stirred at 90°C. The polymers and inorganic salts were dry blended and then sifted into the vortex of the stirred water. Mixing was continued for 20 minutes at 90°C, and then the solution was cooled to about 75°C. At this point any other ingredients exclusive of fragrance and dye were added followed by mixing for 5 minutes. Then the fragrance and dye were added followed by mixing for 5 minutes. The resulting mixture was dispensed into a plastic jar and allowed to cool.
- Gel strength is the amount of force (in grams) required for a 1.27 cm diameter probe to press the gel by 2 mm.
- the test was run on a Voland-LFRA Texture Analyzer. The results reported are the average of three determinations. Samples were aged at room temperature for at least 24 hours before testing. For the dimensional stability test an approximately 40 mm high x 40 mm diameter gel sample as place in a 100 mm high x 50 mm diameter glass jar. The jar was capped and the sample was placed in an oven at 51°C. The change in dimension of the gel at 51°C was determined after 1 and 4 weeks. The values are presented as percent of the original dimensions. For the freeze/thaw test a hot solution of air treatment gel was poured into a
- compositions of this invention have gel strengths at least as high as those exhibited by commercially available air fresheners.
- Comparative Examples A-E all lack guar or guar derivatives.
- the compositions of Example A exhibit poor dimensional stability, and those of Examples B-E exhibit inferior freeze thaw stability when compared to compositions of the invention.
- Example 6 Example 7
- Example 8 Example 9
- Example 10 Example 1 1
- Example 12 Example 13
- Germaben II preservative 1.00 1.00 1.00 1.00 1.00 1.00 1.00 1.00
- Germaben II preservative ⁇ ⁇ 1.00 1.00 -
- Germaben II 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100
- Fragrance 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100
- Examples 25-39 and Comparative Examples F and G The procedure for preparing the gel compositions of these examples was as follows. Water was heated and stirred at 85-90°C. The carrageenans, guar, carboxymethyl guar, carboxymethyl cellulose, agar, locust bean gum, and potassium chloride were dry blended and then sifted into the vortex of the stirred water. Mixing was continued for 20 minutes, and then the solution was cooled to about 80°C. At this point a slurry of aluminum acetate, basic (when used) and cationic guar (when used) in lOg of water was added, and the resulting mixture was mixed for about 10 minutes.
- Germaben II 1.00 1.00 1.00 1.00 1.00 — — ⁇
- Germaben II 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100
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- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Dispersion Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Public Health (AREA)
- Disinfection, Sterilisation Or Deodorisation Of Air (AREA)
- Cosmetics (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
- Colloid Chemistry (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
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Abstract
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Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
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CA002261955A CA2261955A1 (en) | 1996-11-06 | 1997-10-17 | Air treatment gel compositions |
EP97912820A EP0925075A4 (en) | 1996-11-06 | 1997-10-17 | Air treatment gel compositions |
AU49911/97A AU726931B2 (en) | 1996-11-06 | 1997-10-17 | Air treatment gel compositions |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US08/743,687 US5741482A (en) | 1996-11-06 | 1996-11-06 | Air treatment gel compositions |
US08/743,687 | 1996-11-06 |
Publications (1)
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WO1998019717A1 true WO1998019717A1 (en) | 1998-05-14 |
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Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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PCT/US1997/018965 WO1998019717A1 (en) | 1996-11-06 | 1997-10-17 | Air treatment gel compositions |
Country Status (8)
Country | Link |
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US (1) | US5741482A (en) |
EP (1) | EP0925075A4 (en) |
KR (1) | KR19980042095A (en) |
AR (1) | AR010058A1 (en) |
AU (1) | AU726931B2 (en) |
CA (1) | CA2261955A1 (en) |
ID (1) | ID19037A (en) |
WO (1) | WO1998019717A1 (en) |
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WO1999031211A1 (en) * | 1997-12-17 | 1999-06-24 | Hercules Incorporated | Hydrophobically modified polysaccharides in household preparations |
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US10132031B1 (en) | 2017-05-09 | 2018-11-20 | Eastman Kodak Company | Foamed, opacifying elements with thermally transferred images |
US10145061B1 (en) | 2017-05-09 | 2018-12-04 | Eastman Kodak Company | Method for preparing thermally imaged opacifying elements |
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Also Published As
Publication number | Publication date |
---|---|
US5741482A (en) | 1998-04-21 |
AR010058A1 (en) | 2000-05-17 |
AU726931B2 (en) | 2000-11-23 |
KR19980042095A (en) | 1998-08-17 |
EP0925075A4 (en) | 2001-01-17 |
EP0925075A1 (en) | 1999-06-30 |
CA2261955A1 (en) | 1998-05-14 |
AU4991197A (en) | 1998-05-29 |
ID19037A (en) | 1998-06-04 |
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