WO1997039730A1 - Method for odor reduction - Google Patents
Method for odor reduction Download PDFInfo
- Publication number
- WO1997039730A1 WO1997039730A1 PCT/US1997/006743 US9706743W WO9739730A1 WO 1997039730 A1 WO1997039730 A1 WO 1997039730A1 US 9706743 W US9706743 W US 9706743W WO 9739730 A1 WO9739730 A1 WO 9739730A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- imide
- odor
- ammonia
- pad
- amine
- Prior art date
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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
- A61L9/01—Deodorant compositions
- A61L9/012—Deodorant compositions characterised by being in a special form, e.g. gels, emulsions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/0204—Specific forms not provided for by any of groups A61K8/0208 - A61K8/14
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/0208—Tissues; Wipes; Patches
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/0216—Solid or semisolid forms
- A61K8/0229—Sticks
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/0241—Containing particulates characterized by their shape and/or structure
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/042—Gels
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/11—Encapsulated compositions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
- A61K8/4913—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having five membered rings, e.g. pyrrolidone carboxylic acid
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/88—Polyamides
-
- 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
- A61L15/00—Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads
- A61L15/16—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons
- A61L15/42—Use of materials characterised by their function or physical properties
- A61L15/46—Deodorants or malodour counteractants, e.g. to inhibit the formation of ammonia or bacteria
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q15/00—Anti-perspirants or body deodorants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/10—Washing or bathing preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/59—Mixtures
- A61K2800/596—Mixtures of surface active compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/60—Particulates further characterized by their structure or composition
- A61K2800/61—Surface treated
- A61K2800/62—Coated
- A61K2800/622—Coated by organic compounds
-
- 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
- A61L2209/00—Aspects relating to disinfection, sterilisation or deodorisation of air
- A61L2209/20—Method-related aspects
- A61L2209/21—Use of chemical compounds for treating air or the like
-
- 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
- A61L2300/00—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
- A61L2300/20—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices containing or releasing organic materials
- A61L2300/204—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices containing or releasing organic materials with nitrogen-containing functional groups, e.g. aminoxides, nitriles, guanidines
Definitions
- This invention relates to the use of imides for the reduction of odors DESCRIPTION OF RELATED ART
- Imides are normally formed by heating anhydrides with ammonia
- succinic anhydride and ammonia combine to form succinimide
- phthahc anhydnde and ammonia form phthalimide
- imides are hydrolyzed by bases including ammonia or amine compounds See for instance U.S Pat 5,408,028 and U S Pat 5,175,285, where it is noted that imides can be reacted with amines in a mild manner and at low temperatures, thus avoiding degradation of polymer chains in which the imides may be present
- Polysuccinimides are heat resistant and only slightly soluble in water They are readily hydroly/cd by bases to the corresponding polyaspartate
- a partial hydrolysis of polyimides such as polysuccinimide, polyglutanmide, and copolymers thereof or copolymers of mixtures thereof, can be achieved to allow the polysuccinimidcs to be soluble in water
- the hydrolysis can be controlled, by controlling the amount of base added, to provide a polyimide that is soluble in water but retains lmide for removal of odor
- polysuccinimides based on the literature They differ in molecular weight, branching and biodegradabi ty Polysuccinimides made from L-aspartic acid with an acid catalyst the highest molecular weight, lowest branching and greatest biodegradabihty according lo U S Pat
- Matenals made from L-aspartic acid without a catalyst have an intermediate molecular weight, considerable branching and an acceptable level of biodegradabihty according to the Organization for Economic Cooperation and Development (OECD) standard
- Materials made from maleic acid or an equivalent material, including fumaric acid, malic acid, monoamides or diamides of these compounds and ammonia have a low molecular weight, a high degree of branching and are not "readily biodegradable" according to the OECD standard.
- copolymers of polysuccinimide contain monoamines, polyamines, carboxylic acids, polycarboxylic acids, and alcohols, both substituted and unsubstituted, as disclosed for instance in U.S. Pats. 5,466,760, 5,292,858, 5,442,038, 5,408,029,
- Pat 5,135,743 discloses the use of boric acid and pine oil to reduce the odor of animal litter.
- U.S. Pat 5,306,487 discloses the use of gelling compositions in which the odor controlling agents, zeolites and carbon, are inco ⁇ orated by means of a binder.
- U.S. Pat 5,2 H,870 discloses the use ofzeolites within a cleansing bar for control of odor.
- imides especially polyi ides and more especially polysuccinimides, reduce noxious odors. This reduction by imides is especially effective against amines and ammonia, however, there is also a reduction in odors not known to be odoriferous as a result of amines or ammonia, such as cigarette smoke.
- Reference to the removal of noxious odors by imides may be thought of as scavenging amines or ammonia from the surrounding atmosphere by removal of a quantity of the amine or ammonia by reaction or possibly by abso ⁇ tion or adso ⁇ tion.
- Such scavenging might be envisaged as the reaction of an amine from solution or from a gas.
- Said scavenging might include removal of ammonia or amines that arc toxic by such imides after the imide has been immobilized to prevent its release.
- Such immobilization need not be restricted as to method of immobilization as long as sufficient imide groups remain to react with the desired amine or ammonia for removal from the stream or mixture from which it is to be removed or neutralized
- the removal or reduction ofthe presence ofthe ammoma or amme by the imide, havmg reacted to provide a product having no odor, no volatility or low volatility provides a method for reducing the odor of a solution or gas containing such ammonia or amme
- the imide to be used in the present invention should be of sufficient molecular weight or have additional substituents which decrease volatility of the imide, to result in a decrease of the odor of the ammonia or amine upon reaction
- the imide may be attached, either mechanically or chemically, to an object of sufficient molecular weight or character to prevent volatilisation of ammonia or the amine to be scavenged
- Polyimides of aspartic acid or glutamic acid or mixtures thereof are especially useful m this respect
- the use of the imides for removal of odor is envisioned to be valuable for inco ⁇ oration into personal care products such as diapers, both adult and infant, incontinent pads, surgical sponges and dressings, surgical pads, catamenial devices such as sanitary napkins, shields, liners, tampons, meat trays especially for fish, bath mats and the like
- Such pads can be composed of polyurethane, cellulose, alginate, gelatin, carrageenan, polystyrene, polyolefin or mixtures thereof and may include additional layers to facilitate use in their respective field
- the imides can also be inco ⁇ orated in holding facilities, including foul smelling lagoons, such as those containing animal wastes, or tanks, especially those used for holding human, pig, cattle or other farm wastes, and more especially when the imides are in the form of films or incorporated in films to prevent escape of odors They can also be used to reduce the odor from sulfite liquor waste ponds or other similar industrial waste treatment facilities Such reduction can be
- imides formed from aspartic acid and glutamic acid or mixtures thereof or copolymers formed with amines for instance those obtained in U S Pat 5,357,004, 5,391,642, 5,408,028, 5,408,029,
- 5,442,038, 5,466,760 are examples of imides which reduce the odor of amines or ammonia Imides of high molecular weight, especially those in which the reacted product is insoluble in water due to high molecular weight are especially valuable in the reduction of odor as the materials can be placed behind polymeric banners or woven or non-woven fabrics through which the amine or ammonia may pass, either m particle form or adsorbed in another mate ⁇ al such as cellulose or inco ⁇ orated in another material such as acrylate polymer, thus preventing the amine or ammonia from coming m contact with the source of the amme or ammoma
- An example of this use is in the production of a diaper containing a plastic barrier or woven or non-woven fab ⁇ cs through which u ⁇ ne and the amines and ammonia responsible for much ofthe odor can pass to the cellulose floe and optionally the polyacrylate superabsorbcnt placed there for absorbency, either of which or both may contain the im
- imides would be useful in removing ammonia or amines containing body wastes from the bloodstream, if immobilized or attached to a blood non-reactive material or reacted with a molecule such that the lmide-amine reaction product was non-toxic
- Such imides might serve as foods, providing a method for removal of nitrogenous wastes that are retained in certain disease states such as those affecting the liver
- the imides ofthe present invention could be inco ⁇ orated in catamenial devices to reduce the odors thereof Bandages are yet another area where the imides could be used to reduce odor Pads made of these materials or containing these matenals, deposited on the surface or contained within a reservoir, could be used to prevent odor caused by leakage in persons where bladder sphincter control is compromised
- Such pads could also be placed in the vents of holding vessels for diapers, sewage or other containers of amines or ammoma to prevent odor escape
- Example 1 Removal of ammonia fumes in the gaseous state by polysuccinimide.
- the resultant imide/cellulose floe pad was wrapped in a smgle layer of a cellulose nonwoven membrane to form a circular pad of about 4 inch diameter and 'i inch thickness
- a second pad was constructed in the same manner except that the imide was not included
- the pads were placed in separate jars, each containing 0 5 g of 21 % NH 3 in water solution (0006 equivalents of NH 3 ) on a filter paper disk of 1 5 inches
- the jars were sealed and allowed to stand for 16 hrs at 25°C Upon opening the jars, a faint odor of NH 3 was detected in the jar containing the polysuccinimide while the jar without the succ
- Example 3 Preparation of a polyaspartate gel containing large quantities of polysuccinimide.
- Example 5 A similar pouch of gel containing completely hydrolyzed lysine crosslinked polyaspartic acid was prepared as a control (Sample 6) The gel containing the imide was found to be effective in controlling ammonia and amme odors as shown in Example 5 Example 4. Mechanical Dispersion of polysuccinimide to cellulose fiber.
- Fmely powdered polysuccinimide prepared as in Example 2, was dropped onto 2 5 g of cellulose fiber and the whole was enclosed in a membrane pouch of non-woven cellulose (Sample 7)
- a similar pouch containing no polysuccinimide was prepared as a control (Sample 8)
- the imide was found to be effective in controlling ammoma and amine odors as shown in Example 5 Example 5. Odor Removal by polysuccinimide.
- the pouches from Examples 2-4 were placed in separate jars into which 0 25 g of ammonia/amme mixture had been placed on a filter paper disk of 1 5 inches at 10% weight concentrations ( 1 47 mmoles ammoma, 08 mmoles methyl amine, 0 19 mmoles diethyl amine, 04 mmoles n-butyl amine)
- the jars were sealed and allowed to stand for the indicated times at 25°C
- the odor was classified as by a 0 to 10 ratmg in which 10 mdicated an overpowering stench and 0 was no odor
- the stench was rated very strong and at 6 strong while at 4 the odor was moderate and at 2 the odor was slight
- Example 5 A mechanical blend of 5 0 g of phthalimide in 2 5 g of cellulose floe obtained from a disposable diaper was inclosed in a non-woven cellulose membrane pouch, Sample la and tested as in Example 5 A control pouch was also prepared containing no imide (Sample 2a) and tested as in Example 5
- Example 7 Odor Removal by an imide encapsulated in an acrylate hydrogel.
- Example 9 These particles were placed inside a non-woven membrane (Sample 9) and tested as in Example 5. A control without polysuccinimide was also prepared and tested (Sample 10). The performance of each sample in scavenging ammonia and amines was determined.
- the copolymer polysuccinimide encapsulated in an acrylate hydrogel was effective in controlling odors.
- the acrylate hydrogel was less effective in controlling odor.
- Polysuccinimide powder (4.0 g, prepared by thermal polymerization of L-aspartic acid and phosphoric acid in a mixer) was thoroughly mixed with 1.0 g of dry, crosslinked acrylate gel particles (taken from a disposable baby diaper). This material was placed in a non-woven cellulose membrane pouch and wetted with 10 mL of aqueous 1% NaCl solution to simulate urine (Sample 1 1 ). A control material which contained no polysuccinimide was prepared in the same manner (Sample 12). The performance of each sample in scavenging ammonia and amines was determined as in Example 5.
- the polysuccinimide encapsulated in an acrylate hydrogel was effective in controlling odors
- the acrylate hydrogel was less effective in controlling odor Example 9. Odor Removal by an imide incorporated in an acrylate hydrogel.
- the imide inco ⁇ orated in the acrylate hydrogel superabsorbcnt was effective m reducing odors
- the acrylate hydrogel was not effective in controlling odor Example 10. Cigarette smoke odor removal by an imide incorporated in an acrylate hydrogel.
- Example 15 A portion ofthe mate ⁇ al prepared in Example 9 containing the polysuccinimide (2 0 g) was placed in a 500 mL jar (Sample 15) A control jar containing the acrylate gel without the polysuccinimide was also prepared (Sample 16) A jar containing no additives was also prepared (Sample 17) An equivalent quantity of cigarette smoke was blown into each jar and the jars were allowed to stand for 8 hours Upon carefully opening the jars and noting the odor it was found that the stale cigarette odor was considerably reduced in Samples 15 and was not noticeably affected in Samples 16-18 This showed that the imide reduced the odor Example 11. Enhanced scavenging of amines and ammonia by imides and humectants.
- Example 12 Odor control by an imide dispersed on a floating particle.
- Ten grams of puffed ⁇ ce (approximately 100 mL) was shaken with 10 g of powdered polysuccinimide prepared by the thermal polymerization of ammomum maleate As the particles were shaken, 70 g of a hot (50-60°C) 5% aqueous gelatin solution was sprayed onto the mix, thus retaining the powdered polysuccinimide on the surface of the puffed rice The product was d ⁇ ed to give 23 g of coated puffed rice Ten grams of the imide coated particles were placed on the surface of 100 mL of a 50 50 unne water solution in a 500 mL jar fitted with a screw cap (Sample 22) An appropriate uncoated control was similarly tested (Sample 23) After storage at room temperature for 48 hours the samples were evaluated as in Example 5
- the imide coated, floating, puffed rice particles reduced the odor
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- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dispersion Chemistry (AREA)
- Hematology (AREA)
- Materials Engineering (AREA)
- Biomedical Technology (AREA)
- Dermatology (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
- Disinfection, Sterilisation Or Deodorisation Of Air (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
Abstract
Description
Claims
Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP97909056A EP0909160A4 (en) | 1996-04-22 | 1997-04-18 | Method for odor reduction |
AU29914/97A AU711439B2 (en) | 1996-04-22 | 1997-04-18 | Method for odor reduction |
JP9538295A JP2000500053A (en) | 1996-04-22 | 1997-04-18 | How to reduce odor |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US08/635,502 US5869027A (en) | 1996-04-22 | 1996-04-22 | Method for odor reduction |
US08/635,502 | 1996-04-22 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO1997039730A1 true WO1997039730A1 (en) | 1997-10-30 |
Family
ID=24548050
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/US1997/006743 WO1997039730A1 (en) | 1996-04-22 | 1997-04-18 | Method for odor reduction |
Country Status (7)
Country | Link |
---|---|
US (2) | US5869027A (en) |
EP (1) | EP0909160A4 (en) |
JP (1) | JP2000500053A (en) |
KR (1) | KR20000010651A (en) |
AU (1) | AU711439B2 (en) |
CA (1) | CA2251978A1 (en) |
WO (1) | WO1997039730A1 (en) |
Families Citing this family (8)
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US6068665A (en) * | 1999-05-24 | 2000-05-30 | Odorpro, Inc. | Stain removing compositions |
US6152150A (en) * | 1999-08-03 | 2000-11-28 | Odorpro, Inc. | Method of stain removal using a dry zeolite containing composition |
US6491993B1 (en) | 1999-08-12 | 2002-12-10 | Pactiv Corporation | Absorbent pouches |
US6365706B1 (en) | 2000-06-21 | 2002-04-02 | Mississippi Chemical Corporation | Process for production of polyasparagine and the high nitrogen content polymer formed thereby |
US20040122385A1 (en) * | 2002-12-23 | 2004-06-24 | Kimberly-Clark Worldwide, Inc. | Absorbent articles including an odor absorbing and/or odor reducing additive |
US8138106B2 (en) | 2005-09-30 | 2012-03-20 | Rayonier Trs Holdings Inc. | Cellulosic fibers with odor control characteristics |
DE202006002452U1 (en) * | 2006-02-16 | 2006-05-24 | Lanxess Deutschland Gmbh | Moldings for the sanitary sector |
US20080003193A1 (en) * | 2006-06-28 | 2008-01-03 | S.C. Johnson & Son, Inc. | Odor elimination and air sanitizing composition |
Citations (1)
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US5466760A (en) * | 1992-08-07 | 1995-11-14 | Srchem, Inc. | Copolymers of polyaspartic acid |
US5292858A (en) * | 1993-03-16 | 1994-03-08 | Srchem Incorporated | Method of production of copolymers of polyamino acids |
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US5442038A (en) * | 1993-10-06 | 1995-08-15 | Srchem, Inc. | Polymers of maleic acid with amines |
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-
1996
- 1996-04-22 US US08/635,502 patent/US5869027A/en not_active Expired - Lifetime
-
1997
- 1997-04-18 KR KR1019980708610A patent/KR20000010651A/en not_active Application Discontinuation
- 1997-04-18 WO PCT/US1997/006743 patent/WO1997039730A1/en not_active Application Discontinuation
- 1997-04-18 JP JP9538295A patent/JP2000500053A/en active Pending
- 1997-04-18 CA CA002251978A patent/CA2251978A1/en not_active Abandoned
- 1997-04-18 AU AU29914/97A patent/AU711439B2/en not_active Ceased
- 1997-04-18 EP EP97909056A patent/EP0909160A4/en not_active Withdrawn
- 1997-08-15 US US08/911,948 patent/US5833972A/en not_active Expired - Fee Related
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5408028A (en) * | 1992-12-22 | 1995-04-18 | Bayer Ag | Copolymers of polyaspartic acid and polycarboxylic acids and polyamines |
Non-Patent Citations (1)
Title |
---|
See also references of EP0909160A4 * |
Also Published As
Publication number | Publication date |
---|---|
EP0909160A1 (en) | 1999-04-21 |
KR20000010651A (en) | 2000-02-25 |
AU2991497A (en) | 1997-11-12 |
US5869027A (en) | 1999-02-09 |
JP2000500053A (en) | 2000-01-11 |
AU711439B2 (en) | 1999-10-14 |
CA2251978A1 (en) | 1997-10-30 |
EP0909160A4 (en) | 2003-01-29 |
US5833972A (en) | 1998-11-10 |
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