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(12) United States Patent (10) Patent No.: US 9.260,817 B2 Williams Et Al

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(12) United States Patent (10) Patent No.: US 9.260,817 B2 Williams Et Al US0092.60817B2 (12) United States Patent (10) Patent No.: US 9.260,817 B2 Williams et al. (45) Date of Patent: *Feb. 16, 2016 (54) FRESHENING COMPOSITIONS A61L 9/14: D06M 13/005; D06M 15/61; COMPRISING MALODOR BINDING D06M 13/192: D06M 13/203: D06M 13/127; POLYMERS AND MALODOR D06M 13/148: D06M 13/256: D06M 13/402; COUNTERACTANTS D06M 23/06: D06M23/02: D06M 16/00 (75) Inventors: Kristin Rhedrick Williams, West USPC ...................................... 424/400, 76.1, 76.21 Chester, OH (US); Carla Jean Colina, See application file for complete search history. Cincinnati, OH (US); Cahit Eylem, West Chester, OH (US); Lon Montgomery (56) References Cited Gray, Florence, KY (US); Shih-Chuan U.S. PATENT DOCUMENTS Liou, Cincinnati, OH (US); Christine Marie Readnour, Fort Mitchell, KY 5,578,563 A 11/1996 Trinh et al. (US); Ricky Ah-Man Woo, Hamilton, 6,001,342 A 12/1999 Forestier et al. OH (US) (Continued) (73) Assignee: The Procter & Gamble Company, FOREIGN PATENT DOCUMENTS Cincinnati, OH (US) JP WO 82O1993 6, 1982 (*) Notice: Subject to any disclaimer, the term of this JP O3146.064 6, 1991 patent is extended or adjusted under 35 (Continued) U.S.C. 154(b) by 474 days. OTHER PUBLICATIONS This patent is Subject to a terminal dis “Methyl dihydrojasmonate’ CASEN 24851-98-7: http://www. claimer. chemicalbook.com/CASEN 24.851-98-7.htm. (21) Appl. No.: 12/562,534 (Continued) (22) Filed: Sep. 18, 2009 Primary Examiner — Sean Basquill (65) Prior Publication Data Assistant Examiner — Miriam A Levin (74) Attorney, Agent, or Firm — Abbey A. Lopez; Amy I. US 2011 FOOTO181A1 Mar. 24, 2011 Ahn-Roll (51) Int. Cl. A6IL 9/01 (2006.01) (57) ABSTRACT D06M I3/00 (2006.01) Freshening compositions comprising a malodor binding (Continued) polymer, a malodor counteractant comprising at least one aliphatic aldehyde, and an aqueous carrier, wherein the com (52) U.S. Cl. position is essentially free of any material that would soil or CPC ................ D06M 13/005 (2013.01); A61L 2/22 stain fabric; and methods thereof are provided. In some (2013.01); A61L 9/01 (2013.01); A61L 9/14 embodiments, the malodor binding polymer comprises a (2013.01); homopolymeric polyethylenimine having a molecular weight (Continued) of about 1,000 to about 2,000,000. Such freshening compo sitions may be used to reduce malodor and/or microbes on (58) Field of Classification Search inanimate Surfaces or in the air. CPC. A61 L9/012: A61 L 2202/26: A61 L 2209/13; A61L 2209/21: A61L 2/22: A61L 9/01; 15 Claims, 2 Drawing Sheets Anti-ficrobia benefit of PE on Staphylococcus, P. Erabilis, P.Aer. A. Nigermed 3psiss sexamplex Exam US 9,260.817 B2 Page 2 (51) Int. Cl. FOREIGN PATENT DOCUMENTS A6IL 2/22 (2006.01) f JP 2006149892 6, 2006 A6IL 9/14 (2006.01) JP 2007215831 8, 2007 D06M 3/27 (2006.01) JP 2007 332130 A 12/2007 D06M 13/148 (2006.01) W8 w883. A 1758. D06M 3/92 (2006.01) D06M I3/2O3 (2006.01) OTHER PUBLICATIONS D06M I3/256 (2006.01) “(+)-Jasmonic acid, methyl ester (cis)-Compound Summary (CID D06M 3/402 (2006.01) 6427970); http://pubchem.ncbi.nlm.gov/summary/summary. D06M 5/6 (2006.01) cgi?=6427970&ncount=14.* "Methyl phenyl carbinyl acetate Compound Summary (CID D06M 23/02 (2006.01) 62341)”; http://pubchem.ncbi.nih.gov/summary/summary. D06M 23/06 (2006.01) cgi?cid=62341&n&ncount=41.* (52) U.S. Cl “Santol pentenol” rw 1032011; http://www.goodscentscompany. CPC.- - - - - - - - - - D06M 13/127(2013.01):.UT): D06M 13/148 SIRISE“Polysantol” 107898-54-4: http://www.guidechem.com/dictionary/ (2013.01): D06M 13/192 (2013.01): D06M 107898-54-4.html. 13/203 (2013.01): D06M 13/256 (2013.01); “Tetrahydropyran-ChemSpider ID 8554”: http://www.chemspider. (2013.01):D06M 13/402D06M 23/02(2013.01): (2013.01): D06M D06M 15/61 sistialists,al al y104,921; Shi, ttp://www.thegoodscentScompany. thegood 20, ( 2010.61E30.01): ((61301. .01): Chempoint,In data TWO BASF, Lupasolhtml Polyethyleneimine Retrieved from A61 L 2209/13 (2013.01); A61 L 2209/21 internet <URL: http://www.chempoint.com/products/catalog basf. (2013.01) lupasol-polyethylenimine-adhesion-promoters/lupasol polyethylenimine >). Downloaded Jun. 28, 2015), 8 pages).* (56) References Cited Carytrad, BASF, Lupasol Types, Technical Information Retrieved from internet <ULR: http://www.carytrad.com.tw/chemical/down U.S. PATENT DOCUMENTS load/basf08 0806130e Lupasol%20types.pdf >). Downloaded Jun. 28, 2015, 10 pages).* 6,103,678 A 8/2000 Masschelein et al. Coussot et al., Colorimetric quantification of amino groups in linear 6,454,876 B1 9/2002 Ochomogo et al. and dendritic structures, Polym Int (2009), 58: 511-518 (published 6,653,274 B1 1 1/2003 Godfroid et al. on-line Mar. 13, 2009), 8 pages.* 6,680,289 B1 1/2004 Woo et al. BASF, Care Chemicals & Formulators, Lupasol Types (Sep. 2010), 6,833,342 B2 12/2004 Woo et al. 10 pages.* 2: 3: Silet al. U.S. Appl. No. 12/562,553, filed Sep. 18, 2009, Williams et al. 2002/0011584 A1* 1/2002 Uchiyama et al. ........... 252,891 International Search Report dated Apr. 26, 2011, containing 5 pages. 2003/OO736O7 A1 4/2003 Smets et al. Database WPI, Week 200809, Thomson Scientific, London, GB AN 2003/0228992 A1* 12/2003 Smets et al. .................. 510,267 2008-B34608 XPOO263. 1068. 2009 OO68138 A1 3/2009 Huang et al. 2012/0183488 A1* 7, 2012 Woo et al. .................... 424,76.1 * cited by examiner U.S. Patent Feb. 16, 2016 Sheet 2 of 2 US 9,260,817 B2 en C t 4§ | uotonpe. So seeds US 9,260,817 B2 1. 2 FRESHENING COMPOSITIONS FIG. 2 is a bar graph showing microbe reduction with a COMPRISING MALODOR BINDING freshening composition according to the present invention POLYMERS AND MALODOR containing a malodor binding polymer in comparison to a COUNTERACTANTS freshening composition lacking such malodor binding poly C. FIELD OF THE INVENTION DETAILED DESCRIPTION OF THE INVENTION The present invention relates to freshening compositions comprising a malodor binding polymer, malodor counterac The freshening composition of the present invention is tants comprising at least one aliphatic aldehyde, and an aque 10 designed to deliver genuine malodor reduction and not func ous carrier, and methods thereof. tion merely by using perfume to cover up or mask odors. The freshening composition reduces malodor in the air or on BACKGROUND OF THE INVENTION inanimate surfaces, for example, fabrics that are contami nated with environmental odors such as food and tobacco Freshening products for reducing or masking malodors on 15 odors, or wetted with perspiration. The freshening composi fabrics and in air are currently available and are described in tion may also reduce microbes on inanimate Surfaces or in air. the patent literature. The Procter & Gamble Company sells The freshening composition may also act as a barrier to pre fabric and air freshening products under the FEBREZER) vent malodors from adhering to or penetrating an inanimate brand name. These products typically contain perfume, solu Surface. bilizer, cyclodextrin, and an aqueous carrier. S.C. Johnson A genuine malodor reduction provides a sensory and ana sells products such as Glade(R) Fabric and Air Odor Eliminator lytically measurable (e.g. gas chromatograph) malodor and Oust(R) Surface Disinfectant and Air Sanitizer. Reckitt reduction. Thus, if the freshening composition delivers a Benckiser sells products such as Lysol R Disinfectant Spray. genuine malodor reduction, the freshening composition will Certain freshening compositions do not effectively neutral neutralize malodors in the air and/or on fabrics. “Neutralize” ize a broad range of malodors on fabrics and in the air. 25 or “neutralization” as used herein means chemically reacting Further, certain freshening compositions may cause fabrics to with malodor components (e.g. the reaction of primary turn yellow or brown under natural light and/or make fabric amines with aldehydes to formimines, reductive alkylation of Susceptible to Soiling, particularly products that contain cer amines, protonation and deprotonation of amines, polymer tain types or amounts of aldehydes and/or Surfactants. ization or de-polymerization); or Suppressing the Volatility of There remains a need for improved freshening composi 30 malodorous components such that other parts of the compo tions that neutralize a broad range of malodors, including sition may react (e.g. acid-base neutralization); or physically malodors caused by microbes, and that provide a hedonic entrapping odorous molecules such that they are not re-re benefit, while avoiding Soiling and staining of fabrics that leased into the air (e.g. cyclodextrin inclusion complexes as may be contacted by the freshening composition. described herein). 35 I. Freshening Composition SUMMARY OF THE INVENTION The freshening composition for reducing malodor com prises a malodor binding polymer, a malodor counteractant The present invention relates to a freshening composition comprising at least one aliphatic aldehyde, and an aqueous for reducing malodor. In one embodiment, the freshening carrier, wherein said composition is essentially free of mate composition for reducing malodor comprises an effective 40 rials that soil or stain fabric. The total amount of surfactants amount of a malodor binding polymer, a malodor counterac (e.g. solubilizer, wetting agent) in the freshening composition tant comprising at least one aliphatic aldehyde; an aqueous is from 0% to 3% or no more than 3%, alternatively from 0% carrier; wherein said composition is essentially free of any to 1% or no more than 1%, alternatively from 0% to 0.9% or material that would soil or stain fabric. In another embodi no more than 0.9%, alternatively from 0% to 0.7 or no more ment, the freshening composition comprises a homopoly 45 than 0.7%, alternatively from 0% to 0.5% or no more than meric polyethyleneimine having a molecular weight of 1,000 0.5%, alternatively from 0% to 0.3% or no more than 0.3%, to 2,000,000; at least one aliphatic aldehyde; a glycol; a by weight of the composition.
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