USOO6656923B1 (12) United States Patent (10) Patent No.: US 6,656,923 B1 Trinh et al. (45) Date of Patent: *Dec. 2, 2003 (54) UNCOMPLEXED CYCLODEXTRIN 5,464,545. A 11/1995 Isharani et al. .............. 252/8.6 COMPOSITIONS FOR ODOR AND WRINKLE CONTROL (List continued on next page.) FOREIGN PATENT DOCUMENTS (75) Inventors: Toan Trinh, Maineville, OH (US); Raymond Edward Bolich, Jr., DE 273.1520 1/1979 Maineville, OH (US); Helen Bernardo E. s s A: 5.08 Tordil, West Chester, OH (US); Robert EP O 354 648 B1 6/1994 Mermelstein, Cincinnati, OH (US); EP O 613 675 A1 9/1994 Marjorie Mossman Pefly, Cincinnati, FR 22O1880 5/1974 OH (US); Ricky Ah-Man Woo, JP SHO 53-41440 4/1978 Hamilton, OH (US); Daniel Scott JP SHO 58-1244.52 7/1983 Cobb, Loveland, OH (US); Eva JP SHO 61-128973 6/1986 Schneiderman, Fairfield, OH (US); JP SHO 63-164953 7/1988 Ann Margaret Wolff, Cincinnati, OH JP HEI 3-170415 7/1991 (US); Erin Lynn Rosenbalm, Fairfield, E. H 3. E. OH (US); Thomas Edward Ward, WO WO 96/04940 2/1996 Oxford, OH (US); Alex Haejoon WO WO95/17175 6/1996 Chung, West Chester, OH (US); Anthony James Burns, West Chester, OTHER PUBLICATIONS Qi's with Syril. Hashimoto, H., “Studies on the Industrial Production and Streutker Florence KY (US) Application of Cyclodextrins”, Starch Science, vol. 36, No. s s 1 (1989), pp. 35–42. Hashimoto, H., “Application of Cyclodextrins to Foods, (73) ASSignee: The Este, syll Company, Toiletries and Other Products in Japan', Ensuiko Sugar s Refining Co., Ltd., pp. 13-46, (1988). (*) Notice: Subject to any disclaimer, the term of this U.S. patent application Ser. No. 09/067.240, Trinh et al., patent is extended or adjusted under 35 filed Apr. 27, 1998. U.S.C. 154(b) by 0 days. U.S. patent application Ser. No. 09/067,385, Trinh et al., filed Apr. 27, 1998. This patent is Subject to a terminal dis- U.S. patent application Ser. No. 09/067,182, Trinh et al., claimer. filed Apr. 27, 1998. Primary Examiner Kathleen K. Fonda (21) Appl. No.: 09/067,241 Assistant Examiner Leigh C. Maier (22) Filed: Apr. 27, 1998 (74) Attorney, Agent, or Firm-Jason J. Camp; Jeffrey V. Bamber; Mark A. Charles Related U.S. Application Data (57) ABSTRACT (63) Continuation-in-part of application No. 08/871,119, filed on The present invention relates to a Stable, aqueous odor Jun. 7, 1997, now Pat. No. 5,955,093. absorbing and wrinkle controlling composition, preferably (51) Int. Cl. .......................... C11D 3/22: D06M 10/10; for use on inanimate Surfaces, especially fabrics. The com A61L 2/18 position comprises from about 0.1% to about 20%, by (52) U.S. Cl. ........................ 514/58; 510/470; 252/8.91; Weight of the composition, of Solubilized, water-Soluble, 424/76.4 uncomplexed cyclodextrin and an effective amount of at (58) Field of Search ........................... 510/470; 514/58; least one ingredient to improve the performance of the 424/76.4; 252/8.91 composition selected from the group consisting of: (1) cyclodextrin compatible Surfactant; (2) cyclodextrin com (56) References Cited patible antimicrobial active; and (3) mixtures thereof. The composition also comprises a wrinkle control agent which is U.S. PATENT DOCUMENTS fabric lubricant, shape retention polymer, hydrophilic 2544,093 A 3/1951 Kilgore ......................... 252/1 plasticizer, lithium Salt, or mixtures thereof. Hydrophilic 3.074891 A 1/1963 Kulka .......... ... 252/305 perfume improves acceptance. Optionally, the composition 4,085.243 A 4/1978 Giordano et al. ... 427/387 can contain low molecular weight polyols, metallic Salts to 4.278,658 A 7/1981 Hooper et al. ................ 424/65 help control odor; a humectant, etc. The composition is 4,382,079 A 5/1983 Marschner ................... 424/65 essentially free of any material that would Soil or Stain 4,555,419 A * 11/1985 Huhn et al. .... ... 427/387 fabric. The composition is preferably applied as Small par 4,904,524 A 2/1990 Yoh .......... 428/311.3 ticle size droplets, especially from Spray containers. The 5,094,761 A 3/1992 Trinh et al. .......... ... 252/8.9 cyclodextrin/Surfactant combination, either alone, or in 5:3. A 2.92. Safer et al. ........ 5. combination with the other ingredients, provides improved 5.99.953 A 4/1993 Fung et al... S. antimicrobial activity. 5,296,269 A * 3/1994 Yang et al. .............. 427/393.2 5,429,628 A 7/1995 Trinh et al. ................. 604/359 45 Claims, No Drawings US 6,656,923 B1 Page 2 U.S. PATENT DOCUMENTS 5,668,097 A * 9/1997 Trinh et al. ................. 510/293 5,670.475 A * 9/1997 Trinh et al. ... ... 510/470 5,486,355. A 1/1996 Berschied, Jr. .............. 424/65 5,681.806 A * 10/1997 Trinh et al. ....... ... 510/330 S. A h et l, - - - 5.8 5,695,677 A 12/1997 Silvester et al. ........... 252/8.91 2- ---Y-2 f ajoie et al. ... 424f. 5,714,137 A * 2/1998 Trinh et al. ................ 424/76.4 5,532,023 A 7/1996 Vogel et al. .. ... 427/8 5,714,445 A 2/1998 Trinh et al. .... ... 510/103 5,534,165 A * 7/1996 Pilosof et al. 252/8.91 5,773,4082 - 2 A 6/1998 Trinh et al. .... ... 510/520 5,540,853 A 7/1996 Trinh et al. ... 510/101 5,912.4082 - 2 A 6/1999 Trinh et al. .................... 8/142 5,552,378 A 9/1996 Trinh et al. ... 512/3 2- --1-2 : 5,955,093 A * 9/1999 Woo et al. ... 424/401 5,578,563 A 11/1996 Trinh et al. ... ... 510/513 5968.404 A 10/1999 Trinh et al. .... ... 252/8.91 5,614,591 A 3/1997 Basinger et al. ... 525/163 6001343 A 12/1999 Trinh et all 424f76.4 5,620,787 A 4/1997 Ona et al... ... 442/102 2Y- - -a- f Ill C al. /76. 5,645,751. A 7/1997 Haley ........ 252/8.91 5,663,134. A * 9/1997 Trinh et al. ................. 510/406 * cited by examiner US 6,656,923 B1 1 2 UNCOMPLEXED CYCLODEXTRIN it is preferable to include a water-soluble antimicrobial COMPOSITIONS FOR ODOR AND preservative, which is effective for inhibiting and/or regu WRINKLE CONTROL lating microbial growth, to increase Storage Stability of clear, aqueous odor-absorbing Solutions containing water-Soluble This application is a continuation-in-part of application cyclodextrin, when the composition does not contain an Ser. No. 08/871,119, filed Jun. 7, 1997, now U.S. Pat. No. antimicrobial material as described hereinafter. 5,955,093. It is desirable to provide further improvements Such as a cyclodextrin compatible antimicrobial active that provides TECHNICAL FIELD Substantial kill of organisms that cause, e.g., odor, The present invention relates to Stable, preferably infections, etc. It is also desirable that the compositions translucent, more preferably clear, acqueous odor-absorbing contain a cyclodextrin compatible Surfactant to promote and wrinkle controlling compositions, articles of Spreading of the odor absorbing composition on hydropho manufacture, and/or method of use, comprising Solubilized, bic Surfaces Such as polyester, nylon, etc. as well as to uncomplexed cyclodextrin; and cyclodextrin-compatible penetrate any oily, hydrophobic Soil for improved malodor fabric wrinkle control agent; and, preferably, cyclodextrin 15 control. Furthermore, it is desirable that the cyclodextrin compatible antimicrobial active and/or cyclodextrin com compatible Surfactant provide in-wear electrostatic control. patible Surfactant, hydrophilic perfume providing improved It is more preferable that the odor absorbing composition of acceptance, or mixtures thereof. AS used herein, "cyclodex the present invention contain both a cyclodextrin trin compatible” means that the cyclodextrin and the other compatible antibacterial active and a cyclodextrin material, or active, do not Substantially interact So as to compatible Surfactant. A cyclodextrin-compatible active is eliminate the odor controlling ability of the cyclodextrin or one which does not Substantially form a complex with the desired effect of the material or active. The odor cyclodextrin in the composition, at the usage concentration, absorbing composition is designed to control odors caused So that an effective amount of both the free, uncomplexed by a broad Spectrum of organic odoriferous materials, which active and free, uncomplexed cyclodextrin are available for may, or may not, contain reactive functional groups, and to 25 their intended use. Furthermore, it is desirable to include a preferably remain shelf stable for a substantial period of humectant to maintain a desirable moisture level in cotton time. Preferably, the aqueous odor-absorbing compositions fabrics while they dry to maximize dewrinkling. are for use on inanimate Surfaces, especially fabrics, and more specifically, clothes, in order to restore and/or maintain SUMMARY OF THE INVENTION freshness by reducing malodor without the need for Washing The present invention relates to a Stable, preferably or dry cleaning. translucent, more preferably clear, acqueous odor-absorbing and wrinkle controlling composition, odor control and BACKGROUND OF THE INVENTION wrinkle control methods and articles of manufacture that use The present invention relates to Stable, preferably 35 Such odor-absorbing and wrinkle controlling composition, translucent, more preferably clear, aqueous odor absorbing preferably for use on inanimate Surfaces, especially fabrics and wrinkle controlling compositions, articles of manufac comprising: ture and/or method for use, e.g., on inanimate Surfaces, (A). an effective amount to absorb malodors, typically primarily fabrics, and especially cotton fabrics. Such com from about 0.01% to about 20% by weight of the positions can optionally provide a “Scent Signal” in the form 40 composition, with concentrated compositions which of a pleasant odor which Signals the removal of the malodor.