Absorbent article comprising fragrance and odor control composition
By applying the non-complex fragrance composition and the water-based odor control composition in a substantially non-overlapping pattern in the absorbent article, the problem of poor fragrance effect in the absorbent article is solved, and the durability and stability of the fragrance are achieved.
Patent Information
- Application Number
- CN202380059771.5
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- Priority Date
- 2022-09-15
- Filing Date
- 2023-09-12
- Publication Date
- 2025-03-14
AI Technical Summary
It is difficult for existing absorbent articles to provide a defined fragrance effect before and during use, and the non-complexing fragrance composition interacts with the odor control composition to reduce the efficacy of the odor control composition.
The non-complex fragrance composition containing a non-complex fragrance and an organic solvent is applied in an absorbent article with a water-based odor control composition containing a fragrance complexed with a methylated beta cyclodextrin (mBCD) in a substantially non-overlapping pattern, providing the best fragrance effect.
The optimal fragrance effect is achieved before and during use of the absorbent article, avoiding the interaction of the non-complex fragrance composition with the odor control composition, and improving the durability and stability of the fragrance.
Smart Images

Figure CN119630437A_ABST
Abstract
Description
Technical Field
[0001] The present application is generally directed to absorbent articles comprising a water-based odor control composition and a non-complexed perfume composition applied in a substantially non-overlapping pattern and methods of making the same. Background Art
[0002] The use of feminine hygiene pads to absorb body exudates has been known for decades. Improvements over the years have addressed the softness / feel of the pads against the wearer's skin as well as the fluid acquisition rate, retention of fluid acquisition, and / or fluid capacity of these pads. Another area of improvement in feminine hygiene pads is in the area of odor control, as such articles are often used to absorb and retain body fluids and other exudates excreted by the human body, such as urine and menstrual fluid. The degradation of menstrual fluid and / or urine often produces malodor. Therefore, materials for controlling and reducing malodors in absorbent articles have been developed.
[0003] Materials for controlling and reducing malodor in absorbent articles include non-complexed cyclodextrin molecules, which trap malodor molecules by complexing them, thereby reducing their volatility. In addition, odor-controlling organic compounds that play an active role in reducing the perception of malodors are also known. Odor-controlling organic compounds include fragrances (i.e., chemicals or blends of chemicals that stimulate olfactory receptors to provide a pleasant smell), odor-masking compounds (i.e., compounds that stimulate olfactory receptors so that unpleasant odors are less perceived or considered less annoying), and reactive compounds (i.e., compounds that chemically react with malodor molecules and neutralize them). Such odor-controlling organic compounds can be introduced into absorbent articles in the form of complexes with cyclodextrins.
[0004] Complexes of odor-controlling organic compounds with cyclodextrins are beneficial because fragrances, odor-masking compounds, and most reactive compounds tend to volatilize and evaporate during storage and use, thereby losing their effectiveness. The formation of cyclodextrin complexes prevents the evaporation of such volatile compounds. In the case of reactive compounds, the formation of cyclodextrin complexes also protects the reactive compounds from unwanted reactions, thereby improving the chemical stability of these compounds during storage and use of absorbent articles. Recently, water-based odor-controlling compositions comprising fragrances complexed with methylated beta-cyclodextrin (mBCD) have been shown to be particularly useful in absorbent articles. Water-based compositions provide several benefits, particularly relative to similar organic solvent-based compositions, including reduced complexity during manufacturing and improved stability of absorbent articles.
[0005] By design, odor-controlling organic compounds (e.g., fragrances) incorporated into absorbent articles in the form of cyclodextrin complexes are released from the cyclodextrin complexes when in contact with body fluids such as menstrual fluids and urine to manage malodors generated by the degradation of these fluids. Therefore, the odor-controlling organic compounds (e.g., fragrances) in the cyclodextrin complexes are extremely low in perceptibility before contact with body fluids. However, some consumers may prefer to experience the initial fragrance bloom - "pre-scent" - before using the absorbent article (e.g., when unpacking the absorbent article) and during use. In addition, some consumers prefer the pre-scent to have a different characteristic from the fragrance provided during use. In order to provide a pre-scent different from the fragrance in use, a non-complexed fragrance composition and an odor-controlling composition containing a fragrance complexed with methylated beta-cyclodextrin (mBCD) can be applied to an absorbent article, wherein the pre-scent associated with the non-complexed fragrance composition is different from the fragrance associated with the odor-controlling composition. However, the non-complexed fragrance composition may interact adversely with the odor-controlling composition (mainly due to the presence of organic solvents in the non-complexed fragrance composition) and reduce the efficacy of the odor-controlling composition.
[0006] Surprisingly, it has been found that applying a non-complexed perfume composition comprising a non-complexed perfume and an organic solvent and a water-based odor control composition comprising a perfume complexed with methylated beta-cyclodextrin (mBCD) to an absorbent article in substantially non-overlapping patterns provides optimal fragrance benefits before and during use of the absorbent article. Summary of the invention
[0007] The present disclosure relates to a disposable absorbent article, comprising a top sheet, a back sheet and an absorbent core disposed between the top sheet and the back sheet, the disposable absorbent article further comprising: a water-based odor control composition comprising a perfume complexed with methylated β-cyclodextrin; and a non-complexed perfume composition comprising a non-complexed perfume and an organic solvent, wherein the odor control composition and the non-complexed perfume composition are substantially non-overlapping.
[0008] The present disclosure also relates to a method for preparing a disposable absorbent article having a water-based odor control composition and a non-complexed fragrance composition, the method comprising the following steps: obtaining a top sheet material; obtaining a back sheet material; obtaining an absorbent core material; placing the absorbent core material between the top sheet and the back sheet material; obtaining one or more optional materials disposed between the top sheet and the absorbent core and / or between the absorbent core and the back sheet; providing a water-based odor control composition comprising a fragrance complexed with methylated β-cyclodextrin (m-BCD); providing a non-complexed fragrance composition comprising a non-complexed fragrance and an organic solvent; applying a pattern of the water-based odor control composition to at least one of the top sheet, the back sheet, the absorbent core, or the optional material, and applying a pattern of the non-complexed fragrance composition to at least one of the top sheet, the back sheet, the absorbent core, or the optional material, wherein the odor control composition pattern and the non-complexed fragrance composition pattern do not substantially overlap. BRIEF DESCRIPTION OF THE DRAWINGS
[0009] Figure 1 Schematic diagram of a top view of an absorbent core.
[0010] Figure 2 Schematic diagram of a cross-sectional view of an absorbent core.
[0011] Figure 3 Schematic diagram of a top view of an absorbent core.
[0012] Figure 4 A schematic diagram of an absorbent article.
[0013] Figure 5 Figure depicts representative chromatograms of hydrolyzed, reduced, and acetylated methyl β-cyclodextrin.
[0014] Although the specification ends with claims that specifically point out and clearly claim what is considered to be the subject matter of the present invention, it is believed that the invention can be more fully understood from the following description in conjunction with the accompanying drawings. Some of these figures may have been simplified by omitting selected elements in order to more clearly show other elements. Such omissions of elements in certain figures do not necessarily indicate the presence or absence of a particular element in any exemplary embodiment unless such is clearly described in the corresponding text description. The drawings are not drawn to scale. DETAILED DESCRIPTION
[0015] As used herein, the following terms shall have the meanings specified below:
[0016] "Absorbent article" refers to a wearable device that absorbs and contains liquids, and more specifically, refers to a device that is placed close to or adjacent to the wearer's body to absorb and contain the various exudates discharged from the body. Absorbent articles may include diapers, training pants, adult incontinence underwear (e.g., liners, pads, and briefs), and / or feminine hygiene products.
[0017] The term "disposable" is used herein to describe absorbent articles that are not intended to be laundered or otherwise restored or reused as an absorbent article after a single use. Examples of absorbent articles include diapers, toddler training pants, adult incontinence pants, adult incontinence pads, and feminine hygiene products such as sanitary napkins, pads, pantiliners, interlabial devices, hemorrhoidal pads, and the like.
[0018] As used herein, "body facing surface" refers to the surface of an article or component which is intended to be worn toward or adjacent to the wearer's body; while the "garment facing surface" is on the opposite side and is intended to be worn toward or placed adjacent to the wearer's underwear when the disposable absorbent article is worn.
[0019] "ClogP" refers to the calculated log P value, which is a measure of the hydrophilicity of a compound, where log P is the octanol water partition coefficient, calculated by the consensus algorithm implemented in ACD / Percepta Version 14.02 by Advanced Chemistry Development, Inc. (ACD / Labs, Toronto, Canada).
[0020] By "complex" it is intended to mean an "inclusion complex" within the meaning of the IUPAC Compendium of Chemical Terminology, 2nd edition (1997), wherein the complexing agent (in this case the cyclodextrin) is the host and the complexing compound is the "guest".
[0021] "Cyclodextrin complex" refers to a complex of cyclodextrin and fragrance.
[0022] "Cyclodextrin complex stability constant" or "complex stability constant" (log K) refers to the ability of a perfume raw material to bind to a cyclodextrin. The complex stability constants of a variety of materials relative to various cyclodextrins as measured by calorimetric techniques can be found in the literature, for example, Rekharsky and Inoue (1998), Complexation Thermodynamics of Cyclodextrins, Chemical Review, 98, 1875-1917. In addition, for reference, a list of perfume raw materials and their estimated complex stability constants is included in the table below.
[0023] The terms "fragrance" and "perfume" are used interchangeably.
[0024] Unless otherwise indicated, "molecular weight" refers to the weight average molecular weight, which can be calculated by using the sum of the molecular weights of the elements in the molecule. These can be found, for example, in Atomic Weights of the Elements, Weiser, 2005.
[0025] "Odour detection threshold" refers to the lowest concentration of a certain odor compound in the air that can be perceived by the human sense of smell. Odour detection thresholds for various materials can be found in the following literature: vanGemert, LJ; Odour Thresholds (Compilations of Odour Threshold Values in Air Water and Other Media; Oliemans Punter & Partners; The Netherlands, 2011. It is expressed in -log molar concentration units. In this context, the human odor detection threshold (ODT) is expressed as the olfactory power or p.ol (the negative logarithm of the molar concentration of the odorant in the air when a human first detects the presence of the odorant). These values can be directly converted to other common units, such as ppm (volume) and ppb (volume): thresholds of 1 ppm and 1 ppb are equivalent to p.ol = 6 and p.ol = 9, respectively. The odor 30 detection threshold can be measured, for example, by the method in International Publication No. WO 2006 / 138726.
[0026] Absorbent products
[0027] In general, the absorbent articles of the present disclosure typically include a top sheet, a back sheet, and an absorbent core disposed between the top sheet and the back sheet. Each of the non-complexed perfume composition and the water-based odor control composition comprising a methylated β-cyclodextrin (m-BCD) complex may be provided in the absorbent article at any one or more suitable locations, provided that the non-complexed perfume composition and the odor control composition do not substantially overlap. The non-complexed perfume composition may adversely interact with the water-based odor control composition and reduce the efficacy of the odor control composition, primarily due to the presence of organic solvents. Preferably, the non-complexed perfume composition is also applied to the absorbent article so that interaction with any ink or colorant in the absorbent article is also minimized.
[0028] Each of the non-complexed perfume composition and the water-based odor control composition containing the perfume complexed with methylated β-cyclodextrin (m-BCD) can be applied in a variety of ways and shapes or patterns using conventional application equipment, for example in the form of a spray. The application pattern may include stripes, circles, dots, geometric figures, stars, decorative figures, irregular shapes, or combinations thereof. The pattern may include a single stripe, a single circle, a single dot, or a single other shape, or multiple stripes, multiple circles, multiple dots, or multiple other shapes. Each of the non-complexed perfume composition and the water-based odor control composition containing the methylated β-cyclodextrin (m-BCD) complex can be applied to the top sheet, the absorbent core, the body-facing side of the back sheet, and / or any other layer in the article. In some embodiments, each of the non-complexed fragrance composition and the water-based odor control composition can be applied to the body-facing side or clothing-facing side of the absorbent core and / or the body-facing side of the back sheet. In some embodiments, the odor control composition and / or the non-complexed fragrance composition can be applied to more than one layer in the article.
[0029] In some embodiments, the non-complexed fragrance composition and the water-based odor control composition can be applied on the same side of the same layer, for example, both are applied on the clothing-facing side of the absorbent core. In such embodiments, the composition is applied so that there is substantially no overlap in the XY plane-particularly, the area of the overlapping region in the XY plane is minimized. In some embodiments, the odor control composition and the non-complexed fragrance composition can be applied on different layers in the article or on different sides of the same layer. In such embodiments, the composition is applied so that there is substantially no overlap in the Z plane-particularly, the thickness of the overlapping region in the Z plane is minimized. And, for simplicity, if the pattern of the odor control composition is applied at one position in the XY plane and the pattern of the non-complexed fragrance composition is applied at a separate different position in the XY plane, the two patterns are considered to be projected onto the same Z plane (and the thickness of the overlapping region in the Z plane is measured).
[0030] When a non-complexed perfume composition and an aqueous-based odor control composition comprising a methylated β-cyclodextrin (m-BCD) complex are applied to the same side of the same layer in an absorbent article, "substantially overlapping" means that the area of the overlap region between the two compositions (in the XY plane) is greater than about 50% of the wearer-facing surface area of the absorbent core, or greater than about 40% of the wearer-facing surface area of the absorbent core, or greater than about 30% of the body-facing surface area of the absorbent core, or greater than about 20% of the wearer-facing surface area of the absorbent core, or greater than about 10% of the wearer-facing surface area of the absorbent core, or greater than about 5% of the wearer-facing surface area of the absorbent core, or greater than about 3% of the wearer-facing surface area of the absorbent core, or greater than about 1% of the body-facing surface area of the absorbent core.
[0031] The area of the overlapping region and the body-facing surface of the absorbent cores can be directly calculated by the manufacturer's instructions for the absorbent article comprising the relative position of the non-complexed perfume composition pattern and the water-based odor control composition pattern. If these instructions are not available (for example, because analyzing third-party products), then the area of the overlapping region and the body-facing surface of the absorbent cores can be directly measured on the product with a ruler or using image analysis software. The area of the overlapping region and the body-facing surface of the absorbent cores can be visually measured with the help of magnification / microscopy and / or photography or any other auxiliary technology and equipment to any extent that is considered useful. The area of the overlapping region can then be divided by the area of the body-facing surface of the absorbent cores, and the result can be multiplied by 100, so that the result is expressed as a percentage. This process can be repeated to several (for example 3-5) independent products with the same structure, to obtain the mean value of the overlapping region area of a given product structure.
[0032] For this purpose, the non-complexed perfume composition pattern, the water-based odor control composition pattern and the overlapping area can be visualized by using certain staining agents. It is within the skill of ordinary technicians in the field to select appropriate staining agents to visualize (and distinguish) the organic solvent-based non-complexed perfume composition pattern and the water-based odor control composition pattern and the overlapping area. The non-complexed perfume composition pattern, the water-based odor control composition pattern and the overlapping area can also be visualized (and distinguished) using various known analytical methods, including gas chromatography, IR spectroscopy, X-ray photoelectron spectroscopy (XPS) and time-of-flight secondary ion mass spectrometry (TOF-SIMS). These various analytical methods can be used together with image analysis software to measure the area of the overlapping area. SEM microscopy and FTIR imaging can also be used to visualize and / or measure the area of the overlapping area.
[0033] When a non-complexed perfume composition and an aqueous-based odor control composition comprising a methylated β-cyclodextrin (m-BCD) complex are applied to different layers or different sides of the same layer in an absorbent article, "substantially overlapping" means that the thickness of the overlapping area of the two compositions (in the Z plane) is greater than about 50% of the thickness of the layer separating the two compositions, or greater than about 40% of the thickness of the layer separating the two compositions, or greater than about 30% of the thickness of the layer separating the two compositions, or greater than about 20% of the thickness of the layer separating the two compositions, or greater than about 10% of the thickness of the layer separating the two compositions, or greater than about 5% of the thickness of the layer separating the two compositions, or greater than about 3% of the thickness of the layer separating the two compositions, or greater than about 1% of the thickness of the layer separating the two compositions.
[0034] The thickness of the overlapping area can be directly calculated by the manufacturer's instructions of the absorbent article including the relative positions of the non-complexed perfume composition pattern and the water-based odor control composition pattern. If these instructions are not available (for example, because of analyzing third-party products), the thickness of the overlapping area and the thickness of the layer separating the two compositions can be directly measured on the product, for example, with a ruler or using image analysis. The thickness of the overlapping area and the thickness of the layer separating the two compositions can be visually measured (taking the cross section of the absorbent article) to any extent that is considered useful with the help of magnification / microscopy and / or photography or any other auxiliary technology and equipment. The thickness of the overlapping area can then be divided by the thickness of the layer separating the two compositions, and the result can be multiplied by 100 to express the result as a percentage. The process can be repeated for several (for example 3-5) individual products with the same structure to obtain the average value of the overlapping area thickness of a given product structure.
[0035] For this purpose, non-complexed perfume composition patterns, water-based odor control composition patterns, and overlapping regions can be visualized by using certain stains. It is within the skill of ordinary technicians in the art to select appropriate stains to visualize (and distinguish) organic solvent-based non-complexed perfume composition patterns and water-based odor control composition patterns and overlapping regions. Non-complexed perfume composition patterns, water-based odor control composition patterns, and overlapping regions can also be visualized (and distinguished) using various known analytical methods, including gas chromatography, IR spectroscopy, X-ray photoelectron spectroscopy (XPS), and time-of-flight secondary ion mass spectrometry (TOF-SIMS). These various analytical methods can be combined with image analysis software to measure the thickness of the overlapping region. SEM microscopy and FTIR imaging can also be used to visualize and / or measure the thickness of the overlapping region.
[0036] Go to the attached picture, Figure 1 A water-based odor control composition pattern comprising two stripes and a non-overlapping, non-complexed perfume composition pattern comprising one stripe are shown. Figure 1 As shown, the non-complexed fragrance composition pattern 210 and the water-based odor control composition pattern 200 are both disposed on the garment-facing side of the absorbent core 100 and do not overlap in the XY plane. Figure 2 As shown, the non-complexed fragrance composition pattern 210 is disposed on the garment-facing side of the absorbent core 100, while the water-based odor control composition pattern 200 is disposed on the body-facing side of the absorbent core 100, without overlapping in the Z plane. Figure 3 Shown is a water-based odor control composition pattern 200 comprising five straight stripes and a non-complexed perfume composition pattern 210 comprising two curved stripes, both of which are disposed on the body-facing side of the absorbent core 100. Of note, Figure 3The non-complexed fragrance composition pattern 210 shown - two curved stripes - may be due to migration of the non-complexed fragrance composition, or the non-complexed fragrance composition may be applied as two curved stripes during manufacturing. Figure 3 As shown, in accordance with the present disclosure, the two patterns overlap, but the overlapping area is less than 30% of the body-facing surface area of the absorbent core.
[0037] With respect to water-based odor control compositions, as discussed above, when an absorbent article is wetted with a liquid insult, the substituted cyclodextrin in the odor control composition releases the fragrance therein to help mask any odor of the liquid insult. Thus, the water-based odor control composition can be placed in the article where the odor control composition can contact the liquid insult. In some embodiments, a water-based odor control composition comprising a substituted cyclodextrin complex (e.g., mBCD) can be provided in a target area of an absorbent article. Figure 4 As shown, the target zone 330 of the absorbent article 300 represents the expected fluid insult area of the absorbent article. The absorbent article 300 is shown to have an overall longitudinal length generally parallel to the Y-axis and an overall lateral width generally parallel to the X-axis.
[0038] like Figure 4 As shown, the target zone 330 may be disposed between two outer zones 335. In some forms, the target zone 330 may occupy about 60% of the overall longitudinal length (along the Y-axis) of the absorbent article 300, wherein each of the outer zones occupies about 30% or less of the overall length of the absorbent article 300 or less. In some forms, the target zone 330 may occupy about 50% of the overall length, while the outer zones 335 occupy about 40% or less of the overall length of the absorbent article. In some forms, the target zone 330 may extend from greater than about 20% to less than about 80%, from greater than about 30% to less than about 70%, from greater than about 40% to less than about 60% of the overall length of the absorbent article 300, specifically including all values within these ranges and any ranges derived therefrom.
[0039] It is contemplated that the target zone 300 extends only along a portion of the overall lateral width (along the X-axis) of the absorbent article 300. For example, in some forms, the target zone 330 may extend less than about 90% of the overall width of the absorbent article 300. As another example, the target zone 330 may extend less than about 75% of the overall width of the absorbent article 300. In still other forms, the target zone 330 may extend less than about 50% of the overall width of the absorbent article 300. As yet another example, the target zone 330 may extend from greater than about 10% to less than about 90%, greater than about 20% to less than about 80%, greater than about 30% to less than about 70% of the overall width, specifically including all values within these ranges and any ranges derived therefrom. In such forms, regions of the article outside the target zone 330 may be free of substituted cyclodextrin complexes. Or in other forms, the target zone 330 may include more substituted cyclodextrin complexes than any of the outer zones 335.
[0040] In the case of a catamenial tampon, the substituted cyclodextrin complex may be present on or in any component of the tampon, including the absorbent compressed cotton mass forming the body of the tampon, the outer wrapper, and the withdrawal string. For example, it may be contained in the body of the tampon, or on the surface of the tampon, or if an outer wrapper is present, on any surface of the outer wrapper. In the case where a second piece of absorbent material is present along an extension string near the withdrawal end of the tampon, the substituted cyclodextrin complex may be contained in the second piece.
[0041] Components of absorbent articles
[0042] Regardless of the specific components of the absorbent article, the top sheet is preferably compliant, soft and non-irritating to the skin and hair of the wearer. In addition, the top sheet is liquid permeable, allowing liquids (e.g., menstrual fluid and / or urine) to easily penetrate its thickness. Suitable top sheets can be manufactured by a wide range of materials, such as woven materials and nonwoven materials (e.g., nonwoven fiber webs), polymer materials such as open-hole formed thermoplastic films, open-hole plastic films and hydraulically formed thermoplastic films, porous foams, reticulated foams, reticulated thermoplastic films; and thermoplastic scrims. Suitable woven materials and nonwoven materials may include natural fibers (e.g., wood fibers or cotton fibers), synthetic fibers (e.g., polymer fibers such as polyester, polypropylene or polyethylene fibers) or a combination of natural fibers and synthetic fibers. When the top sheet includes a nonwoven fiber web, the fiber web may be manufactured by a variety of known techniques. For example, the fiber web may be processed by techniques such as spunbonding, carding, wet-laid webs, melt-blown, spunlace, a combination of the above methods.
[0043] In some forms, the top sheet can be a laminate of two or more materials, for example, including a nonwoven and a film. In such forms, the nonwoven can form the body-facing surface of the top sheet. Or, the film can form at least a portion of the body-facing surface of the top sheet. The film used as the top sheet is discussed in U.S. Patent Nos. 4,629,643, 5,460,623 and 6,563,013. Additional examples of formed films suitable for use as a top sheet or portion thereof are described in the following patents: U.S. Patent No. 3,929,135 issued to Thompson on December 30, 1975; U.S. Patent No. 4,324,246 issued to Mullane et al. on April 13, 1982; U.S. Patent No. 4,342,314 issued to Radel et al. on August 3, 1982; U.S. Patent No. 4,463,045 issued to Ahr et al. on July 31, 1984; U.S. Patent No. 5,006,394 issued to Baird on April 9, 1991; U.S. Patent No. 4,609,518 issued to Curro et al. on September 2, 1986; and U.S. Patent No. 4,629,643 issued to Curro et al. on December 16, 1986.
[0044] Non-limiting examples of woven and nonwoven materials suitable for use as topsheets or a part thereof include fibrous materials made from natural fibers, modified natural fibers, synthetic fibers, or a combination thereof. These fibrous materials can be hydrophilic or hydrophobic, but preferably, the topsheet is hydrophobic or appears to be hydrophobic. Some suitable nonwoven materials suitable for use as topsheets are described in U.S. Patent Nos. 5,792,404 and 5,665,452.
[0045] Backsheet can be impermeable to liquid (for example, menstrual fluid and / or urine), and preferably can be manufactured by thin plastic film, although other flexible materials such as nonwovens can also be used. As used herein, term "flexible" refers to compliant and easily conformable to the general shape and contour of human body. Backsheet can prevent the effluent absorbed and contained in the absorbent core from wetting the products in contact with absorbent article, such as bed sheet, underpants, pajamas and underwear. Backsheet can also be vapor permeable (" breathable "), keeps fluid impermeable simultaneously. Backsheet can comprise woven material or nonwoven material, polymeric film such as thermoplastic film of polyethylene or polypropylene or composite material such as nonwoven material of film coating.
[0046] The backsheet may include panty fastening components applied to its surface, particularly on the surface facing the outside of the absorbent article, to allow the article to stay in place when worn between the user's crotch and panties. Such panty fastening components may be, for example, an adhesive layer or a mechanical component such as Velcro. ® Or a combination thereof. When an adhesive is present, a release paper is usually also present to protect the adhesive prior to use.
[0047] The back sheet and top sheet can be respectively adjacent to the clothing surface and body surface location of absorbent cores.The absorbent cores can be engaged with top sheet, back sheet or both in any known manner by attachment components such as those well known in the art.What embodiments of the present invention envision is that the part of whole absorbent cores is not attached to top sheet, back sheet or both.
[0048] Absorbent cores can be formed by any material well known to those of ordinary skill in the art. Examples of such materials include multi-layer crepe cellulose filler plies, soft cellulose fibers, wood pulp fibers (also referred to as air felt), textile fibers, fiber blends, fiber clusters or fiber wadding, air-laid fiber webs, polymer fiber webs, and blends of polymer fibers. Other suitable absorbent core materials include absorbent foams, such as polyurethane foams or high internal phase emulsions ("HIPE") foams. Suitable HIPE foams are disclosed in US 5,550,167, US 5,387,207, US 5,352,711, and US 5,331,015. Other suitable materials for absorbent cores include open-cell foams or their sheets. The use of foams in absorbent cores is described in additional detail in U.S. Patent Nos. 6,410,820, 6,107,356, 6,204,298, 6,207,724, 6,444,716, 8,211,078, and 8,702,668.
[0049] In some forms, the absorbent core structure may include a heterogeneous bulk layer, or may utilize methods or parameters such as those described in the following patents: U.S. Patent Application No. 14 / 715,984 filed on May 19, 2015, U.S. Patent Application No. 14 / 750,399 filed on June 25, 2015, U.S. Patent Application No. 14 / 751,969 filed on June 26, 2015, U.S. Patent Application No. 15 / 078,132 filed on March 23, 2016, U.S. Patent Application No. 14 / 078,132 filed on March 23, 2016, and U.S. Patent Application No. 14 / 078,132 filed on March 25, 2016. 750,596, U.S. Patent Application No. 15 / 084,902 filed on March 30, 2016, U.S. Patent Application No. 15 / 343,989 filed on November 4, 2016, U.S. Patent Application No. 15 / 344,273 filed on November 4, 2016, U.S. Patent Application No. 15 / 344,294 filed on November 4, 2016, U.S. Patent Application No. 14 / 704,110 filed on May 5, 2015, U.S. Patent Application No. 15 / 194,894 filed on June 28, 2016, U.S. Patent Application No. 15 / 344,050 filed on November 4, 2016, U.S. Patent Application No. 15 / 344,117 filed on November 4, 2016, U.S. Patent Application No. 15 / 344,177 filed on November 4, 2016, U.S. Patent Application No. 15 / 344,198 filed on November 4, 2016, U.S. Patent Application No. 15 / 344,221 filed on November 4, 2016, U.S. Patent Application No. 15 / 344,239 filed on November 4, 2016 U.S. Patent Application No. 15 / 344,255 filed on January 4, 2016, U.S. Patent Application No. 15 / 464,733 filed on November 4, 2016, U.S. Provisional Patent Application No. 62 / 437,208 filed on December 21, 2016, U.S. Provisional Patent Application No. 62 / 437,225 filed on December 21, 2016, U.S. Provisional Patent Application No. 62 / 437,241 filed on December 21, 2016, or U.S. Provisional Patent Application No. 62 / 437,259 filed on December 21, 2016. The heterogeneous bulk layer has a depth, a width, and a height.
[0050] In some forms, a combination of absorbent core materials may be used. For example, a form is envisioned in which the first layer of the absorbent core comprises a foam material or sheet thereof as previously described, and the second layer of the absorbent core comprises an airlaid material. Such a combination is described in U.S. Patent Publication No. 2014 / 0336606 and U.S. Patent No. 9,649,228.
[0051] For some absorbent articles, the absorbent core may be relatively thin, having a thickness of less than about 5 mm, or having a thickness of less than about 3 mm, or less than about 1 mm. The thickness may be determined by measuring the thickness at the midpoint along the longitudinal centerline of the pad under a uniform pressure of 1.72 kPa using any method known in the art.
[0052] The absorbent core may comprise superabsorbent material such as absorbent gelling material (AGM), including AGM fibers, as known in the art.Thus, the absorbent core may constitute a layer comprising superabsorbent material.
[0053] The absorbent article may include other additional components, for example, between the top sheet and the absorbent core, such as a secondary top sheet or acquisition layer. The secondary top sheet or acquisition layer may include a tissue layer or nonwoven, such as a carded resin bonded nonwoven, an embossed carded resin bonded nonwoven, a high loft carded resin bonded nonwoven, a carded air-bonded nonwoven, a carded thermally bonded nonwoven, a spunbond nonwoven, and the like. A variety of fibers can be used in the secondary top sheet or acquisition layer, including natural fibers such as wood pulp, cotton, wool, and the like, as well as biodegradable fibers such as polylactic acid fibers, and synthetic fibers such as polyolefins (e.g., polyethylene and polypropylene), polyesters, polyamides, synthetic cellulose (e.g., RAYON ® , Lyocell), cellulose acetate, bicomponent fibers, and blends thereof. The basis weight of the second topsheet or acquisition layer may vary depending on the desired application. In some forms, the second topsheet or acquisition layer may include a superabsorbent polymer, such as AGM deposited thereon. In such forms, the second topsheet or acquisition layer may include a first AGM and the absorbent core includes a second AGM. In some forms, the first AGM may be different from the second AGM.
[0054] The absorbent article may comprise additional features such as side cuffs typically found in diapers, or side wings or flaps typically found in sanitary napkins.
[0055] Absorbent menstrual tampons are absorbent articles for intravaginal use, which are usually made of a cotton mass comprising absorbent fibers compressed into a cylindrical shape. When tampons have a self-sustaining shape and can be inserted with the fingers, they can be "digital tampons" or "applicator tampons", i.e. tampons introduced using an applicator. Tampons may also include a withdrawal string to facilitate withdrawal from the vagina.
[0056] The absorbent hygiene articles herein are usually commercialized in a package containing a plurality of units, which package is usually a plastic film or a carton. The individual units contained in the commercial package may or may not be individually wrapped.
[0057] In some forms, the absorbent articles of the present disclosure may include additional layers disposed between the top sheet and the absorbent core and / or between the absorbent core and the back sheet. Some examples include a second top sheet, an acquisition layer, and / or a distribution layer that may be exposed between the top sheet and the absorbent core. Other examples include a distribution layer or a liquid-impermeable layer disposed between the absorbent core and the back sheet.
[0058] Application of odor control composition
[0059] As previously mentioned, the odor control composition of the present disclosure can be provided in any suitable one or more positions on the disposable absorbent article. However, it is believed that for those methods involving spraying the odor control complex onto one or more layers of the disposable absorbent article, pollution can be caused when the odor control complex is applied to some layers. For example, because they are designed for rapid fluid collection, the top sheet can be permeable, and the degree of penetration makes it possible for a part of the odor control composition to pass through the top sheet and arrive on the production equipment, thereby causing pollution of the production line. Similarly, the second top sheet can be designed to make them permeable, and the degree of penetration makes it possible for a part of the sprayed odor control composition to blow through the second top sheet.
[0060] In contrast, the absorbent core is typically the densest layer of a disposable absorbent article. It is therefore believed that, in the case where a water-based odor control composition is sprayed onto the absorbent core, the likelihood that a portion of the odor control composition will blow through this layer is much lower. Therefore, in some forms, the water-based odor control composition of the present disclosure may be provided on the absorbent core.
[0061] It is noteworthy that additional optional layers may be provided between the topsheet and the absorbent core and / or between the backsheet and the absorbent core.Thus, the aqueous odor control composition of the present disclosure may be applied to one or more layers making up the disposable absorbent article.
[0062] Other application mechanisms of the odor control composition can be envisioned. In addition, as disclosed in US2018 / 033515, the odor control composition of the present disclosure can be applied to the AGM in the absorbent core. In addition, in the case where the manufacturer of the absorbent article obtains the material fiber web from the supplier, the supply of the odor control composition can be provided by the material supplier. For example, the absorbent core supplier can apply the odor control composition to the absorbent core raw material. The absorbent core raw material can then be converted by the absorbent article manufacturer. Independently or in combination therewith, the top sheet supplier, the second top sheet supplier or other raw material supplier can apply the odor control composition of the present disclosure to the raw material for subsequent conversion into an absorbent article.
[0063] The odor control compositions of the present disclosure are aqueous during application to and / or forming a layer of a disposable absorbent article.Disposable absorbent article manufacturers can obtain aqueous odor control compositions from suppliers, or manufacturers can produce the odor control compositions themselves.
[0064] Odor controlling compositions
[0065] The odor control composition of the present disclosure is a water-based composition and comprises a fragrance complexed with methylated beta-cyclodextrin (mBCD), an optional cyclodextrin-compatible surfactant, and an optional preservative. The odor control composition of the present disclosure allows for reduced complexity during manufacturing and reduced risks of use during manufacturing. In addition, the inventors have surprisingly found that the odor control composition of the present disclosure provides better stability for disposable absorbent articles. It has been found that disposable absorbent articles comprising a visual signal (a colorant disposed on a disposable absorbent article layer) and a conventional odor control composition (e.g., an organic solvent-based odor control composition) have an increased likelihood that their visual signal changes appearance due to the odor control composition. However, with the odor control composition of the present disclosure, the visual signal remains intact even over time. In addition, it has been similarly found that conventional odor control compositions will similarly negatively affect inks disposed on packaging materials. For example, ink disposed on the consumer-facing surface of the packaging material may change appearance due to the presence of conventional odor control compositions on the article within the packaging material.
[0066] spices
[0067] The odor control composition comprises a perfume complexed with a methylated beta-cyclodextrin (also referred to as a "complexed perfume composition"). The complex stability constant of at least a portion of the perfume raw materials may be about 3.0 or less; about 2.5 or less, about 2.0 or less, about 1.0 or less, to about 0, to about -1, to about -2, or any combination thereof. The cLogP of some of the perfume raw materials may be about 2.5 or less, about 2.0 or less, about 1.5 or less, about 1.0 or less to about -3. The weight average molecular weight of some of the perfume raw materials may be about 200 Daltons or less, about 180 Daltons or less, about 150 Daltons or less, about 100 Daltons or less to about 50 Daltons. The perfume raw materials will have an odor detection threshold. The odor detection threshold of at least a portion of the perfume raw materials will be about 7-log molar concentration or more, about 8-log molar concentration or more, about 9-log molar concentration or more, to about 11.5-log molar concentration. The complexed perfume composition comprises about 10% or more of a perfume raw material by weight of the composition, the perfume raw material having a complex stability constant of about 3.0 or less, a cLogP of about 2.5 or less, and a weight average molecular weight of about 200 Daltons or less. The complexed perfume composition may comprise about 20% or more, about 30% or more, about 40% or more, or about 50% or more, up to 100% of a perfume raw material having a complex stability constant of about 3.0 or less, a cLogP of about 2.5 or less, and a weight average molecular weight of about 200 Daltons or less. In addition, the complexed perfume composition may also include a perfume raw material having an odor detection threshold of about 7-log molar concentration. A representative, non-limiting list of perfume raw materials having a complex stability constant of about 3.0 or less, a cLogP of about 2.5 or less, and a weight average molecular weight of about 200 Daltons or less is included in Table 1 below.
[0068]
[0069]
[0070]
[0071]
[0072]
[0073]
[0074]
[0075] One group of fragrance raw materials having a complex stability constant of about 3.0 or less, a ClogP of about 2.5 or less, and a weight average molecular weight of about 200 Daltons or less includes β,γ-hexanol; cis-3-hexenyl acetate; ethyl-2-methylbutyrate; amyl acetate (isomer blend); vanillin; anethole; methyl isoeugenol; guaiacol; tristanol; ethyl vanillin; 2,6-nonadien-1-ol; coumarin; and combinations thereof. Another group of fragrance raw materials having a complex stability constant of about 3.0 or less, a ClogP of about 2.5 or less, and a weight average molecular weight of about 200 Daltons or less includes ethyl-2-methylbutyrate; β,γ-hexanol; isoamyl acetate; amyl acetate; cis-3-hexenyl acetate; γ-octalactone; ethyl vanillin; vanillin; benzaldehyde; and combinations thereof. Additional groups of fragrance raw materials having a complex stability constant of about 3.0 or less, a ClogP of about 2.5 or less, and a weight average molecular weight of about 200 Daltons or less include dimethyl anthranilate; isoeugenyl acetate; consinaldehyde; 3,6-nonadien-1-ol, trialdehyde; and combinations thereof. Ethyl-2-methylbutyrate, β,γ-hexenol, isoamyl acetate, amyl acetate, cis-3-hexenyl acetate, γ-octalactone, ethyl vanillin, vanillin, benzaldehyde.
[0076] Some examples of fragrance raw materials with odor detection thresholds of 7-log ppb or higher can be found in the table above.
[0077] The odor control composition of the present disclosure may contain about 3% by weight or greater, or more preferably about 4% by weight or greater, of the complexed perfume composition, specifically including all values within these ranges and any ranges derived therefrom. For example, the complexed perfume composition may be present in the odor control composition in an amount of about 3% by weight to about 6% by weight, or more preferably about 4% by weight to about 6% by weight, specifically including all values within these ranges and any ranges derived therefrom.
[0078] Without wishing to be bound by theory, it is believed that less than about 4% by weight of the complexed perfume composition may not provide a desired level of odor control in the article during use. It is also believed that above about 6% by weight, the complexed perfume composition may not be completely encapsulated or complexed by the methylated β-cyclodextrin. For the weight percentages of methylated β-cyclodextrin disclosed herein, it is believed that concentrations of the complexed perfume composition of about 6% or less are substantially, if not completely, encapsulated or complexed by the methylated β-cyclodextrin.
[0079] However, as discussed above, some users prefer an initial perfume bloom prior to use of the absorbent article in addition to the bloom upon activation (wetting) of the methylated β-cyclodextrin in the odor control composition during use. For these users, including a separate non-complexed perfume composition (which includes perfume and an organic solvent) provides the user with an initial perfume bloom prior to use of the absorbent article as well as odor control and an optimal fragrance experience during use. In addition, providing a separate non-complexed perfume composition allows the fragrance of the initial perfume bloom - the "top note" - to be different from the fragrance provided via the odor control composition. Specifically, although some initial perfume bloom can be achieved by increasing the concentration of perfume raw materials in the odor control composition, this approach does not allow the fragrance of the initial perfume bloom to be separated from the fragrance of the odor control composition because the two fragrances rely on the same perfume raw materials.
[0080] Cyclodextrin compatible surfactants
[0081] The optional cyclodextrin compatible surfactant provides a low surface tension that allows the composition to spread easily and more evenly on a hydrophobic surface. It has been found that aqueous solutions without such surfactants may not spread satisfactorily. Spreading of the composition also allows it to dry faster, making the treated material ready for use sooner.
[0082] The surfactant used to provide low surface tension in the odor control composition of the present invention should be cyclodextrin compatible. That is, the surfactant should not substantially form complexes with the cyclodextrin, thereby reducing the performance of the cyclodextrin and / or the surfactant. Complex formation reduces the amount of cyclodextrin available to release the fragrance and the ability of the surfactant to reduce the surface tension of the aqueous composition. Suitable cyclodextrin-compatible surfactants can be easily identified by the lack of effect of the cyclodextrin on the surface tension provided by the surfactant. This is determined by determining the surface tension (in dynes / cm) of an aqueous solution of the surfactant in the presence and absence of about 1% of a particular cyclodextrin in the solution. 2 The aqueous solution contains surfactants at concentrations of about 0.5%, 0.1%, 0.01% and 0.005%. Cyclodextrins can affect the surface activity of surfactants by increasing the surface tension of surfactant solutions. If the surface tension at a given concentration in water differs by more than about 10% from the surface tension of the same surfactant in a 1% cyclodextrin solution, this indicates a strong interaction between the surfactant and the cyclodextrin. The surface tension of the preferred surfactants in aqueous solutions herein should differ (below) by less than about 10% from the surface tension of a solution of the same concentration containing 1% cyclodextrin, preferably by less than about 5%, and more preferably by less than about 1%.
[0083] Non-limiting examples of cyclodextrin compatible nonionic surfactants include block copolymers of ethylene oxide and propylene oxide. Suitable block polyoxyethylene polyoxypropylene polymer surfactants compatible with most cyclodextrins include those based on ethylene glycol, propylene glycol, glycerol, trimethylolpropane and ethylenediamine as the initial reactive hydrogen compounds. Polymeric compounds made by sequential ethoxylation and propoxylation of initial compounds such as C12-18 aliphatic alcohols with a single reactive hydrogen atom are generally incompatible with cyclodextrins.
[0084] Named Pluronic by BASF-Wyandotte Corp., Wyandotte, Mich. ® and Tetronic ® Certain block polymer surfactant compounds are readily available. Non-limiting examples of this type of cyclodextrin-compatible surfactant include: Pluronic surfactants of the general formula H(EO)n(PO)m(EO)nH, where EO is an ethylene oxide group, PO is a propylene oxide group, and n and m are numbers representing the average number of groups in the surfactant.
[0085] Typical examples of cyclodextrin compatible Pluronic surfactants are shown in Table 2:
[0086]
[0087] Table 2
[0088] and mixtures thereof.
[0089] Tetronic surfactants have the following general formula:
[0090]
[0091] wherein EO, PO, n and m have the same meanings as above. Typical examples of cyclodextrin compatible Tetronic surfactants are shown in Table 3:
[0092]
[0093] Table 3
[0094] and mixtures thereof.
[0095] "Reverse" Pluronic and Tetronic surfactants have the following general formula: Reverse Pluronic surfactant H(PO)m(EO)n(PO)mH, Reverse Tetronic surfactant
[0096]
[0097] wherein EO, PO, n and m have the same meanings as above.
[0098] Typical examples of cyclodextrin compatible reverse Pluronic and reverse Tetronic surfactants are:
[0099] Reverse Pluronic surfactants in Table 4:
[0100]
[0101] Table 4
[0102] Reverse Tetronic Surfactants in Table 5:
[0103]
[0104] Table 5
[0105] and mixtures thereof.
[0106] A preferred class of cyclodextrin-compatible nonionic surfactants are polyalkylene oxide polysiloxanes having a dimethyl polysiloxane hydrophobic portion and one or more hydrophilic polyalkylene side chains and having the following general formula:
[0107] R 1 —(CH3)2SiO—[(CH3)2SiO]a [(CH3)(R 1 )SiO]b—Si(CH3)2—R 1
[0108] wherein a+b is from about 1 to about 50, preferably from about 3 to about 30, more preferably from about 10 to about 25, and each R1 is the same or different and is selected from the group consisting of a methyl group and a poly(ethylene oxide / propylene oxide) copolymer group having the general formula:
[0109] —(CH2) n O(C2H4O) c (C3H6O) d R 2
[0110] wherein at least one R1 is a poly(ethylene oxide / propylene oxide) copolymer group, and wherein n is 3 or 4, preferably 3; the total c (for all polyalkylene oxide side groups) has a value of 1 to about 100, preferably from about 6 to about 100; the total d is 0 to about 14, preferably from 0 to about 3; and more preferably d is 0; the total c+d has a value of about 5 to about 150, preferably from about 9 to about 100, and each R 2are the same or different and are selected from the group consisting of hydrogen, an alkyl group having 1 to 4 carbon atoms, and an acetyl group, preferably hydrogen and a methyl group.
[0111] An example of a surfactant of this type is Silwet available from OSi Specialties, Inc., Danbury, Conn. ® Surfactants. Representative Silwet surfactants are shown in Table 6.
[0112]
[0113] Table 6
[0114] Polyalkyleneoxy groups (R 1 ) has a molecular weight of less than or equal to about 10,000. Preferably, the molecular weight of the polyalkyleneoxy group is less than or equal to about 8,000, and most preferably is in the range of about 300 to about 5,000. Thus, the values of c and d may be those values that provide a molecular weight within these ranges. However, the polyether chain (R 1 ) must be sufficient to make the polyalkylene oxide polysiloxane water-dispersible or soluble in water. If propyleneoxy groups are present in the polyalkylene oxide chain, they may be randomly distributed in the chain or present as blocks. Preferred Silwet surfactants are L-7600, L-7602, L-7604, L-7605, L-7657 and mixtures thereof. In addition to surface activity, polyalkylene oxide polysiloxane surfactants may also provide other benefits to fabrics, such as antistatic benefits, lubricity and softness. The preparation of polyalkylene oxide polysiloxanes is well known in the art. The polyalkylene oxide polysiloxanes of the present invention may be prepared according to the process described in U.S. Patent No. 3,299,112, which is incorporated herein by reference. In general, the polyalkylene oxide polysiloxanes of the surfactant blends of the present invention are readily prepared by the addition reaction between a hydrogen siloxane (i.e., a siloxane containing silicon-bonded hydrogen) and an alkenyl ether (e.g., vinyl, allyl or methallyl ether) of an alkoxy or hydroxyl terminated polyalkylene oxide. The reaction conditions employed in addition reactions of this type are well known in the art and generally involve heating the reactants (e.g., at a temperature of about 85° C. to 110° C.) in the presence of a platinum catalyst (e.g., chloroplatinic acid) and a solvent (e.g., toluene).
[0115] A non-limiting example of a cyclodextrin compatible anionic surfactant is an alkyl diphenyl oxide disulfonate having the general formula:
[0116]
[0117] Where R is an alkyl group. Examples of surfactants of this type are available under the trade name Dowfax ® Available from Dow Chemical Company, where R is a linear or branched C6-C16 alkyl group. An example of these cyclodextrin compatible anionic surfactants is Dowfax 3B2, where R is a nearly linear C10 group. When the antimicrobial active or preservative is cationic, these anionic surfactants are preferably not used to minimize interaction with the cationic active because the effects of both the surfactant and the active are reduced. The above surfactants interact weakly with cyclodextrins (surface tension increase of less than 5%) or do not interact (surface tension increase of less than 1%). Common surfactants such as sodium lauryl sulfate and dodecanol poly (6) ethoxylate are strongly interactive, increasing the surface tension by more than 10% in the presence of typical cyclodextrins such as hydroxypropyl β-cyclodextrin and methylated β-cyclodextrin.
[0118] Typical levels of cyclodextrin-compatible surfactants in the use compositions are from about 0.01% to about 2%, preferably from about 0.03% to about 0.6%, more preferably from about 0.05% to about 0.3%, by weight of the composition, specifically reciting all values within these ranges and any ranges derived therefrom.
[0119] preservative
[0120] Odor control compositions may optionally include water-soluble antimicrobial preservatives. As previously mentioned, cyclodextrin molecules are composed of different numbers of glucose units, which can make them the main breeding grounds for certain microorganisms, particularly when in aqueous compositions. This shortcoming can lead to storage stability issues for cyclodextrin solutions over any significant length of time. Contamination by certain microorganisms and subsequent microbial growth can produce unsightly and / or foul-smelling solutions. Because microbial growth in cyclodextrin solutions is very objectionable when it occurs, it is highly preferred to include solubilizing, water-soluble antimicrobial preservatives that are effective for inhibiting and / or regulating microbial growth, so as to increase the storage stability of preferably transparent, aqueous odor-absorbing solutions containing water-soluble cyclodextrins.
[0121] It is preferred to use a broad spectrum preservative, for example, an effective preservative for both bacteria (gram-positive bacteria and gram-negative bacteria) and fungi. Limited spectrum preservatives (for example, effective preservatives only for a single group of microorganisms (for example, fungi)) can be used in combination with a broad spectrum preservative or other limited spectrum preservatives with complementary and / or supplementary activity. A mixture of broad spectrum preservatives can also be used. In some cases where a particular group of microbial contaminants is problematic (such as gram-negative bacteria), aminocarboxylate chelating agents can be used alone or in combination with other preservatives as a synergist. These chelating agents (including, for example, ethylenediaminetetraacetic acid (EDTA), hydroxyethylenediaminetriacetic acid, diethylenetriaminepentaacetic acid and other aminocarboxylate chelating agents, and their mixtures and their salts and their mixtures) can increase the preservative effectiveness of gram-negative bacteria, particularly Pseudomonas species. Antimicrobial preservatives that can be used in the odor composition of the present disclosure include biocidal compounds, i.e., substances that kill microorganisms, or bio-inhibitory compounds, i.e., substances that inhibit and / or regulate microbial growth. Preferred antimicrobial preservatives are water-soluble and effective those antimicrobial preservatives at low levels, because organic preservatives can form inclusion complexes with cyclodextrin molecules and compete with fragrance molecules in the cyclodextrin cavity, therefore limiting the amount of the cyclodextrin that can be used to release fragrances. Water-soluble preservatives that can be used for the present invention are that the solubility in water is at least about 0.3g / 100ml water, i.e., greater than about 0.3% at room temperature, preferably greater than about 0.5% those water-soluble preservatives at room temperature. These types of preservatives have lower affinity to the cyclodextrin cavity at least in the aqueous phase, and therefore are more useful for providing antimicrobial activity. Preservatives with a water solubility less than about 0.3% and the molecular structure that is easily coordinated in the cyclodextrin cavity have a greater tendency to form inclusion complexes with cyclodextrin molecules, therefore making preservatives less effective for controlling the microorganisms in the cyclodextrin solution. Thus, many well-known preservatives such as short chain alkyl esters of para-hydroxybenzoic acid (commonly referred to as parabens); N-(4-chlorophenyl)-N'-(3,4-dichlorophenyl)urea (also known as 3,4,4'-trichlorocarbonylanilide or triclocarban); 2,4,4'-trichloro-2'-hydroxydiphenyl ether (commonly referred to as triclosan) are not preferred in the odor control compositions of the present disclosure because they are relatively ineffective when used in combination with cyclodextrins.
[0122] An effective amount of a water-soluble preservative is included in the odor control composition of the present disclosure. The term "effective amount" as defined herein means an amount sufficient to prevent spoilage or prevent the growth of inadvertently added microorganisms over a specific period of time. In other words, the preservative is not used to kill microorganisms on the surface on which the composition is deposited in order to eliminate odors produced by the microorganisms. Instead, it is preferably used to prevent the spoilage of the cyclodextrin solution in order to extend the shelf life of the composition.
[0123] The preferred level of preservative is from about 0.5% to about 1.0% by weight of the use composition, more preferably from about 0.5% to about 0.9%, and most preferably from about 0.5% to about 0.8%, specifically reciting all values within these ranges and any ranges derived therefrom. Without wishing to be bound by theory, it is believed that less than about 0.5% by weight of preservative may allow unacceptable levels of microbial growth to occur. Moreover, it is also believed that above about 1.0%, the beneficial effects obtained from the additional preservative are greatly reduced.
[0124] In order to retain most of the cyclodextrin for odor control, the molar ratio of cyclodextrin to preservative should be greater than about 5:1, preferably greater than about 10:1, more preferably greater than about 50:1, and even more preferably greater than about 100:1. The preservative can be any organic preservative material that will not damage any layer of the absorbent article (e.g., top sheet, secondary top sheet, absorbent core, back sheet, etc.) by discoloration, coloring, bleaching. Preferred water-soluble preservatives include organic sulfur compounds, halogenated compounds, cyclic organic nitrogen compounds, low molecular weight aldehydes, quaternary ammonium compounds, dehydroacetic acid, phenyl and phenolic compounds, and mixtures thereof.
[0125] The following are non-limiting examples of preferred water-soluble preservatives for use in the odor control compositions of the present disclosure.
[0126] (A) Organic sulfur compounds
[0127] Preferred water-soluble preservatives for use in the present invention are organic sulfur compounds.
[0128] Some non-limiting examples of organosulfur compounds useful in the present invention are:
[0129] (i) 3-isothiazolinone compounds
[0130] Preferred preservatives are antimicrobial organic preservatives containing a 3-isothiazolinone group having the formula:
[0131]
[0132] wherein Y is an unsubstituted alkyl, alkenyl or alkynyl group having from about 1 to about 18 carbon atoms, an unsubstituted or substituted cycloalkyl group having from about 3 to about 6 carbon rings and up to 12 carbon atoms, an unsubstituted or substituted aralkyl group having up to about 10 carbon atoms, or an unsubstituted or substituted aryl group having up to about 10 carbon atoms; R 1 is hydrogen, halogen or a (C1-C4)alkyl group; and R 2 is hydrogen, halogen or (C1-C4) alkyl group. Preferably, when Y is methyl or ethyl, R 1 and R 2 It shouldn't all be hydrogen.
[0133] Salts of these compounds formed by reacting the compounds with an acid such as hydrochloric acid, nitric acid, sulfuric acid, and the like are also suitable. Such compounds are disclosed in U.S. Pat. No. 4,265,899, issued May 5, 1981 to Lewis et al., which is incorporated herein by reference. Examples of such compounds are: 5-chloro-2-methyl-4-isothiazolin-3-one; 2-n-butyl-3-isothiazolinone; 2-benzyl-3-isothiazolinone; 2-phenyl-3-isothiazolinone, 2-methyl-4,5-dichloroisothiazolinone; 5-chloro-2-methyl-3-isothiazolinone; 2-methyl-4-isothiazolin-3-one; and mixtures thereof. A preferred preservative is a water soluble mixture of 5-chloro-2-methyl-4-isothiazolin-3-one and 2-methyl-4-isothiazolin-3-one, more preferably a mixture of about 77% 5-chloro-2-methyl-4-isothiazolin-3-one and about 23% 2-methyl-4-isothiazolin-3-one, which is commercially available from Rohm and Haas Company under the trade name Kathon ® CG is a broad-spectrum preservative sold as a 1.5% aqueous solution. Other isothiazolinones include 1,2-benzisothiazolin-3-one, available under the trade name Proxel ® The product is obtained; and 2-methyl-4,5-trimethylene-4-isothiazoline-3-one, which can be obtained under the trade name Promexal ® Both Proxel and Promexal are available from Zeneca. They are stable over a wide pH range (i.e., 4-12). These preservatives do not contain active halogens and do not release formaldehyde.
[0134] (ii) Sodium pyrithione
[0135] Another preferred organosulfur preservative is sodium pyrithione which has a water solubility of about 50%. Mixtures of preferred organosulfur compounds may also be used as preservatives in the present invention.
[0136] (B) Halogenated compounds
[0137] Preferred preservatives for use in the present invention are halogenated compounds. Some non-limiting examples of halogenated compounds suitable for use in the odor control compositions of the present disclosure are: 5-bromo-5-nitro-1,3-dioxane, available under the trade name Bronidox L ® Bronidox L purchased from Henkel ® The solubility in water is about 0.46%; 2-bromo-2-nitropropane-1,3-diol, which is available under the trade name Bronopol ®Available from Inolex, it has a solubility of about 25% in water; 1,1'-hexamethylenebis(5-(p-chlorophenyl)biguanide) (commonly known as chlorhexidine) and its salts (e.g., salts with acetic and gluconic acids) can be used as preservatives in the odor control compositions of the present disclosure. The digluconate salt is highly water soluble, about 70% in water, and the diacetate salt has a solubility of about 1.8% in water. Another suitable preservative is 1,1,1-trichloro-2-methylpropan-2-ol, commonly known as chlorobutanol, with a solubility of about 0.8% in water; 4,4'-(trimethylenedioxy)bis-(3-bromobenzamidine) dihydroxyethionate, or dibromopropamidine, with a solubility of about 50% in water; or mixtures thereof.
[0138] (C). Cyclic organic nitrogen compounds
[0139] Preferred water-soluble preservatives for use in the odor control compositions of the present disclosure are cyclic organic nitrogen compounds. Some non-limiting examples of cyclic organic nitrogen compounds suitable for use in the present invention are:
[0140] (i) Imidazolidinedione compounds
[0141] Preferred preservatives for use in the odor control compositions of the present disclosure are imidazolinone compounds. Some non-limiting examples of imidazolidinedione compounds suitable for use in the present invention are: 1,3-bis(hydroxymethyl)-5,5-dimethyl-2,4-imidazolidinedione, commonly known as dihydroxymethyldimethylhydantoin, or DMDM hydantoin, available as, for example, Glydant ® Available from Lonza. DMDM hydantoin has a water solubility of greater than 50% in water and is primarily effective against bacteria. When DMDM hydantoin is used, it is preferably mixed with a broad spectrum preservative such as Kathon CG ® A preferred mixture is a 95:5 mixture of DMDM hydantoin and 3-butyl-2-iodopropynyl carbamate, available under the trade name Glydant Plus ® Purchased from Lonza; N-[1,3-bis(hydroxymethyl)2,5-dioxo-4-imidazolidinyl]-N,N'-bis(hydroxymethyl)urea, available under the trade name Germall II ® Available from Sutton Laboratories, Inc. (Sutton), which can be used as a preservative in the odor control composition of the present disclosure; N,N"-methylenebis{N'-[1-(hydroxymethyl)-2,5-dioxo-4-imidazolidinyl]urea}, which is commonly known as imidazolidinyl urea and can be obtained, for example, under the trade name Abiol ® Available from 3V-sigma under the trade name Unicide U-13 ®Available from Induchem under the trade name Germall 115 ® Available from (Sutton), or mixtures thereof.
[0142] (ii) Polymethoxybicyclic oxazolidine
[0143] Another preferred water-soluble cyclic organic nitrogen preservative is a polymethoxybicyclic oxazolidine having the following general formula:
[0144]
[0145] wherein n has a value of about 0 to about 5 and can be tradenamed Nuosept ® C is available from Huls America. Mixtures of preferred cyclic organic nitrogen compounds may also be used as preservatives in the odor control compositions of the present disclosure.
[0146] (D) Low molecular weight aldehydes
[0147] (i) Formaldehyde
[0148] A preferred preservative for use in the odor control compositions of the present disclosure is formaldehyde. Formaldehyde is a broad spectrum preservative commonly available as formalin, which is a 37% aqueous solution of formaldehyde.
[0149] (ii) Glutaraldehyde
[0150] A preferred preservative for use in the odor control compositions of the present disclosure is glutaraldehyde. Glutaraldehyde is a water-soluble broad spectrum preservative, typically available as a 25% or 50% aqueous solution.
[0151] (E) Quaternary compounds
[0152] Preferred preservatives for use in the present invention are cationic and / or quaternary compounds. Such compounds include polyaminopropyl biguanide, also known as polyhexamethylene biguanide, having the following general formula:
[0153] HCl·NH2—(CH2)3—[—(CH2)3—NH—C(=NH·HC1)—NH—(CH2)3—] x —(CH2)3—NH—C(=NH) —NH·CN
[0154] Polyaminopropyl biguanide is a water-soluble broad-spectrum preservative available as a 20% aqueous solution under the trade name Cosmocil CQ ® Available from ICI Americas, Inc. or under the trade name Mikrokill ®Available from Brooks, Inc; 1-(3-chloroallyl)-3,5,7-triaza-1-azoniaadamantane chloride is an effective quaternary ammonium preservative available, for example, from Dow Chemical under the trade name Dowicil 200; it is readily soluble in water; however, it has a tendency to discolor (yellowing) and therefore it is not very preferred.
[0155] Mixtures of preferred quaternary ammonium compounds may also be used as preservatives in the odor control compositions of the present disclosure.
[0156] (F) Dehydroacetic acid
[0157] The preferred preservative for use in the present invention is dehydroacetic acid. Dehydroacetic acid is a broad spectrum preservative, preferably in the form of a sodium or potassium salt, making it water soluble. This preservative acts more as a biostatic preservative than as a biocidal preservative.
[0158] (G) Phenyl and phenolic compounds
[0159] Some non-limiting examples of phenyl and phenolic compounds suitable for use in the odor control compositions of the present disclosure are: 4,4'-diamidino-a,w-diphenoxypropane diisothionate, commonly known as propoxybenzamide isethionate, having a water solubility of about 16%; and 4,4'-diamidino-a,ω-diphenoxyhexane diisothionate, commonly known as hexamidine isethionate. Another example is benzyl alcohol, having a water solubility of about 4%.
[0160] Additional suitable preservatives for use in the compositions of the present disclosure may consist of or include one or more compounds represented by the following structure (I):
[0161] HO—CH2—CH2—R (I)
[0162] Wherein R is a substituted or unsubstituted phenyl group or a substituted or unsubstituted phenoxy group. For example, R can be an unsubstituted phenyl group or an unsubstituted phenoxy group. Mixtures of compounds represented by structure (I) can also be used.
[0163] Thus, either or both of 2-phenoxyethanol, which has a water solubility of about 2.67%, and 2-phenylethanol, which has a water solubility of about 2%, can be used as preservatives in the compositions of the present disclosure. 2-Phenoxyethanol is also known as ethylene glycol phenyl ether; ethylene glycol monophenyl ether; and 1-hydroxy-2-phenoxyethane, and is available from various commercial sources as DOWANOL PhE, DOWANOL EPh, or DOWANOL EP. 2-Phenylethanol is also known as phenylethanol; 2-phenylethan-1-ol; phenylethanol; β-hydroxyethylbenzene; phenylethanol; β-phenylethanol; and benzylcarbinol, and is available from various commercial sources.
[0164] (H) Their mixture
[0165] The preservatives of the present invention can be used in a mixture to control a wide range of microorganisms. The antibacterial effect of aqueous compositions can sometimes be obtained by adjusting the pH of the composition to an acidic pH (e.g., less than about pH 4, preferably less than about pH 3) or an alkaline pH (e.g., greater than about 10, preferably greater than about 11). Low pH for microbial control is not a preferred method in the present invention because low pH can cause chemical degradation of cyclodextrin. High pH for microbial control is also not preferred because at high pH, such as greater than about 10, preferably greater than about 11, cyclodextrins can be ionized and their ability to complex with organic materials is reduced. Therefore, the aqueous composition of the odor control composition of the present disclosure should have a pH of about 3 to about 10, preferably 5, about 4 to about 8, and more preferably about 4.5 to about 6. The pH can be adjusted with inorganic molecules to minimize complexation with cyclodextrins.
[0166] Position-specifically substituted β-cyclodextrin
[0167] The odor control composition of the present disclosure comprises a cyclodextrin complex, which is a position-specifically substituted β-cyclodextrin containing one or more odor control compounds, hereinafter referred to as a "substituted β-cyclodextrin complex". The position-specifically substituted β-cyclodextrin described herein comprises different degrees of substitution at positions 2, 3, and 6. As discussed herein, the position-specifically substituted β-cyclodextrin having substitutions at positions 2 and 6 provides benefits over conventional β-cyclodextrin and over fully substituted cyclodextrin (i.e., fully substituted at positions 2, 3, and 6). There are many benefits to using position-specifically substituted β-cyclodextrin. For example, position-specifically substituted cyclodextrins have higher solubility than their conventional β-cyclodextrin counterparts. Increased solubility can provide a faster release of encapsulated fragrances in the position-specifically substituted β-cyclodextrin. In addition, as solubility increases, less moisture may be required to release the encapsulated fragrances in the position-specifically substituted β-cyclodextrin. This increased solubility may also mean that less position-specifically substituted β-cyclodextrin can be used in absorbent articles than its β-cyclodextrin counterpart.
[0168] Due to the increased solubility of position-specifically substituted β-cyclodextrins, there are application methods for position-specifically substituted β-cyclodextrins that are not available for their conventional β-cyclodextrin counterparts. Using the new application methods, position-specifically substituted β-cyclodextrins can be provided to areas of absorbent articles that are not possible for their conventional β-cyclodextrin counterparts. In addition, position-specifically substituted β-cyclodextrins can provide higher efficacy than their conventional β-cyclodextrin counterparts.
[0169] As is well known, cyclodextrins are a class of compounds in which many glucose units are bound together in a ring structure (cyclic oligosaccharides). More specifically, cyclodextrins are formed by 5 or more α-D-pyranoglucoside units connected by glycosidic bonds at positions 1 and 4 on the glucose ring. Typically, the number of glucose units forming each ring is 6 to 12, and the most common forms are those with 6 glucose units (α-cyclodextrin), 7 glucose units (β-cyclodextrin), or 8 glucose units (γ-cyclodextrin). In all cyclodextrins, each glucose unit has three -OH groups bound to three carbon atoms at positions 2, 3, and 6. It is believed that the use of position-specifically substituted β-cyclodextrins provides beneficial effects over their β-cyclodextrin and fully substituted counterparts.
[0170] As used herein, the term "position-specifically substituted β-cyclodextrin" includes any β-cyclodextrin in which one or more hydrogen atoms of the -OH groups at positions 2 and 6 of the glucose unit are replaced by a substituent -R to form an -OR group. Similarly, as used herein, the term "fully substituted β-cyclodextrin" includes any cyclodextrin in which each and every one of the -OH groups at positions 2, 3, and 6 has been replaced by an -OR group. The average number of -R substituents per glucose unit in a given sample represents the "degree of substitution" (DS), which is a number ranging from 0 to 3, where 0 corresponds to no substitution (-OH groups at positions 2, 3, and 6 are all present) and 3 corresponds to full substitution (-OH groups at positions 2, 3, and 6 are all replaced by -OR groups). The average is calculated on a molar basis.
[0171] The absorbent article of the present invention comprises a substituted β-cyclodextrin complex of one or more odor control organic compounds, wherein the substituted β-cyclodextrin complex comprises a position-specific substituted β-cyclodextrin. The substituted β-cyclodextrin complex has a degree of substitution (DS) of 0.4 or more -R substituents per molecule of β-cyclodextrin, wherein the substitution at the 2 position is 20% or more and the substitution at the 6 position is 20% or more. In some embodiments, the average degree of substitution may be between about 0.4 and about 2.5, between about 0.9 and about 2.4, between about 1.2 and about 2.2, between about 1.6 and about 2.1, specifically listing all values within these ranges and any ranges resulting therefrom. In some embodiments, the substitution at the 2 position may be between about 20% and about 90%, more preferably between about 45% and about 80%. In some embodiments, the substitution at the 6 position may be between about 20% and about 90%, more preferably between about 45% and about 80%. In some embodiments, the β-cyclodextrin may encompass combinations of the above-mentioned preferences.
[0172] It is noteworthy that the cyclodextrins with position-specific substitution are synthesized by conventional cyclodextrins. Via this synthesis, a variety of cyclodextrin molecules are produced. For example, some cyclodextrin molecules may not be substituted at all, in other words, the-OH groups at 2, 3 and 6 are all present. Some cyclodextrin molecules can be cyclodextrins with position-specific substitution and some cyclodextrins can be completely substituted, in other words, the-OH groups at 2, 3 and 6 are all substituted by-OR groups. However, as discussed herein, the cyclodextrins with position-specific substitution at 2 and 6 provide additional beneficial effects that are superior to the cyclodextrins completely substituted. Therefore, in some embodiments, the degree of substitution at 3 is lower than the degree of substitution at 2 and / or 6. In some embodiments, the degree of substitution at 3 is less than about 50%, less than about 40%, less than about 30%, less than about 20% or less than about 10%, specifically enumerating all values in these ranges and any ranges resulting therefrom.
[0173] -R substituents in the -OR group can be selected from any substituents having a carbon atom at position 1 (thus forming an -OC- bond with an oxygen atom). Suitable -R substituents can include saturated or unsaturated and straight or branched carbon atom chains. For example, suitable -R substituents include saturated and straight C1-6 alkyl, hydroxyalkyl and mixtures thereof. Particularly suitable -R substituents have a carbon chain of 1 to 6 carbon atoms and are selected from alkyl, hydroxyalkyl, dihydroxyalkyl, carboxyl-alkyl, aryl, maltosyl, allyl, benzyl, alkanoyl and mixtures thereof, wherein the term "alkyl" includes straight and branched alkyl chains. In some embodiments, -R substituents can be propyl, ethyl, methyl, hydroxypropyl or mixtures thereof. Different -R substituents can be present in the same position-specifically substituted cyclodextrin samples on the same cyclodextrin molecule, or even on the same cyclodextrin glucose unit.
[0174] In some embodiments, all -R substituents may be methyl substituents. In this case, the β-cyclodextrin is referred to as "methylated β-cyclodextrin". For example, a cyclodextrin material particularly suitable for use in the present invention is a methylated β-cyclodextrin having a DS of about 0.4 or higher, preferably about 0.4 to about 2.5, more preferably between about 0.9 and about 2, even more preferably between about 1.2 and about 1.8, wherein at least about 20%, preferably between about 20% and about 90%, more preferably between about 45% and about 80% of the -OH groups at positions 2 and 6 are methylated, respectively. The degree of substitution may be measured by gas chromatography as described below with reference to the methyl substituents in the β-cyclodextrin.
[0175] It is believed that when the absorbent article is contacted with aqueous fluids, the position-specifically substituted β-cyclodextrin complex releases the complexed perfume composition more rapidly than similar β-cyclodextrin complexes that do not contain position-specific substitutions or contain substitutions distributed between the 2, 3, and 6 positions.
[0176] Generally speaking, cyclodextrin complexes (including substituted cyclodextrin complexes) can help prevent complexed fragrance compounds from evaporating. In use, moisture from urine or menstruation contacts the cyclodextrin complex and dissolves the crystal structure of the cyclodextrin complex. This results in the release of fragrance materials in the cyclodextrin complex. However, there are problems when cyclodextrin complexes are incorporated into absorbent hygiene products. Other components of absorbent products such as absorbent cores and / or superabsorbent materials have a strong affinity for body fluids such as menstrual fluid and urine (including the moisture contained therein). Therefore, when absorbent products are soiled by body fluids such as menstrual fluid or urine, cyclodextrin complexes can compete with absorbent cores and / or superabsorbent materials for the moisture contained in the body fluids. Absorbent cores and / or superabsorbent materials have a strong affinity for moisture, and once absorbent cores and / or superabsorbent materials contact body fluids, absorbent cores and / or superabsorbent materials effectively "lock" the moisture of body fluids, thereby reducing the amount of moisture available for contacting the cyclodextrin complex. Therefore, only a limited amount of moisture is available to dissolve the cyclodextrin crystal structure and release the fragrance compounds to provide odor control benefits.
[0177] For conventional cyclodextrin complexes, a greater amount of water may be required to dissolve the cyclodextrin molecules and release the encapsulated fragrance. The same applies to fully substituted cyclodextrins in which positions 2, 3, and 6 are substituted. However, the inventors have surprisingly found that using position-specifically substituted cyclodextrins as described herein, less water may be required to dissolve the position-specifically substituted cyclodextrins. Thus, more complexed fragrance compounds may be released without compromising the absorption or retention capacity of the absorbent article.
[0178] The odor control compositions of the present disclosure may contain about 40% or more of the substituted β-cyclodextrin, more preferably about 50% or more, specifically reciting all values within these ranges and any ranges derived therefrom. For example, the substituted cyclodextrin may be present in the odor control compositions of the present disclosure in an amount of about 40% to about 60% by weight or more preferably about 50% to about 60% by weight, specifically reciting all values within these ranges and any ranges derived therefrom. Without wishing to be bound by theory, it is believed that at levels above about 60% by weight, the solubility of the substituted cyclodextrin may become an issue.
[0179] Determination of the distribution of methyl substituents
[0180] The distribution of methyl substituents in methylated β-cyclodextrin (hereinafter referred to as "mBCD") is measured using a gas chromatograph with split / splitless injection and flame ionization detection (a suitable instrument is an Agilent 7890B GC or equivalent available from Agilent, Santa Clara, CA). β-cyclodextrin is hydrolyzed, reduced, and then acetylated for analysis. In addition, a gas chromatography / mass spectrometer (a suitable unit is a 5777A mass selective detector (MSD), also available from Agilent, or an equivalent) can be used to identify the acetylated product to confirm peak identity. Both instruments are calibrated and operated according to the manufacturer's instructions.
[0181] Derivatization reagents must be used at a purity greater than or equal to 99%, except for borohydride (98%), and can be obtained from Sigma Aldrich, or equivalent. 50 mg of mBCD and 5 mL of 2M trifluoroacetic acid solution were added to a 50 mL round-bottom flask with a magnetic stirring bar. A water-cooled condenser was installed in the reaction vessel, and heated to reflux for 4 hours under stirring. After complete hydrolysis, the reaction mixture was evaporated to dryness in vacuo. Next, the hydrolyzate, 10 mL of ammonium hydroxide (32% aqueous solution) and 101 mg of sodium borohydride (2.67 mmol) were stirred in a 50 mL round-bottom flask at 40 °C for 2 hours. The residual sodium borohydride was quenched by dropwise addition of glacial acetic acid until the solution pH was in the range of 4.5 to 6. The resulting boronic acid was removed by sequentially adding methanol (4×20 mL) to the reaction mixture, followed by vacuum evaporation at 40 °C. The reaction product, 10 mL of pyridine, 36 mg of 4-dimethylaminopyridine (0.2947 mmol), and 630 µL of acetic anhydride (630 µL, 6.6794 mmol) were added to a 50 mL round bottom flask with a magnetic stir bar. The reactants were stirred vigorously at room temperature for 20 hours. The acetylated sugar alcohol product was extracted with 10 mL of chloroform using a 60 mL separatory funnel and washed three times with 10 mL of deionized water. The chloroform extract was diluted with chloroform (1:3) and sampled for gas chromatography analysis.
[0182] GC analysis was performed on a 30 m long x 0.250 mm inner diameter column with 5% phenylarylene methylpolysiloxane phase and a film thickness of 1 µm (a suitable column is DB5MS from Agilent, or equivalent USP G27 phase). The GC inlet was set to 280 °C in split mode (5:1 split, glass wool filled liner) with a 3 mL septum purge. A helium column flow of 1.5 mL / min was set at an oven temperature of 150 °C under constant flow conditions. The detector was set at 300 °C and the flow was set to the conditions recommended by the instrument manufacturer. The GC oven was programmed to start at 150 °C for 1 minute, then ramp to 250 °C at 15 °C / min, hold at 250 °C for 4 minutes, then ramp to 315 °C at 10 °C / min, and finally hold for 1 minute. 1 µL of the chloroform extract was injected for analysis. It should be understood that one skilled in the art can modify the chromatographic conditions slightly as needed to achieve the necessary separation.
[0183] GC-MS analysis was performed under the same chromatographic conditions as flame ionization detection (FID). The temperatures of the MSD delivery line and detector were set to 280°C and 300°C, respectively. The MSD was configured for electron ionization scanning from 35m / z to 400m / z at -70eV at a scan rate of 257ms / scan. The total ion chromatogram was evaluated using the fragmentation data in Table 7 to assign a retention order to the glucitol products. The retention order was then applied to the GC-FID chromatogram.
[0184] For quantitative analysis, each peak associated with the glucitol monomer measured by GC-FID was integrated to give the peak area. This area was then used in equations 1 and 2 to calculate the molar percentage (mol %) of each glucitol monomer and reported to the nearest 0.1 mol %. The results of the exemplary chromatograms are given in Table 7.
[0185]
[0186] MW A is the molecular weight of acetylated glucitol
[0187] and β-cyclodextrin mg is the starting mass of underivatized mBCD.
[0188]
[0189] Additionally, the mole % of a particular substitution is calculated by adding the individual mole %'s. For example, the mole % of all glucitols methylated at the 6 position (denoted as X6 in Table 8) would be the sum of the mole %'s of S2,6, S3,6, and S2,3,6.
[0190] The average degree of substitution was calculated according to Equation 3. The mole % of all glucitol monomers sharing the same number of methyl substituents (0, 1, 2, or 3) were added, multiplied by their corresponding number of methyl substituents (0, 1, 2, or 3) and divided by 100. Results were reported to the nearest 0.1 mole %.
[0191]
[0192] Wherein the mole % of x is equal to the sum of glucitol monomers having the same number of methyl groups.
[0193] The data of gas chromatography of acetylated D-glucitol derivatives prepared by mBCD using the above process are provided in Table 7. Table 7 shows selected fragments of ionized D-glucitol acetate, while Figure 5 is the FID trace.
[0194]
[0195] Table 7
[0196] Table 8 provides data on the substituent distribution of mBCD, the average degree of methylation at the O6 and O2 positions, and the average degree of substitution (DS) per glucose unit.
[0197]
[0198] Table 8
[0199] The position-specific substituted cyclodextrin of the present invention can be prepared by using a method for selectively modifying cyclodextrin known in the art. For example, by using Khan et al., (Chem. Rev. 1998, 98, 1977-1996) described method. The alternative synthetic route for preparing the position-specific substituted cyclodextrin of the present invention is known to chemists in the art and is widely described in the literature. For example, the textbook "Advances in cyclodextrin chemistry" edited by U.S. Patent No. 5,710,268 and Werz, Vidal, Guiou, Sollogoub, Matthieu, Wiley-VCH VerlagGmbH, 2014 and "Modern Synthetic Methodsin Carbohydrate Chemistry: From Monosaccharides to Complex Glycoconjugates" edited by Werz, Daniel B., Vidal, Sebastian, 2014 Wiley-VHC Verlag GmbH provides additional details.
[0200] Once the position-specifically substituted cyclodextrin is provided, the substituted cyclodextrin complex of the odor-controlling organic compound active against malodor can be prepared as known in the art of known cyclodextrin complexes, for example using the kneading method described in US 5,571,782 and US 5,543,157 or using the spray drying method described in WO 2008 / 104690 A2.
[0201] Exemplary odor control compositions including components and weight percentages of the components are shown in Table 9.
[0202]
[0203] Table 9
[0204] The weight percentages of the components of the odor control composition provided in Table 9 are for the aqueous form of the composition. The weight percentages of the components of the odor control composition when dry (without water) are provided in Table 10.
[0205]
[0206] Table 10
[0207] In dry form, the odor control composition of the present disclosure may include a substituted cyclodextrin in an amount of about 80% to about 90% or more preferably about 85% to about 90% by weight, specifically including all values within these ranges and any ranges resulting therefrom. The fragrance may be present in an amount of about 8% to about 10% or more preferably about 9% to about 10%, specifically including all values within these ranges and any ranges resulting therefrom. The surfactant may be present in an amount of about 0.3% to about 2.0%, more preferably about 0.5% to about 2.0% or most preferably about 0.8% to about 2.0%, specifically including all values within these ranges and any ranges resulting therefrom. Moreover, the preservative may be present in an amount of 0.5% to 2.0%, more preferably about 0.8% to about 2.0% or most preferably about 1.2% to about 2.0%, specifically including all values within these ranges and any ranges resulting therefrom.
[0208] Extraction of mBCD from absorbent articles
[0209] mBCD can be collected from the entire article or part by Soxhlet extraction with water and subsequent removal of the solvent (water) using a rotary evaporator. For further analysis of methyl substitution, enough of the article needs to be extracted to collect 50 mg of mBCD.
[0210] Non-complexed fragrance compositions
[0211] As discussed above, it is desirable to include two or more flavors or fragrance materials in an absorbent article, wherein at least one fragrance material is complexed with beta-cyclodextrin and at least one other fragrance material is added to the absorbent article as a non-complexed pure fragrance. In these embodiments, it is preferred that the complexed fragrance and the non-complexed pure fragrance are different from each other. The difference may include the type (including, for example, chemical composition) and quantity, concentration level, characteristics, or a combination thereof of the flavors or other aromatic materials used in each fragrance material.
[0212] The non-complexed fragrance composition may comprise one or more fragrance raw materials and an organic solvent, which serves as a carrier for the fragrance raw materials. The solvent may be any suitable material, including dipropylene glycol and isopropyl myristate. However, dipropylene glycol may negatively affect the visual signals on the absorbent article and / or the ink on the consumer-facing surface of the packaging material in which the absorbent article is packaged over time. It is believed that isopropyl myristate does not have this same side effect. Therefore, isopropyl myristate may be used as a preferred solvent.
[0213] Pure or non-complexed fragrance materials may include the above materials, or may include other flavor / aromatic materials known to those of ordinary skill in the art of producing fragrances. Typical fragrances are described in Arctander, Perfume and Flavour Chemicals (Aroma Chemicals), Volumes I and II (1969) and Arctander, Perfume and Flavour Materials of Natural Origin (1960). No. 4,322,308, issued to Hooper et al. on March 30, 1982, and No. 4,304,679, issued to Hooper et al. on December 8, 1981, disclose suitable fragrance materials including, but not limited to, volatile phenols (such as isoamyl salicylate, benzyl salicylate, and red thyme oil), essential oils (such as geranium oil, patchouli oil, and orange oil), citrus oils, extracts and resins (such as benzoin siam resinoid and opoponax resinoid), "synthetic" oils (such as Bergamot ™ 37 and Bergamot ™ 430、Geranium ™ 76 and Pomeransol ™314); aldehydes and ketones (such as B-methylnaphthyl ketone, p-tert-butyl-A-methylhydrocinnamaldehyde and p-tert-amylcyclohexanone), polycyclic compounds (such as coumarin and β-naphthyl methyl ether), esters (such as diethyl phthalate, phenylethyl phenylacetate, non-anolide 1:4).
[0214] The dimensions and values disclosed herein should not be understood as being strictly limited to the exact numerical values cited. Instead, unless otherwise indicated, each such dimension is intended to represent the stated value and a functionally equivalent range around that value. For example, a dimension disclosed as "40 mm" is intended to mean "about 40 mm".
[0215] Unless expressly excluded or otherwise limited, each document cited herein, including any cross-referenced or related patent or application, is incorporated herein by reference in its entirety. Citation of any document is not an admission that it is prior art to any of the present invention disclosed or claimed herein, or that it, by itself or in combination with any one or more references, proposes, suggests, or discloses any such invention. In addition, to the extent that any meaning or definition of a term in this invention conflicts with any meaning or definition of the same term in a document incorporated by reference, the meaning or definition assigned to that term in this invention shall govern.
[0216] Although specific embodiments of the present invention have been illustrated and described, it will be apparent to those skilled in the art that various other changes and modifications may be made without departing from the spirit and scope of the present invention. Therefore, it is intended that all such changes and modifications within the scope of the present invention be covered in the appended claims.
Claims
1. A disposable absorbent article, comprising a top sheet, a back sheet, and an absorbent core disposed between the top sheet and the back sheet, the disposable absorbent article further comprising: A water-based odor control composition comprising a perfume complexed with methylated beta-cyclodextrin (m-BCD); and a non-complexed perfume composition comprising a non-complexed perfume and an organic solvent, wherein the odor control composition and the non-complexed perfume composition are substantially non-overlapping.
2. The disposable absorbent article of claim 1, wherein the fragrance composition complexed with the methylated beta-cyclodextrin (m-BCD) is different from the non-complexed fragrance composition.
3. The disposable absorbent article of any of the preceding claims, wherein the odor control composition further comprises from about 0.5% to 2.0% by weight of a preservative and from about 0.3% to about 2.0% by weight of a cyclodextrin-compatible surfactant.
4. The disposable absorbent article of claim 3, wherein the preservative comprises a compound represented by the following structure I: HO—CH2—CH2—R (I) wherein R is a substituted or unsubstituted phenyl group or a substituted or unsubstituted phenoxy group.
5. The disposable absorbent article according to any one of the preceding claims, wherein the methylated β-cyclodextrin (m-BCD) has a degree of substitution (DS) of about 0.4 to about 2.5, preferably about 0.9 and about 2.4, more preferably about 1.2 and about 2.2, even more preferably about 1.6 and about 2.
1.
6. The disposable absorbent article of claim 5, wherein from about 20% to about 90% of the substitution occurs at the 2-position or the 6-position.
7. The disposable absorbent article of claim 5, wherein less than about 50% of the substitution occurs at the 3 position.
8. The disposable absorbent article of any of the preceding claims, wherein the absorbent article further comprises an overall length generally parallel to the Y-axis and an overall width parallel to the X-axis, wherein the odor control composition is provided in a target zone of the absorbent article.
9. The disposable absorbent article of claim 8, wherein the target zone is disposed between two outer zones, and wherein the target zone occupies greater than about 20% to less than about 80% of the overall length of the absorbent article.
10. The disposable absorbent article of claim 8, wherein the target zone is disposed between two outer zones, and wherein the target zone occupies greater than about 30% to less than about 70% of the overall length of the absorbent article.
11. The disposable absorbent article according to any one of the preceding claims, wherein the water-based odour control composition is provided on the garment-facing side of the absorbent core.
12. The disposable absorbent article according to any one of the preceding claims, wherein the non-complexed fragrance composition comprises a solvent selected from the group consisting of dipropylene glycol, isopropyl myristate, and combinations thereof.
13. The disposable absorbent article according to any one of the preceding claims, wherein the non-complexed perfume composition is provided on the garment-facing side of the absorbent core.
14. The disposable absorbent article according to any one of the preceding claims, wherein the absorbent article further comprises a secondary topsheet disposed between the topsheet and the absorbent core.
15. The disposable absorbent article of claim 14, wherein the water-based odor control composition is provided on the garment-facing side of the second topsheet and the non-complexed perfume composition is provided on the garment-facing side of the absorbent core.
16. The disposable absorbent article of claim 3, wherein the cyclodextrin compatible surfactant is a polyalkylene oxide polysiloxane having the general formula: (CH3)3SiO-[Si(CH3)20] n -[Si(CH3)(R 1 )OR] y Yes(CH3)3 wherein a+b is from about 1 to about 50, and R 1 are the same or different and are selected from the group consisting of a methyl group and a poly(ethylene oxide / propylene oxide) copolymer group having the general formula: -(CH2) n O(C2H4O) c (C3H6O) d R 2 At least one of the R 1 is a poly(ethylene oxide (propylene oxide) copolymer group, and wherein n is 3 or 4; the total c (for all polyalkylene oxide pendant groups) has a value of 1 to about 100; d is 0 to about 14; the value of c+d is about 5 to about 150; and each R 2 are the same or different and are selected from the group consisting of hydrogen, an alkyl group having 1 to 4 carbon atoms and an acetyl group.
17. A method of preparing a disposable absorbent article having a water-based odor control composition and a non-complexed fragrance composition, the method comprising the steps of: obtaining a top sheet material; Obtaining negative material; obtaining an absorbent core material; placing the absorbent core material between the topsheet and the backsheet material; obtaining one or more optional materials disposed between the topsheet and the absorbent core and / or between the absorbent core and the backsheet; Provided is a water-based odor control composition comprising a fragrance complexed with methylated beta-cyclodextrin (m-BCD); Providing a non-complexed fragrance composition comprising a non-complexed fragrance and an organic solvent; The pattern of the water-based odor control composition is applied to at least one of the topsheet, the backsheet, the absorbent core, or the optional materials, and the pattern of the non-complexed fragrance composition is applied to at least one of the topsheet, the backsheet, the absorbent core, or the optional materials, wherein the pattern of the odor control composition and the pattern of the non-complexed fragrance composition do not substantially overlap.
Citation Information
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