Daily commodities containing phthalocyanine compounds

Daily necessities with phthalocyanine and naphthalocyanine compounds block near-infrared rays in the 700 to 1100 nm range, addressing skin discomfort and preventing photoaging by enhancing light-blocking capabilities in clothing and cosmetics.

JP7774970B2Active Publication Date: 2025-11-25YAMAMOTO CHEM INC
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Patent Information

Application Number
JP2021049014
Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
Filing Date
2021-03-23
Publication Date
2025-11-25
Estimated Expiration
2041-03-23

AI Technical Summary

Technical Problem

Existing products fail to effectively block near-infrared rays in the 700 to 1100 nm range, which cause skin burning and discomfort, and contribute to photoaging, with insufficient light transmittance in this wavelength range.

Method used

Development of daily necessities containing phthalocyanine and naphthalocyanine compounds with a maximum absorption wavelength between 700 to 1100 nm, incorporated into fibers and cosmetics, to achieve an average light transmittance of 50% or less in this range, including clothing, shading products, and sunscreen products.

Benefits of technology

The solution effectively blocks near-infrared rays, reducing skin burning sensation and preventing photoaging by maintaining healthy skin.

✦ Generated by Eureka AI based on patent content.

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Abstract

To provide a practical daily commodity that protects skin by absorbing irritative light causing a burning sensation of the skin, contributing to keeping skin health and preventing photoaging.SOLUTION: A daily commodity uses a material comprising at least one of a phthalocyanine compound and / or naphthalocyanine compound having a maximum absorption wavelength (λmax) at 700-1100 nm, thereby lowering the rate of passage of light at 700-1100 nm onto skin.SELECTED DRAWING: None
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Description

[Technical Field]

[0001] The present invention relates to lifestyle products that reduce the sensation of heat, making outdoor and indoor activities more comfortable, and contribute to maintaining health and preventing photoaging. [Background technology]

[0002] In recent years, perhaps due to the effects of global warming, summer sunlight, including ultraviolet rays, has become stronger every year, often causing a burning sensation. For this reason, various measures to reduce ultraviolet rays have been implemented in clothing, cosmetics, and other everyday items, and numerous products are on the market. It is known that excessive exposure to ultraviolet rays can cause sunburn on the surface of the skin, leading to age spots, wrinkles, and skin cancer. However, the burning sensation can also be caused by near-infrared rays (780-1800 nm) contained in sunlight, and various research reports have been published regarding the adverse effects of near-infrared rays on the skin.

[0003] For example, Non-Patent Document 1 suggests that near-infrared rays may reach the dermis layer and affect collagen fibers and elastic fibers, thereby accelerating the formation of photoaged skin.

[0004] On the other hand, as a household item that can reduce the burning sensation, Non-Patent Document 2 describes that fabrics made from fibers kneaded with titanium oxide or aluminum oxide exhibit heat-shielding properties by reflecting light in the visible to near-infrared region, but the reflection in the near-infrared region is gradual and no effect is observed in blocking light in the 700 to 1100 nm range, which has the deepest penetration into the skin.

[0005] Furthermore, Non-Patent Document 3 points out that prolonged exposure to near-infrared rays can exacerbate photosensitivity due to vasodilatory effects, cause telangiectasia, and cause sagging skin due to muscle thinning, and describes the light transmittance of sunscreen creams containing near-infrared absorbers. However, the light transmittance of existing sunscreen creams gently cuts the near-infrared region of 700 nm or more, or sharply cuts some light of 1200 nm or more, but the amount of near-infrared light cut in the shorter wavelength range of 700 to 1100 nm is insufficient.

[0006] As described above, there is no description of daily necessities that block light of specific wavelengths, nor is there any description of the burning sensation or any specific countermeasures proposed. Furthermore, Patent Document 1 discloses a phthalocyanine-based near-infrared absorbing compound that has a wide absorption range of 700 to 1100 nm, and describes its application to near-infrared absorbing paints, near-infrared absorbing filters, etc., but there is no description of its use as daily necessities, its effects on the skin, or the burning sensation. [Prior art documents] [Non-patent literature]

[0007] [Non-Patent Document 1] Journal of the Japanese Society of Cosmetic Chemists, Vol. 54, No. 2, pp. 144-152 (2020) [Non-patent document 2] Textiles and Industry, Vol. 49, No. 11, pp. 411-416 (1993) [Non-patent document 3] Journal of the Japanese Dermatological Association, Volume 130, Issue 9, p.2047-2057 (2020) [Patent documents]

[0008] [Patent Document 1] Japanese Patent Application Publication No. 9-157536 Summary of the Invention [Problem to be solved by the invention]

[0009] The objective of this invention is to provide practical everyday products that can easily identify the wavelength ranges of sunlight that cause the burning sensation and discomfort felt by the skin, and can efficiently block such light, which will lead to the maintenance of healthy skin and the prevention of photoaging. [Means for solving the problem]

[0010] As a result of intensive research to solve the above problems, the inventors identified the wavelength range of sunlight that causes a burning sensation and discomfort on the skin as 700 to 1100 nm, and developed a daily necessities that can effectively block sunlight in this range, thereby completing the present invention. Note that, in this specification, the burning sensation refers to the sensation of skin being burned by strong sunlight.

[0011] That is, the present invention provides: (i) Daily necessities containing at least one phthalocyanine compound and / or naphthalocyanine compound with a maximum absorption wavelength (λmax) in the range of 700 to 1100 nm, and having an average light transmittance of 50% or less in the range of 700 to 1100 nm. (ii) The daily necessities of (i) in which the central metal of the phthalocyanine or naphthalocyanine compound is copper or VO. (iii) (i) household articles used as cosmetics, clothing, or sunscreen products (iv) The material of the clothing and light-shielding product is a fiber material selected from polyester fiber, nylon fiber, acrylic fiber, and acrylic-based fiber.

[0012] (v) The daily necessities according to any one of (i) to (iv), wherein the clothing is underwear, a shirt, a mask, gloves, a hat, a sun visor, a sunshade arm cover, or compression wear for sports. (vi) A household item according to any one of (i) to (iv), wherein the shading product is a curtain, a shading net, a sunshade screen, a bamboo blind, a tent, or an umbrella. (vii) The daily necessities according to any one of claims (i) to (iii), wherein the cosmetic ingredients are sunscreen creams and foundations. [Effects of the Invention]

[0013] This invention has made it possible to create a practical everyday product that protects the skin by absorbing strong, irritating light that causes a burning sensation. This will contribute to maintaining healthy skin and preventing photoaging. DETAILED DESCRIPTION OF THE INVENTION

[0014] The present invention will be described in detail below. The household goods of the present invention contain, as a material, at least one kind of phthalocyanine compound and / or naphthalocyanine compound having a maximum absorption wavelength (λmax) in the range of 700 to 1100 nm, and relate to household goods having an average light transmittance of 50% or less in the range of 700 to 1100 nm.

[0015] <Phthalocyanine compounds / Naphthalocyanine compounds> The phthalocyanine compound or naphthalocyanine compound is not particularly limited as long as it has a maximum absorption wavelength in the range of 700 to 1100 nm, but the phthalocyanine compound is preferably a compound represented by the following general formula (I), and the naphthalocyanine compound is preferably a compound represented by the following general formula (II).

[0016] TIFF0007774970000001.tif67122

[0017] TIFF0007774970000002.tif87127

[0018] In the formula, A1 to A16 and B1 to B24 each independently represent a hydrogen atom, a halogen atom, or a substituent having 1 to 8 carbon atoms which may contain a heteroatom. Examples of the substituent having 1 to 8 carbon atoms which may contain a heteroatom include an alkyl group, an alkoxy group, an aryloxy group, an alkylcarbonyloxy group, an arylcarbonyloxy group, an alkylamino group, an arylamino group, an alkylamide group, an arylamide group, an alkylthio group, and an arylthio group. M represents a divalent metal atom or an oxymetal, and particularly preferably M is Cu or VO. The phthalocyanine compound or naphthalocyanine compound can be used alone, but it is also preferable to use a mixture of a plurality of compounds.

[0019] <Material> There are no particular limitations on the material, provided that it is a material that can contain a phthalocyanine compound or a naphthalocyanine compound, and there are no limitations on the method of containing the compound. Below, we will explain textile materials and cosmetics as specific examples of daily necessities. The fiber material may be natural or synthetic, and is not particularly limited, but synthetic fibers are preferred. Particularly preferred synthetic fibers include polyester fibers such as polyethylene terephthalate and polytrimethylene terephthalate, nylon fibers such as nylon 6, nylon 11, nylon 12, nylon 66, and nylon 610, acrylic fibers, and acrylic-based fibers.

[0020] The method for incorporating a phthalocyanine compound or a naphthalocyanine compound into a fiber material is not particularly limited, but includes a method of forming a yarn from the fiber material and then dyeing the yarn, and a method of kneading the compound into a fiber raw material and then spinning it.

[0021] As a next step, the dyed yarn can be woven or knitted into fabric for finishing into clothing or light-blocking articles, or the finished fabric or clothing or light-blocking article can be dyed in the usual way. A particularly preferred method is to use a fiber material with a two-layer core-sheath structure, with a phthalocyanine compound or naphthalocyanine compound kneaded into the core, and to color the sheath in any desired color.

[0022] The content of the phthalocyanine compound or naphthalocyanine compound varies depending on the thickness and basis weight of the fiber material, but is usually preferably 0.001% to 1% by weight of the fiber material. To achieve the effect of reducing the burning sensation, the average light transmittance in the 700 to 1100 nm range is adjusted to 50% or less. Depending on the application, the fiber material may contain additives such as ultraviolet absorbers and antioxidants, or may be colored with other dyes or pigments.

[0023] The clothing of the present invention refers to all wearable items such as clothing, but particularly preferred clothing includes undergarments such as underwear, T-shirts, dress shirts, blouses, shirts such as compression wear for sports, masks, gloves for sun protection, hats, sun visors, and sun protection arm covers, and when used outdoors in strong sunlight, they can alleviate the burning sensation and discomfort.

[0024] The shading products of the present invention are used to reduce the summer sun's rays, and particularly preferred products are curtains, shading nets, sunshade screens, bamboo blinds, tents, and umbrellas. When used on days with strong sunlight, they can alleviate the burning sensation and discomfort. Next, cosmetics will be described.

[0025] The cosmetic product of the present invention is not particularly limited as long as it can block near-infrared rays from sunlight when applied to the skin, and may be in the form of lipstick, nail enamel, sunscreen cream, foundation, etc. Among these, sunscreen cream or foundation is preferred, as it can alleviate the burning sensation and discomfort when used on days with strong sunlight, in particular.

[0026] Methods for incorporating phthalocyanine or naphthalocyanine compounds into cosmetics include adding them during the general cosmetic manufacturing process described in, for example, (Shikizai, 63[4]226-232(1990)) or (Shikizai, 69[8]530-538(1996)), or adding them after the finished product. A particularly preferred method is to microencapsulate the phthalocyanine or naphthalocyanine compound and add it. Microencapsulation techniques include surface polymerization, surface deposition, hydrophobic microparticulation, and coalescence. The content of the phthalocyanine or naphthalocyanine compound in the cosmetic is typically 0.01% to 5% by weight. To achieve the effect of reducing the burning sensation, a reduction in the average light transmittance from 700 to 1100 nm of the cosmetic product by 10% or more compared to when the phthalocyanine or naphthalocyanine compound is not added can reduce the burning sensation. To block ultraviolet rays, ultraviolet absorbers such as titanium oxide can also be added to the cosmetic product. Furthermore, it may be colored with other dyes or pigments. [Example]

[0027] EXAMPLES The present invention will be explained in more detail below with reference to examples and comparative examples, but the present invention is not limited to the following examples.

[0028] Example 1 A suspension was prepared by adding 5 mL of immersion dyeing carrier EN (purchased from Tanaka Direct Dye Store Co., Ltd.) to 50 mL of boiling water. The suspension and 1 g of a phthalocyanine compound with a maximum absorption wavelength of 790 nm, represented by formula (III), were added to 2.5 L of 60°C water to prepare a dye solution. A black polyester T-shirt, previously soaked in water, was placed in the dye solution and heated to a gentle boil for 1 hour. The T-shirt was rinsed with water, dried at room temperature, and then ironed at 180°C. The average light transmittance of the undyed T-shirt from 700 to 1100 nm was 65%, while the average light transmittance of the dyed T-shirt from 700 to 1100 nm was 35%. A fitting test was conducted on a sunny summer day (outdoor temperature 30°C, humidity 45%) and found that the dyed T-shirt was significantly less hot and more comfortable than the undyed T-shirt.

[0029] TIFF0007774970000003.tif94134

[0030] <Example 2> Pigment ink was prepared by dispersing 0.5 g of VO naphthalocyanine, which has a maximum absorption wavelength near 840 nm, in 20 mL of 20% water-added binder DL (purchased from Tanaka Direct Dye Co., Ltd.). The pigment ink was evenly applied to the entire surface of a black 100% polyester georgette fabric with a 22% fill rate, and the resulting fabric was used to fabricate sunshade arm covers. The average light transmittance of the fabric from 700 to 1100 nm before dyeing was 62%, while the average light transmittance of the dyed fabric from 700 to 1100 nm was 40%. A fitting test was conducted on a sunny summer day (outdoor temperature 30°C, humidity 45% RH) and found that the dyed sunshade arm covers were less hot and more comfortable than the undyed sunshade arm covers.

[0031] Example 3 Dyed polyester resin was prepared by kneading 0.01 wt% of the UV absorber Tinuvin 326 (BASF Japan Ltd.), 0.1 wt% of Pigment Green 7 (purchased from Tokyo Chemical Industry Co., Ltd.), and 0.1 wt% of VO naphthalocyanine into polyethylene terephthalate resin pellets. A two-layer core-sheath structure polyester yarn was prepared using this dyed polyester resin as the core and undyed polyethylene terephthalate resin as the sheath. Polyester fabric was then produced using this polyester yarn. The polyester fabric was then dyed with black dye, and a parasol prototype was made using this fabric. As a comparative example, a parasol was produced using fabric that contained only the ultraviolet absorber and did not incorporate Pigment Green 7 or VO naphthalocyanine. The average light transmittance of the black parasol fabric made from fabric not kneaded with Pigment Green 7 and VO naphthalocyanine, produced in the comparative example, was 55% in the 700 to 1100 nm range, while the average light transmittance of the black parasol fabric made from fabric kneaded with Pigment Green 7 and VO naphthalocyanine, produced in Example 3, was 32% in the 700 to 1100 nm range. When a test was conducted using a parasol on a sunny summer day (outside temperature 30°C, humidity 45%RH), the feeling of heat was clearly reduced and more comfortable when using a parasol with Pigment Green 7 and VO naphthalocyanine kneaded into it compared to when using a parasol without Pigment Green 7 or VO naphthalocyanine kneaded into it.

[0032] Example 4 To 1 g of commercially available foundation, Orbis Sunscreen® Powder, 10 mg of the phthalocyanine compound having a maximum absorption wavelength of 790 nm used in Example 1 was added, and the mixture was mixed uniformly in a mortar to prepare a foundation containing the phthalocyanine compound. Foundations were applied to a 100-micron-thick polyethylene terephthalate film before and after the addition of the phthalocyanine compound, and the average light transmittance between 700 and 1100 nm was compared, with results of 55% and 40%, respectively. When each foundation was applied to the arm outdoors on a sunny summer day (outside temperature 31°C, humidity 50%), the foundation containing the phthalocyanine compound clearly had a less burning sensation and was more comfortable.

[0033] <Example 5> A foundation containing a naphthalocyanine compound was prepared by adding 15 mg of VO naphthalocyanine, which has a maximum absorption wavelength around 840 nm, to 1 g of commercially available Only Minerals Medicinal Whitening Foundation and mixing the mixture in a mortar until uniform. Foundations were applied to a 100-micron-thick polyethylene terephthalate film before and after the addition of the naphthalocyanine compound, and the average light transmittance between 700 and 1100 nm was compared, with results of 65% and 49%, respectively. When each foundation was applied to the arm outdoors on a sunny summer day (outside temperature 30°C, humidity 55%), the foundation containing the naphthalocyanine compound clearly had a less burning sensation and was more comfortable.

[0034] Example 6 Five parts of CI Pigment Green 7 (purchased from Tokyo Chemical Industry Co., Ltd.), 15 parts of VO naphthalocyanine, and 20 parts of styrene-acrylic acid-methacrylic acid copolymer (monomer ratio: 77 / 10 / 13, molecular weight: 50,000) were kneaded using a two-roll mill to obtain a resin coloring composition. This was added to a solution consisting of 210 parts of ion-exchanged water, 35 parts of glycerin, 90 parts of MEK, 40 parts of 2-propanol, and 8 parts of triethanolamine, and the mixture was stirred at room temperature for 3 hours. 210 parts of ion-exchanged water in which 30 parts of glycerin had been dissolved was slowly added dropwise to the resulting dispersion. After the addition was complete, the MEK and 2-propanol were distilled off under reduced pressure to obtain an encapsulated aqueous dispersion. A foundation containing Pigment Green 7 and a naphthalocyanine compound was prepared by adding 250 mg of the aqueous dispersion to 1 g of commercially available foundation, Orbis Sunscreen® Powder, and mixing the mixture in a mortar until uniform. The foundation was applied to a 100-micron-thick polyethylene terephthalate film, and the average light transmittance from 700 to 1100 nm was compared before and after the addition of Pigment Green 7 and the naphthalocyanine compound. The results were 55% and 42%, respectively. A test was conducted outdoors on a sunny summer day (outside temperature 30°C, humidity 55%), applying each foundation to the arm. The foundation containing Pigment Green 7 and the naphthalocyanine compound clearly reduced the burning sensation and provided a more comfortable feel. [Industrial Applicability]

[0035] The present invention has made it possible to realize a highly valuable daily product that can easily reduce the burning sensation, and therefore contribute to maintaining healthy skin and preventing photoaging in a wide range of fields, including cosmetics, clothing, and sunscreen products.

Claims

1. The present invention provides a daily necessities product selected from cosmetics, clothing and light-blocking products, which contains at least one naphthalocyanine compound represented by the following general formula (II) having a maximum absorption wavelength (λmax) in the range of 700 to 1100 nm, and has an average light transmittance of 50% or less in the range of 700 to 1100 nm: (In the formula, B1 to B24 each independently represent a hydrogen atom, a halogen atom, or a substituent having 1 to 8 carbon atoms which may contain a heteroatom, and M represents a divalent metal atom or an oxymetal.)

2. 2. The household article according to claim 1, wherein the central metal of the naphthalocyanine compound is copper or VO.

3. 3. The household article according to claim 1 or 2, wherein the material of the clothing and light-shielding product is a fiber material selected from polyester fiber, nylon fiber, acrylic fiber, and acrylic-based fiber.

4. 4. The article of daily life according to any one of claims 1 to 3, wherein the clothing is underwear, a shirt, a mask, gloves, a hat, a sun visor, a sunshade arm cover, or compression wear for sports.

5. 4. The household article according to any one of claims 1 to 3, wherein the light-shielding product is a curtain, a light-shielding net, a sunscreen, a bamboo blind, a tent, or an umbrella.

6. 3. The daily necessities according to claim 1 or 2, wherein the cosmetic material is a sunscreen cream or foundation.

Citation Information

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