Copolymer cooling material, cooling material for tobacco, and method for producing the same and use

A copolymer cooling material with specific structures and high heat resistance addresses the limitations of polylactic acid, providing effective smoke cooling and improved smoking experience in heated non-combustible cigarettes.

JP2026513130APending Publication Date: 2026-04-23CHINA TOBACCO GUANGXI IND
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Patent Information

Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
CHINA TOBACCO GUANGXI IND
Filing Date
2025-03-25
Publication Date
2026-04-23

AI Technical Summary

Technical Problem

Polylactic acid (PLA) has limitations in its ability to cool temperatures effectively and is sensitive to heat, making it difficult to lower smoke temperature in heated non-combustible cigarettes below 100°C, and requires a large amount, occupying a significant portion of the cigarette.

Method used

A copolymer cooling material composed of a first segment and a second segment, formed by specific repeating units, is synthesized through a reaction involving polylactic acid-polycarbonate-1,2-propylene glycol copolymer, 2,4-toluene diisocyanate, and polyethylene glycol, with a high phase change enthalpy and heat resistance, allowing for effective smoke cooling.

Benefits of technology

The copolymer material exhibits a high cooling effect, good film-forming properties, and heat resistance, effectively reducing high-temperature smoke discomfort and enhancing the smoking experience with a smaller amount of material.

✦ Generated by Eureka AI based on patent content.

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Abstract

This application belongs to the technical field of manufacturing heat-reducing materials, and more specifically, relates to copolymer heat-reducing materials, heat-reducing materials for tobacco, and methods for manufacturing and using the same. In the copolymer heat-reducing material according to this application, the copolymer heat-reducing material includes a first segment and a second segment in its structure, the structure of the first segment is represented by formula I, and the second segment is a combination of repeating units represented by formula A and repeating units represented by formula B, the repeating units represented by formula A and the repeating units represented by formula B are represented by formulas A and B. The copolymer heat-reducing material according to this application has a good heat-reducing effect and high heat resistance. TIFF2026513130000022.tif2888 (where k is selected from integers between 20 and 1000.) TIFF2026513130000023.tif5262 (where m is selected from integers between 1 and 2000, and n is selected from integers between 1 and 2000, * (This represents the binding site.)
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Description

Technical Field

[0001] [Cross - reference to Related Applications] This application claims the priority of a Chinese patent application with application number 2024103518980 and invention title "Copolymer Cooling Material, Cooling Material for Tobacco, and Its Manufacturing Method and Use", which was filed with the China National Intellectual Property Administration on March 26, 2024, and the entire content of which is incorporated herein by reference.

Technical Field

[0002] This application relates to the technical field of manufacturing cooling materials, specifically to copolymer cooling materials, cooling materials for tobacco, and their manufacturing methods and uses.

Background Art

[0003] Heated non - combustible cigarettes are an important category of new tobacco products. Generally, non - combustible tobacco substances are heated by a method of heating non - combustible tobacco substances. Here, the method of heating non - combustible tobacco substances is to heat the tobacco substances by an external heating element, and the shredded tobacco or shredded sheets are only heated and do not burn. The atomization medium in the cigarette, the flavor components of the tobacco, and the added flavor substances are heated to generate smoke, giving consumers a sense of satisfaction and some of the flavors of tobacco. Also, the release amount of harmful chemical components in the smoke is significantly reduced. Since the appearance and usage method are similar to those of conventional cigarettes, it meets the physiological and psychological needs of consumers to a certain extent. However, the temperature of the high - temperature atomized smoke entering the oral cavity through the filter part is higher than the combustion temperature of ordinary cigarettes, so the inhaled smoke becomes too hot, affecting the smoking experience and smoking sensation.

[0004] Polylactic acid (PLA) is a biodegradable polyester material, and its raw material, lactic acid, is derived from natural crops such as corn. PLA is biodegradable and recyclable. After disposal, PLA products can decompose into water and carbon dioxide in the natural environment. Furthermore, PLA also possesses excellent mechanical properties. Conventional technology has used PLA in structural forms such as PLA tow or PLA sheets as a cooling material for cigarette filters to achieve high-temperature smoke cooling. However, PLA has a phase change temperature higher than 180°C and a phase change enthalpy of approximately 40 J / g. When ordinary PLA is used as a cooling material for high-temperature smoke treatment, the smoke temperature remains relatively high, making it difficult to lower the smoke temperature below 100°C, or requiring a large amount of PLA, resulting in a large proportion of the cooling material occupying the inside of the cigarette. In other words, PLA has the problem of having limitations in its cooling effect as a cooling material. Furthermore, polylactic acid has drawbacks such as being susceptible to heat, which limits the use and further processing of polylactic acid ultrafilms. [Overview of the project] [Problems that the invention aims to solve]

[0005] Therefore, the technical problem that this application aims to solve is to provide a copolymer cooling material, a cooling material for tobacco, and a method for producing and using the same, in order to overcome the shortcomings of the prior art, in which polylactic acid has limitations in its ability to cool temperatures and is sensitive to heat. [Means for solving the problem]

[0006] This application provides a copolymer cooling material, the copolymer cooling material comprising a first segment and a second segment in its structure, the structure of the first segment being represented by formula I, The second segment is a combination of the repeating unit shown by formula A and the repeating unit shown by formula B, and the repeating unit shown by formula A and the repeating unit shown by formula B are shown by formulas A and B. TIFF2026513130000002.tif3296 (where k is selected from integers between 20 and 1000.) TIFF2026513130000003.tif5869 (where m is selected from integers between 1 and 2000) n is selected from integers between 1 and 2000. * (This represents the binding site.)

[0007] In the second segment, with respect to the repeating unit shown by equation A, the minimum repeating unit is: TIFF2026513130000004.tif3445, where a is indicated, and for the repeating unit shown by formula B, the minimum repeating unit is: The data is TIFF2026513130000005.tif2659, and it is written as b. The number of a in the second segment is 20 to 2001, the number of b in the second segment is 20 to 2000, and it can be understood that the molar ratio of a to b is (1 to 2):(1 to 2).

[0008] The copolymer cooling material is a block copolymer formed from a first segment and a second segment. Optionally, the ends of the block copolymer are capped with hydroxyl.

[0009] In one optional embodiment, the structure of the copolymer cooling material according to the present invention is shown by formula II. TIFF2026513130000006.tif33154(where m' is selected from integers between 20 and 2000, n' is selected from integers between 20 and 2000. k is selected from integers between 20 and 1000.

[0010] This application provides a method for producing a copolymer cooling material, comprising the steps of dissolving a polylactic acid-polycarbonate-1,2-propylene glycol copolymer, 2,4-toluene diisocyanate, and polyethylene glycol in an organic reaction solvent and reacting them, and after the reaction is complete, adding an alcohol solvent to precipitate a solid to obtain the copolymer cooling material.

[0011] The polylactic acid-polycarbonate-1,2-propylene glycol copolymer is obtained by a copolymerization reaction between lactide and propylene carbonate (CAS: 108-32-7).

[0012] Optionally, the polylactic acid-polycarbonate-1,2-propylene glycol copolymer can be obtained by copolymerizing lactide and propylene carbonate under catalytic conditions.

[0013] Optionally, the molar ratio of lactide to propylene carbonate is (1-2):(1-2). The copolymerization reaction is carried out under conditions with the addition of a catalyst, the catalyst being selected from stannous octanoate, The total mass ratio of the lactide and propylene carbonate to the catalyst is 1000:(1~5). The temperature of the copolymerization reaction is 70-75°C, and the reaction time is 6-12 hours. The process further includes removing small monomer molecules by vacuum suction after the copolymerization reaction is complete, and granulating the residue using a twin-screw granulator.

[0014] In this application, 2,4-toluene diisocyanate and polyethylene glycol are commercially available.

[0015] Optionally, the molar ratio of the polylactic acid-polycarbonate-1,2-propylene glycol copolymer, 2,4-toluene diisocyanate, and polyethylene glycol is 1:(1~2):(1~2). The degree of polymerization of the polyethylene glycol is 20 to 1000. The organic reaction solvent is at least one selected from N,N-dimethylformamide, tetrahydrofuran, and toluene, The ratio of the volume usage of the organic reaction solvent to the molar usage of the polylactic acid-polylcarbonate-1,2-propylene glycol copolymer is (50-500):100 (unit: mL:mmol).

[0016] Optionally, the organic reaction solvent is first subjected to a water removal treatment by vacuum distillation.

[0017] Optionally, the temperature of the reaction is 70-150 °C, and the reaction time is 4-48 h. The alcohol solvent is at least one selected from methanol, ethanol, propanol, and butanol. The volume ratio of the alcohol solvent to the organic reaction solvent is (1-5):(1-5). The reaction is carried out under conditions without oxygen and water. Optionally, the reaction is carried out under N2 gas protection.

[0018] Optionally, the step after adding an alcohol solvent to precipitate a solid further includes steps of alcohol washing and drying. Optionally, the cleaning agent for the alcohol washing contains methanol. Optionally, the drying temperature is 60-80 °C, and the drying environment is vacuum drying.

[0019] This application provides the use of the above copolymer temperature-reducing material in a tobacco temperature-reducing material or a copolymer temperature-reducing material produced by the above production method.

[0020] This application provides a tobacco temperature-reducing material containing the above copolymer temperature-reducing material or a copolymer temperature-reducing material produced by the above production method.

[0021] This application The process includes dissolving the copolymer cooling material in an organic solvent, coating it to form a film, drying it to remove the organic solvent, and obtaining the cooling material for tobacco. Optionally, the mass ratio of the copolymer cooling material to dichloromethane is 1:(10~200). Optionally, the dissolution temperature is 20-50°C. The present invention further provides a method for producing the above-mentioned tobacco cooling material, wherein the organic solvent is optionally selected from dichloromethane.

[0022] It can be understood that copolymer cooling materials are completely soluble in organic solvents.

[0023] This application further provides the use of the above-mentioned tobacco heating material or a tobacco heating material manufactured by the above-mentioned manufacturing method in the filter portion or heating portion of a heated, non-combustible type rolled cigarette. [Effects of the Invention]

[0024] The technical solution of this application has the following advantages.

[0025] 1. In the copolymer cooling material according to the present application, the copolymer cooling material includes a first segment and a second segment in its structure, the structure of the first segment is represented by formula I, and the second segment is a combination of repeating units represented by formula A and repeating units represented by formula B, the repeating units represented by formula A and repeating units represented by formula B are represented by formulas A and B. TIFF2026513130000007.tif2882 (where k is selected from integers between 20 and 1000.) TIFF2026513130000008.tif5258 (where m is selected from integers between 1 and 2000) n is selected from integers between 1 and 2000. * (This represents the binding site.) This application provides a novel copolymer formed by multi-component block polymerization, wherein the copolymer cooling material has specific structures of formulas I, A, and B, and exhibits a high phase change enthalpy, a small contact angle, and is effective in absorbing heat from smoke, resulting in a remarkable cooling effect against high-temperature smoke. Furthermore, the copolymer cooling material has a thermal decomposition temperature higher than 250°C and high heat resistance. The copolymer cooling material according to this application exhibits good cooling effect and high heat resistance.

[0026] 2. The copolymer cooling material according to this application has good film-forming properties, as well as mechanical and structural properties, and is also biodegradable and recyclable, making it environmentally friendly. When used as a cooling material for cigarette filters, it can reduce the discomfort caused in the mouth by the high-temperature smoke generated from cigarettes, and its effectiveness is outstanding. It overcomes the drawbacks of polylactic acid materials, such as brittleness, low impact strength, difficulty in film formation, difficulty in further processing, and high cost, making it suitable for a wider range of applications.

[0027] 3. The copolymer cooling material according to this application is a linear resin that is a thermoplastic resin, and can be further processed using various methods such as blow molding, blister molding, hot pressing, and spinning, depending on the needs of the final product. By first synthesizing the copolymer cooling material and then molding it, the raw materials do not contain monomers such as lactic acid, ethylene glycol, and propylene oxide, and the molecular weight distribution is concentrated, ensuring a pleasant smoking experience and safety for tobacco.

[0028] 4. The present invention provides a method for producing a copolymer temperature-reducing material, comprising the steps of dissolving a polylactic acid-polycarbonate-1,2-propylene glycol copolymer, 2,4-toluene diisocyanate, and polyethylene glycol in an organic reaction solvent under conditions free from oxygen and water, reacting them, and after the reaction is complete, adding an alcohol solvent to precipitate a solid to obtain the copolymer temperature-reducing material. The present invention provides a simple method of production, and the resulting copolymer temperature-reducing material has good temperature-reducing effect and high heat resistance. [Brief explanation of the drawing]

[0029] To more clearly describe specific embodiments of the present application or technical solutions in the prior art, the following is a brief introduction of the drawings necessary for describing specific embodiments or the prior art. It is clear that the drawings in the following description are some embodiments of the present application, and those skilled in the art can obtain other drawings based on these without expending any creative effort.

[0030] [Figure 1] This is a line graph showing the change over time in the heat flow rate / weight of the tobacco cooling material manufactured in Examples 6-8 of the present application. [Figure 2] This is a line graph showing the thermoweight loss rate (TG) of the tobacco cooling materials manufactured in Examples 6-8 of the present invention. [Figure 3] This is the contact angle of the tobacco cooling material manufactured in Example 6. [Figure 4] This is the contact angle of the tobacco cooling material manufactured in Example 7. [Figure 5] This is the contact angle of the tobacco cooling material manufactured in Example 8. [Figure 6] This diagram shows the assembly structure and temperature measurement point locations of a heated, non-combustion type cartridge. [Figure 7] This is the infrared spectrum of the tobacco cooling material produced in Example 6. [Figure 8] This is the infrared spectrum of the tobacco cooling material produced in Example 7. [Figure 9] This is the infrared spectrum of the tobacco cooling material manufactured in Example 8. [Figure 10] This is the 1H NMR spectrum of the tobacco cooling material produced in Example 6. [Figure 11] This is the 1H NMR spectrum of the tobacco cooling material produced in Example 7. [Figure 12] This is the 1H NMR spectrum of the tobacco cooling material produced in Example 8. [Modes for carrying out the invention]

[0031] The following embodiments are provided to better illustrate the present application and are not limited to the best embodiments described above, nor do they limit the content or scope of the present application. Any product identical or similar to the present application obtained by someone under the influence of the present application or by combining the present application with other prior art features is all within the scope of the present application.

[0032] If specific experimental steps or conditions are not specified in the examples, they should be carried out according to conventional experimental steps or conditions described in the literature of the relevant field. Reagents and equipment whose manufacturers are not specified are all commercially available conventional reagent products.

[0033] The polylactic acid-polycarbonate-1,2-propylene glycol copolymer used in the examples of this application is obtained by a copolymerization reaction of lactide and propylene carbonate (CAS: 87831-99-0), and specifically includes the following steps.

[0034] One mole of lactide and two moles of propylene carbonate are mixed, and tin octanoate is added as a catalyst (the mass ratio of the total mass of lactide and propylene carbonate to tin octanoate is 1000:1). The mixture is heated to 70°C and copolymerized for 6 hours. After the reaction is complete, small monomer molecules are removed by vacuum suction, and the residue is granulated using a twin-screw granulator to obtain the polylactic acid-polycarbonate-1,2-propylene glycol copolymer.

[0035] Example 1 This embodiment provides a method for producing a copolymer temperature-reducing material, specifically comprising the following steps. 100 mmol of polylactic acid-polycarbonate-1,2-propylene glycol copolymer, 100 mmol of 2,4-toluene diisocyanate (TDI), and 100 mmol of polyethylene glycol (degree of polymerization 1000) were placed under vacuum, maintaining the reaction system free of water and oxygen. The mixture was dissolved in 200 ml of anhydrous N,N-dimethylformamide (DMF), and the reaction was carried out at 100°C for 48 hours with stirring under N2 gas protection. After the reaction was complete, 200 ml of methanol solvent was added to precipitate the solid polymer. The precipitated solid polymer was thoroughly washed with methanol to remove unreacted compounds, and the solid polymer was vacuum-dried at 60°C to obtain the copolymer cooling material. In the copolymer cooling material produced by the above method of this embodiment, the copolymer cooling material comprises a first segment and a second segment in its structure, the structure of the first segment is represented by formula I, The second segment is a combination of the repeating unit shown by formula A and the repeating unit shown by formula B, where the repeating unit shown by formula A and the repeating unit shown by formula B are shown by formulas A and B. TIFF2026513130000009.tif2787 (where k is selected from 1000 integers.) TIFF2026513130000010.tif5362( * (This represents the binding site.) The copolymer cooling material is a block copolymer formed by a first segment and a second segment. The ends of the block copolymer are capped with hydroxyl.

[0036] Example 2 This embodiment provides a method for producing a copolymer temperature-reducing material, specifically comprising the following steps. 100 mmol of polylactic acid-polycarbonate-1,2-propylene glycol copolymer, 100 mmol of 2,4-toluene diisocyanate (TDI), and 100 mmol of polyethylene glycol (degree of polymerization 500) were placed under vacuum, maintaining the reaction system free of water and oxygen. The mixture was dissolved in 200 ml of anhydrous N,N-dimethylformamide (DMF), and the reaction was carried out at 100°C for 48 hours with stirring under N2 gas protection. After the reaction was complete, 200 ml of methanol solvent was added to precipitate the solid polymer. The precipitated solid polymer was thoroughly washed with methanol to remove unreacted compounds, and the solid polymer was vacuum-dried at 60°C to obtain the copolymer cooling material. In the copolymer cooling material produced by the method described above in this embodiment, the copolymer cooling material comprises a first segment and a second segment in its structure, the structure of the first segment being represented by formula I, and the second segment being a combination of repeating units represented by formula A and repeating units represented by formula B, wherein the repeating units represented by formula A and the repeating units represented by formula B are represented by formulas A and B. TIFF2026513130000011.tif30100 (where k is selected from 500 integers.) TIFF2026513130000012.tif5766( * (This represents the binding site.) The copolymer cooling material is a block copolymer formed by a first segment and a second segment. The ends of the block copolymer are capped with hydroxyl.

[0037] Example 3 This embodiment provides a method for producing a copolymer temperature-reducing material, specifically comprising the following steps. 100 mmol of polylactic acid-polycarbonate-1,2-propylene glycol copolymer, 100 mmol of 2,4-toluene diisocyanate (TDI), and 100 mmol of polyethylene glycol (degree of polymerization 100) were placed under vacuum, maintaining the reaction system free of water and oxygen. The mixture was dissolved in 200 ml of anhydrous N,N-dimethylformamide (DMF), and the reaction was carried out at 100°C for 48 hours with stirring under N2 gas protection. After the reaction was complete, 200 ml of methanol solvent was added to precipitate the solid polymer. The precipitated solid polymer was thoroughly washed with methanol to remove unreacted compounds, and the solid polymer was vacuum-dried at 60°C to obtain the copolymer cooling material. In the copolymer cooling material produced by the method described above in this embodiment, the copolymer cooling material comprises a first segment and a second segment in its structure, the structure of the first segment being represented by formula I, and the second segment being a combination of repeating units represented by formula A and repeating units represented by formula B, wherein the repeating units represented by formula A and the repeating units represented by formula B are represented by formulas A and B. TIFF2026513130000013.tif2989 (where k is selected from 100 integers.) TIFF2026513130000014.tif4957( * (This represents the binding site.) The copolymer cooling material is a block copolymer formed by a first segment and a second segment. The ends of the block copolymer are capped with hydroxyl.

[0038] Example 4 This embodiment provides a method for producing a copolymer temperature-reducing material, specifically comprising the following steps. 100 mmol of polylactic acid-polycarbonate-1,2-propylene glycol copolymer, 100 mmol of 2,4-toluene diisocyanate (TDI), and 100 mmol of polyethylene glycol (degree of polymerization 20) were placed under vacuum, maintaining the reaction system free of water and oxygen. The copolymer was dissolved in 500 ml of anhydrous N,N-dimethylformamide (DMF), and the reaction was carried out at 150°C for 4 hours with stirring under N2 gas protection. After the reaction was complete, 500 ml of methanol solvent was added to precipitate the solid polymer. The precipitated solid polymer was thoroughly washed with methanol to remove unreacted compounds, and then the solid polymer was vacuum-dried at 70°C to obtain the copolymer cooling material. In the copolymer cooling material produced by the method described above in this embodiment, the copolymer cooling material comprises a first segment and a second segment in its structure, the structure of the first segment being represented by formula I, and the second segment being a combination of repeating units represented by formula A and repeating units represented by formula B, wherein the repeating units represented by formula A and the repeating units represented by formula B are represented by formulas A and B. TIFF2026513130000015.tif31100 (where k is selected from 20 integers.) TIFF2026513130000016.tif5264( * (This represents the binding site.) The copolymer cooling material is a block copolymer formed by a first segment and a second segment. The ends of the block copolymer are capped with hydroxyl.

[0039] Example 5 This embodiment provides a method for producing a copolymer temperature-reducing material, specifically comprising the following steps. 100 mmol of polylactic acid-polycarbonate-1,2-propylene glycol copolymer, 100 mmol of 2,4-toluene diisocyanate (TDI), and 100 mmol of polyethylene glycol (degree of polymerization 800) were placed under vacuum, maintaining the reaction system free of water and oxygen. The copolymer was dissolved in 200 ml of anhydrous N,N-dimethylformamide (DMF), and the reaction was carried out at 70°C for 48 hours with stirring under N2 gas protection. After the reaction was complete, 1000 ml of methanol solvent was added to precipitate the solid polymer. The precipitated solid polymer was thoroughly washed with methanol to remove unreacted compounds, and then the solid polymer was vacuum-dried at 80°C to obtain the copolymer cooling material. In the copolymer cooling material produced by the method described above in this embodiment, the copolymer cooling material comprises a first segment and a second segment in its structure, the structure of the first segment being represented by formula I, and the second segment being a combination of repeating units represented by formula A and repeating units represented by formula B, wherein the repeating units represented by formula A and the repeating units represented by formula B are represented by formulas A and B. TIFF2026513130000017.tif2992 (where k is selected from 800 integers.) TIFF2026513130000018.tif5364( * (This represents the binding site.) The copolymer cooling material is a block copolymer formed by a first segment and a second segment. The ends of the block copolymer are capped with hydroxyl.

[0040] Example 6 This embodiment provides a heating material for cigarettes, manufactured using the copolymer heating material provided in Example 1. The method for producing the aforementioned tobacco cooling material includes the following steps. The copolymer cooling material of Example 1 was placed in a flask, dichloromethane was added to make the mass ratio of the copolymer cooling material to the dichloromethane 1:20, and the copolymer cooling material was completely dissolved in the dichloromethane at 40°C. Next, the dissolved solution was spin-coated onto a uniform film with a thickness of 10 μm, vacuum-dried, and the dichloromethane solvent was removed to obtain the tobacco cooling material. The detection results revealed that the phase change temperature range of the tobacco cooling material is 80-180°C. This phase change temperature range is from the temperature at which the tobacco cooling material begins to soften slowly to the temperature at which it completely softens and changes from a viscoelastic state to a fluid state. A wider phase change temperature range allows for a stronger ability to regulate the heat of the smoke, enabling the regulation of higher-temperature smoke. It also helps to sufficiently promote heat exchange between the high-temperature smoke and the cooling material, effectively lowering the smoke temperature. Furthermore, using a tobacco cooling material with a wide phase change temperature range in heated non-combustible tobacco makes it easier to ensure that the heat supplied from the heated non-combustible tobacco in a short time is not sufficient to melt the cooling material.

[0041] Example 7 This embodiment provides a tobacco cooling material manufactured using the copolymer cooling material according to Example 2. The method for producing the aforementioned tobacco cooling material includes the following steps. The copolymer cooling material of Example 2 was placed in a flask, dichloromethane was added to make the mass ratio of the copolymer cooling material to the dichloromethane 1:20, and the copolymer cooling material was completely dissolved in the dichloromethane at 40°C. Next, the dissolved solution was spin-coated onto a uniform film with a thickness of 10 μm, vacuum-dried, and the dichloromethane solvent was removed to obtain the tobacco cooling material.

[0042] Example 8 This embodiment provides a heating material for cigarettes manufactured using the copolymer heating material according to Example 3. The method for producing the aforementioned tobacco cooling material includes the following steps. The copolymer cooling material of Example 3 was placed in a flask, dichloromethane was added to make the mass ratio of the copolymer cooling material to the dichloromethane 1:20, and the copolymer cooling material was completely dissolved in the dichloromethane at 40°C. Next, the dissolved solution was spin-coated onto a uniform film with a thickness of 10 μm, vacuum-dried, and the dichloromethane solvent was removed to obtain the tobacco cooling material.

[0043] Example 9 This embodiment provides a heating material for cigarettes manufactured using the copolymer heating material according to Example 4. The method for producing the aforementioned tobacco cooling material includes the following steps. The copolymer cooling material of Example 4 was placed in a flask, dichloromethane was added to make the mass ratio of the copolymer cooling material to the dichloromethane 1:20, and the copolymer cooling material was completely dissolved in the dichloromethane at 40°C. Next, the dissolved solution was spin-coated onto a uniform film with a thickness of 10 μm, vacuum-dried, and the dichloromethane solvent was removed to obtain the tobacco cooling material.

[0044] Example 10 This embodiment provides a tobacco cooling material manufactured using the copolymer cooling material according to Example 5. The method for producing the aforementioned tobacco cooling material includes the following steps. The copolymer cooling material of Example 5 was placed in a flask, dichloromethane was added to make the mass ratio of the copolymer cooling material to the dichloromethane 1:20, and the copolymer cooling material was completely dissolved in the dichloromethane at 40°C. Next, the dissolved solution was spin-coated onto a uniform film with a thickness of 10 μm, vacuum-dried, and the dichloromethane solvent was removed to obtain the tobacco cooling material.

[0045] Comparative Example 1 This comparative example provides a cooling material, which is polylactic acid (manufacturer: Anhui Fengyuan Biotechnology Co., Ltd., model: FY201, melting point: 175°C, density: 1.24 g / mL).

[0046] Comparative Example 2 This comparative example provides a cooling material for cigarettes manufactured using the cooling material described in Comparative Example 1. The above method for manufacturing the heat-reducing material for tobacco includes the following steps. The cooling material of Comparative Example 1 was placed in a flask, dichloromethane was added to make the mass ratio of the copolymer cooling material to the dichloromethane 1:20, and the copolymer cooling material was completely dissolved in the dichloromethane at 40°C. Next, the dissolved solution was spin-coated onto a uniform film with a thickness of 10 μm, vacuum-dried, and the dichloromethane solvent was removed to obtain a cooling material for cigarettes.

[0047] Test example For the tobacco cooling materials of Examples 6-10 and Comparative Example 2, the heat flow rate-time curves of the tobacco cooling materials were obtained using a differential scanning calorimeter, and the thermogravimetric analysis curves were tested. The test results for Examples 6-8 were plotted as shown in Figure 1, with time on the horizontal axis and heat flow rate / mass on the vertical axis. Based on the above measurement data, the phase change enthalpy was calculated using data analysis and plotting software (origin), and the results of the phase change enthalpy are shown in Table 1.

[0048] It was found that the phase change enthalpy of the tobacco cooling material formed from the polyurethane-ethylene glycol copolymer having a polylactic acid structure of the present invention is significantly increased. This suggests that the tobacco cooling material according to the present invention has a large heat absorption capacity, good cooling effect, can effectively reduce the discomfort caused in the oral cavity by the high-temperature smoke generated by heating tobacco, and further contributes to improving the tobacco smoking experience. The tobacco cooling material according to the present invention can achieve a significant cooling effect with a relatively small amount of use.

[0049] The tobacco cooling materials of Examples 6-10 and Comparative Example 2 were each tested using a thermogravimetric analyzer (TGA) to obtain their thermal decomposition temperatures. The test results are shown in Table 1, and the thermogravimetric loss (TG) curves for the tobacco cooling materials of Examples 6-8 are shown in Figure 2.

[0050] The thermal decomposition temperatures of all tobacco cooling materials manufactured in this application are higher than 250°C. When tobacco is burning, the temperature of the smoke that reaches the cooling region is usually below 250°C. Therefore, the cooling materials manufactured in this application do not decompose even in high-temperature smoke, have high heat resistance, and can be used under high-temperature conditions. Comparative Example 2 has a thermal decomposition temperature of 238°C and can be used as a cooling material for new tobacco products, but its decomposition temperature is at the limit of the heating temperature of new tobacco products, and there is a risk that it will decompose thermally and affect the flavor and comfort of the tobacco.

[0051] The contact angles of the tobacco cooling materials of Examples 6-10 and Comparative Example 2 were measured using a contact angle meter to obtain the contact angles of the tobacco cooling materials. The test results are shown in Table 1, and the contact angle measurement diagrams of the tobacco cooling materials of Examples 6-8 are shown in Figures 3-5. The larger the contact angle, the lower the hydrophilicity, and the lower the hydrophilicity, the less easily the material wets with water, and the worse the water absorption performance. The order of hydrophilicity of the tobacco cooling materials obtained in Examples 6-8 is Example 7 > Example 8 > Example 6. The material produced in Comparative Example 2 has a contact angle of 105°, exhibiting the characteristics of a hydrophobic material. Since water is the main medium that carries heat in heated, unburned smoke, increasing the hydrophilicity of the cooling material effectively increases contact between the smoke and the cooling material, which has significant implications for heat transfer in the smoke. The stronger the hydrophilicity, the more heat transfer in the cigarette is promoted, and the better the cooling effect.

[0052] After heating a non-combustible heated tobacco product, the smoke temperature at the connection point between two adjacent sections must often be below a certain value. Otherwise, it may affect the user's smoking experience. Regarding the assembly of the non-combustible heated tobacco device, the device consists of two parts: a heated tobacco device and a non-combustible heated cartridge. The non-combustible heated cartridge is assembled by connecting a smoke-generating section, a cooling section (the cooling section contains the same mass of tobacco cooling material as in Examples 6-10 or Comparative Example 2), and a filter section, and three temperature measurement points are set as shown in Figure 6. The smoke-generating section of the non-combustible heated tobacco product under test was heated to maintain stable smoke emission, and a smoking test was conducted. The smoking force was controlled to 0.5N, and smoking was performed for 3 seconds every 5 seconds to maintain a constant peak tobacco temperature. A total of 9 smoking operations were performed, and the experimental data for the first 3 and last 3 smoking operations were discarded, while the experimental data for the 4th, 5th, and 6th smoking operations were statistically analyzed. The temperature decrease due to the cooling material is defined as the difference between temperature measurement point 1 and temperature measurement point 2, and the temperature of the smoke entering the mouth is defined as temperature measurement point 3. The test results are shown in Table 1.

[0053] The present invention provides a cooling material for tobacco that can lower the temperature of the high-temperature smoke generated from tobacco to below 41°C (the temperature of smoke from various cigarettes is stable at 30-41°C), exhibits a clearer cooling effect than the same mass of polylactic acid, and can effectively reduce the discomfort caused in the mouth by the high-temperature smoke generated by heating tobacco. In other words, to obtain the same cooling effect, a smaller amount of polylactic acid is used in the present invention's cooling material for tobacco.

[0054] [Table 1]

[0055] Fourier transform infrared scanning tests were performed on the tobacco cooling materials of Examples 6-8, and the resulting infrared spectra are shown in Figures 7-9. The peak positions in the spectra of Figures 7-9 are basically the same, indicating that the molecular structures of the three products are similar.

[0056] Hydrogen spectroscopy NMR tests were performed on the tobacco cooling materials of Examples 6-8, and the obtained H NMR spectra are shown in Figures 10-12. The peak positions of the spectra in Figures 10-12 are basically the same, indicating that the molecular structures of the three products are similar.

[0057] Clearly, the above embodiments are merely illustrative for clarity and do not limit the embodiments. Those skilled in the art can make various other forms of variations or modifications based on the above description. It is not necessary, nor is it possible, to list all embodiments here. Any obvious variations or modifications resulting therefrom fall within the scope of the present invention.

Claims

1. A copolymer cooling material, wherein the copolymer cooling material comprises a first segment and a second segment in its structure, and the structure of the first segment is represented by formula I. The second segment is a combination of repeating units represented by formula A and repeating units represented by formula B, and the repeating units represented by formula A and repeating units represented by formula B are characterized by being represented by formulas A and B, respectively, in this copolymer temperature-reducing material. (Here, k is selected from integers between 20 and 1000.) (Here, m is selected from integers between 1 and 2000.) n is selected from integers between 1 and 2000. * (This represents the joining site.)

2. A method for producing a copolymer temperature-reducing material, A method for producing a copolymer cooling material, characterized by comprising the steps of dissolving a polylactic acid-polycarbonate-1,2-propylene glycol copolymer, 2,4-toluene diisocyanate, and polyethylene glycol in an organic reaction solvent and reacting them, and after the reaction is complete, adding an alcohol solvent to precipitate a solid to obtain the copolymer cooling material.

3. The polylactic acid-polycarbonate-1,2-propylene glycol copolymer is obtained by a copolymerization reaction between lactide and propylene carbonate. Optionally, the molar ratio of lactide to propylene carbonate is (1-2):(1-2), The copolymerization reaction is carried out under conditions with the addition of a catalyst, the catalyst being selected from stannous octanoate, The total mass ratio of the lactide and propylene carbonate to the catalyst is 1000:(1-5). The temperature of the copolymerization reaction is 70 to 75°C, and the reaction time is 6 to 12 hours. The method for producing a copolymer temperature-reducing material according to claim 2, further comprising the step of removing small molecule monomers by vacuum suction after the completion of the copolymerization reaction and granulating the residue with a twin-screw granulator.

4. The molar ratio of the polylactic acid-polycarbonate-1,2-propylene glycol copolymer, 2,4-toluenediisocyanate, and polyethylene glycol is 1:(1-2):(1-2). The degree of polymerization of the polyethylene glycol is 20 to 1000. The organic reaction solvent is at least one selected from N,N-dimethylformamide, tetrahydrofuran, and toluene. A method for producing a copolymer temperature-reducing material according to claim 2 or 3, characterized in that the ratio of the volume amount of the organic reaction solvent used to the molar amount of the polylactic acid-polycarbonate-1,2-propylene glycol copolymer used is (50 to 500):100 (units: mL: mmol).

5. The reaction temperature is 70 to 150°C, and the reaction time is 4 to 48 hours. The alcohol solvent is at least one selected from methanol, ethanol, propanol, and butanol. The volume ratio of the alcohol solvent to the organic reaction solvent is (1-5):(1-5), The above reaction is carried out under conditions without oxygen and water. Optionally, the above reaction is N 2 A method for producing a copolymer cooling material according to any one of claims 2 to 4, characterized in that the method is carried out under gas protection.

6. The step after adding an alcohol solvent to precipitate a solid further includes the steps of alcohol washing and drying. Optionally, the cleaning agent for alcohol cleaning comprises methanol. A method for producing a copolymer temperature-reducing material according to any one of claims 2 to 5, characterized in that, optionally, the drying temperature is 60 to 80°C and the drying environment is vacuum drying.

7. The use of a copolymer cooling material according to claim 1, or a copolymer cooling material manufactured by the manufacturing method described in any one of claims 2 to 6, in a cooling material for tobacco.

8. A cooling material for tobacco, characterized by comprising the copolymer cooling material described in claim 1, or a copolymer cooling material manufactured by the manufacturing method described in any one of claims 2 to 6.

9. The process includes dissolving the copolymer cooling material in an organic solvent, coating it to form a film, drying it to remove the organic solvent, and obtaining the cooling material for tobacco. Optionally, the mass ratio of the copolymer cooling material to dichloromethane is 1:(10-200). Optionally, the dissolution temperature is 20 to 50°C. A method for producing a tobacco cooling material according to claim 8, characterized in that the organic solvent is optionally selected from dichloromethane.

10. Use of the tobacco cooling material described in claim 8, or a tobacco cooling material manufactured by the manufacturing method described in claim 9, in the filter or cooling section of a heated, non-combustible type rolled cigarette.

Citation Information

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