Solvent composition

A solvent composition with biomass-derived chlorosulfonated polyethylene addresses mechanical property and viscosity issues, offering improved handleability and environmental sustainability.

JP2026010747APending Publication Date: 2026-01-23TOSOH CORP
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Patent Information

Application Number
JP2024110696
Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Filing Date
2024-07-10
Publication Date
2026-01-23

AI Technical Summary

Technical Problem

Existing chlorosulfonated polyethylene solutions have inferior mechanical properties and high solution viscosity, and there is a demand for environmentally friendly biomass-derived alternatives that maintain mechanical properties while reducing solution viscosity.

Method used

A solvent composition comprising chlorosulfonated polyethylene with a specific molecular weight ratio (Mw/Mn of 2.0 to 4.2) and an organic solvent with a solubility parameter of 7.8 to 10.1, using biomass-derived polyethylene as a raw material, which includes additives to enhance handleability and mechanical properties.

Benefits of technology

The solvent composition provides equivalent mechanical properties to conventional chlorosulfonated polyethylene while being easier to handle and environmentally friendly, with a solution viscosity of 100 to 18,000 mPa·s.

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Abstract

To provide a solvent composition containing a chlorosulfonated polyethylene excellent in handleability.SOLUTION: A solvent composition comprising: a chlorosulfonated polyethylene having a ratio Mw / Mn of a weight average molecular weight Mw to a number average molecular weight Mn measured by gel permeation chromatography (GPC) of 2.0 to 4.2; and an organic solvent capable of dissolving the chlorosulfonated polyethylene.SELECTED DRAWING: None
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Description

[Technical Field]

[0001] The present invention relates to a solvent composition containing chlorosulfonated polyethylene. [Background technology]

[0002] Chlorosulfonated polyethylene has excellent abrasion resistance, gripping properties, heat resistance, weather resistance, ozone resistance, and light color, and is therefore used in a variety of applications, such as rubberized fabrics, various hose covering materials, electrical wire coating materials, packings, gaskets, rolls, escalator handrails, shoes, etc. It is also used in solutions such as paints, adhesives, and sealants by dissolving it in organic solvents.

[0003] Generally, for solution applications, a lower solution viscosity when dissolved in a solvent provides better handling, and therefore chlorosulfonated polyethylene made from low-density polyethylene, which has a low solution viscosity, is commonly used for solution applications. However, its mechanical properties, such as tensile strength, are inferior to those of high-density polyethylene (see, for example, Non-Patent Document 1). Therefore, there is a demand for chlorosulfonated polyethylene that maintains the conventional mechanical properties while having a lower solution viscosity when dissolved in a solvent than conventional polyethylene. Furthermore, in recent years, with growing calls for the creation of a recycling-oriented society, there is a strong desire to move away from petroleum-based raw materials, and there is a demand for raw materials derived from biomass, which are environmentally friendly rather than petroleum-based. [Prior art documents] [Non-patent literature]

[0004] [Non-Patent Document 1] Journal of the Society of Rubber Science and Technology, Japan, 1985, Vol. 58, No. 3, pp. 203-211. Properties and compounding design of oil-resistant rubber (6) Chlorosulfonated polyethylene Summary of the Invention [Problem to be solved by the invention]

[0005] An object of the present invention is to provide a solvent composition containing biomass chlorosulfonated polyethylene that is easy to handle. [Means for solving the problem]

[0006] The present inventors have conducted extensive research to solve the above problems and have completed the present invention, which relates to the following items [1] to [7]. [1] A solvent composition comprising: chlorosulfonated polyethylene having a ratio of number-average molecular weight Mn to weight-average molecular weight Mw, Mw / Mn, of 2.0 to 4.2, as measured by gel permeation chromatography (GPC); and an organic solvent capable of dissolving the chlorosulfonated polyethylene. [2] The solvent composition according to [1], wherein the chlorosulfonated polyethylene has a biomass content of 10 to 100% as measured in accordance with ASTM D 6866. [3] The solvent composition according to [1] or [2], wherein the chlorine content of the chlorosulfonated polyethylene is 20 to 50%. [4] The solvent composition according to any one of [1] to [3], wherein the sulfur content of the chlorosulfonated polyethylene is 0.4 to 5%. [5] The solvent composition according to any one of [1] to [4], wherein the glass transition temperature (Tg) of the chlorosulfonated polyethylene measured by a differential scanning calorimeter (DSC) is −40 to 30° C. [6] The solvent composition according to any one of [1] to [5], wherein the chlorosulfonated polyethylene has a Mooney viscosity (ML(1+4)100°C) of 10 to 150. [7] The solvent composition according to any one of [1] to [6], wherein the organic solvent capable of dissolving the chlorosulfonated polyethylene has an SP value (solubility parameter) of 7.8 to 10.1. [8] The solvent composition according to any one of [1] to [7], wherein the composition of chlorosulfonated polyethylene is 1 to 40% by weight. [9] The solvent composition according to any one of [1] to [8], which has a solution viscosity of 100 to 18,000 mPa·s.

[10] A coating material, adhesive, or sealant obtained by using the solvent composition according to any one of [1] to [9]. [Effects of the Invention]

[0007] According to the present invention, there is provided a solvent composition which has physical properties equivalent to those of conventional chlorosulfonated polyethylene, but which is easier to handle than conventional compositions. DETAILED DESCRIPTION OF THE INVENTION

[0008] The present invention will be described in detail below.

[0009] A solvent composition according to one embodiment of the present invention is a solvent composition comprising chlorosulfonated polyethylene having a ratio of number-average molecular weight Mn to weight-average molecular weight Mw, Mw / Mn, of 2.0 to 4.2 as measured by gel permeation chromatography (GPC), and an organic solvent capable of dissolving the chlorosulfonated polyethylene.

[0010] The ratio Mw / Mn of the number-average molecular weight Mn to the weight-average molecular weight Mw of the chlorosulfonated polyethylene is 2.0 to 4.2, preferably 3.0 to 4.0, and more preferably 3.5 to 4.0, because excellent mechanical properties and excellent handleability can be obtained when dissolved in a solvent. The number-average molecular weight and weight-average molecular weight refer to values ​​(polystyrene-equivalent values) measured by gel permeation chromatography (hereinafter sometimes abbreviated as GPC).

[0011] The biomass content of the chlorosulfonated polyethylene measured in accordance with ASTM D 6866 is preferably 10 to 100%, more preferably 30 to 100%, and even more preferably 50 to 100%, or 70 to 100%, because excellent handleability is obtained when dissolved in a solvent.

[0012] The polyethylene used as a raw material for chlorosulfonated polyethylene is preferably polyethylene having a biomass content of 10 to 100% as measured in accordance with ASTM D 6866, and may be used alone or as a blend of two or more types of polyethylene. Furthermore, petroleum-derived polyethylene may be used as the polyethylene used for the blend, as long as the biomass content after blending is within the range of 10 to 100%.

[0013] Biomass refers to any renewable natural raw material or residue, whether plant- or animal-derived, including fungi, yeast, algae, and bacteria. The carbon in olefins derived from biomass contains a certain amount of the C14 isotope derived from the biomass (10 ―12 (Proportion of degree).

[0014] Fossil fuels are oil, coal, natural gas, shale gas, and other materials made from the remains of plants and animals that have been deposited and pressurized over hundreds of millions of years and turned into fossils. The carbon in olefins derived from fossil fuels is much older than the half-life of the C14 isotope, which is 5,730 years, so the C14 isotope derived from biomass is not detectable.

[0015] The biomass ratio refers to the proportion of biomass-derived raw materials contained in a product, and can be measured by measuring the amount of radioactive carbon C14, which is only found in naturally occurring substances, contained in the product. In the present invention, the biomass ratio is determined in accordance with ASTM D 6866 by measuring the concentration of radioactive carbon C14 in chlorosulfonated polyethylene using accelerator mass spectrometry (AMS) and calculating the ratio to carbon derived from fossil fuels that does not contain radioactive carbon C14.

[0016] Chlorosulfonated polyethylene made from biomass-derived polyethylene instead of conventional fossil fuel-derived polyethylene has mechanical properties comparable to those of conventional fossil fuel-derived chlorosulfonated polyethylene. Furthermore, using biomass-derived polyethylene as a raw material reduces the environmental impact (emission of greenhouse gases) throughout the life cycle.

[0017] The main chain structure of the polyethylene used as a raw material for chlorosulfonated polyethylene is preferably high-density polyethylene or linear low-density polyethylene, more preferably high-density polyethylene, in order to obtain excellent mechanical properties. Furthermore, a single polyethylene or a blend of two or more polyethylenes may be used as the raw material, as long as excellent mechanical properties are obtained.

[0018] The chlorine content of the chlorosulfonated polyethylene is preferably 20 to 50% by weight, more preferably 25 to 47% by weight, and even more preferably 30 to 45% by weight, since excellent flexibility and mechanical properties can be obtained.

[0019] The sulfur content of the chlorosulfonated polyethylene is preferably 0.4 to 5% by weight, more preferably 0.5 to 3% by weight, and even more preferably 0.7 to 2% by weight, since a vulcanizate with an appropriate vulcanization density can be obtained.

[0020] The Mooney viscosity (ML(1+4)100°C) of the chlorosulfonated polyethylene is preferably 10 to 150, and more preferably 20 to 100, since this achieves both particularly excellent mechanical properties and handleability when dissolved in a solvent.

[0021] The glass transition temperature (Tg) of the chlorosulfonated polyethylene measured by a differential scanning calorimeter (DSC) is preferably −40 to 30° C., more preferably −35 to 25° C., and even more preferably −30 to 20° C., since excellent flexibility and mechanical properties can be obtained.

[0022] Chlorosulfonated polyethylene can be synthesized by a conventional method. For example, it can be dissolved in a chlorine-based solvent such as carbon tetrachloride, chloroform, or 1,1,2-trichloroethane, and then blown with chlorine gas in the presence of a radical initiator. The reaction temperature is not particularly limited, but is usually 60 to 180°C. The reaction pressure is not particularly limited, but is preferably normal pressure to 1.0 MPa.

[0023] After the chlorination reaction is complete, the chlorine gas remaining in the solution and the by-product hydrogen chloride gas are removed from the reaction system by blowing in an inert gas such as nitrogen under reflux of the solvent. The polymer and the solvent of the obtained chlorosulfonated polyethylene are separated, if necessary, by steam distillation, drum drying, extrusion drying, etc.

[0024] The method for obtaining chlorosulfonated polyethylene is not particularly limited, and examples thereof include a solution method in which polyethylene is uniformly dissolved in an inert solvent and reacted, a suspension method in which polyethylene is suspended in a solvent and reacted, and a dissolution method in which polyethylene is dissolved and reacted in the absence of a solvent. Among these, the solution method, which can uniformly chlorosulfonate polyethylene, is preferred. Furthermore, biomass chlorosulfonated polyethylene can be obtained by using polyethylene with a biomass degree of 1 to 100% measured in accordance with ASTM D 6866.

[0025] The solvent used for chlorosulfonation by the solution method is not particularly limited, and examples thereof include carbon tetrachloride, trichloroethane, tetrachloroethane, chloroform, chlorobenzene, and the like, from the viewpoints of solubility and reactivity, with trichloroethane being particularly preferred due to its favorable reactivity.

[0026] The chlorosulfonating agent used in chlorosulfonating polyethylene is not particularly limited, and sulfur dioxide, chlorine, sulfuryl chloride, and the like may be used alone or in combination. If necessary, a catalyst for accelerating the chlorosulfonation reaction may be used. Examples of the catalyst include azo compounds and organic peroxides. Examples of azo compounds include α,α'-azobisisobutyronitrile, azobiscyclohexanecarbonitrile, and 2,2'-azobis(2,4-dimethylvaleronitrile). Examples of organic peroxides include benzoyl peroxide, acetyl peroxide, t-butyl peroxide, and t-butyl perbenzoate. Azo compounds are preferred because of their high stability in handling, and α,α'-azobisisobutyronitrile is particularly preferred because it allows the chlorination and chlorosulfonation reactions to proceed appropriately. Furthermore, amino compounds such as pyridine and quinoline, or phosphate ester compounds may be added as co-catalysts to accelerate the chlorosulfonation reaction, if necessary.

[0027] The reaction temperature during chlorosulfonation is not particularly limited and can be appropriately selected depending on the melting point of the raw polyethylene, and in consideration of reactivity and handleability, it is preferably 50 to 150° C., and more preferably 60 to 130° C. Furthermore, the reaction pressure during chlorosulfonation is not particularly limited and is, for example, 0 to 1.0 MPa, and is preferably 0 to 0.6 MPa to ensure that chlorosulfonation proceeds appropriately.

[0028] After the chlorosulfonation reaction is completed, sulfur dioxide gas or hydrogen chloride remaining in the reaction solution can be removed by introducing nitrogen. There is no problem even if the sulfur dioxide gas or hydrogen chloride is removed under reduced pressure.

[0029] Furthermore, additives such as antioxidants and stabilizers may be added either before or after the chlorosulfonation reaction. The type of additive is not particularly limited, and examples include hindered phenol-based antioxidants such as 4-t-butylcatechol, 2,6-di-t-butyl-p-cresol, and triethylene glycol bis[3-(3-t-butyl-4-hydroxy-5-methylphenyl)propionate], and epoxy compounds such as epoxidized polybutadiene and bisphenol A resin. These may be used alone or in combination of two or more. The timing of adding the additive is not particularly limited, but considering the ease of operation and the efficiency of the additive, it is preferable to add the additive after the chlorosulfonation reaction and removal of residual gas.

[0030] The method for separating the polymer and the solvent from the chlorosulfonated product polymer solution is not particularly limited, but for example, steam distillation, a drum dryer, a vented extruder, or the like can be used.

[0031] The organic solvent contained in the solution composition may be any solvent capable of uniformly dissolving chlorosulfonated polyethylene, and preferably has a solubility parameter (SP value) of 7.8 to 10.1, more preferably 8.1 to 9.8. Examples of such organic solvents include benzene, toluene, xylene, ethylbenzene, chlorobenzene, tetrahydrofuran, chloroform, methyl acetate, ethyl acetate, n-propyl acetate, isopropyl acetate, butyl acetate, isobutyl acetate, methoxybutyl acetate, amyl acetate, methyl ethyl ketone, methyl propyl ketone, methyl butyl ketone, methyl isobutyl ketone, diethyl ketone, dipropyl ketone, dibutyl ketone, diisobutyl ketone, methyl (meth)acrylate, cyclohexyl (meth)acrylate, benzyl (meth)acrylate, tetrahydrofurfuryl (meth)acrylate, dicyclopentyl (meth)acrylate, and dicyclopentenyl (meth)acrylate.

[0032] The content of chlorosulfonated polyethylene in the solution composition is preferably 1 to 40% by weight, more preferably 5 to 30% by weight, and even more preferably 10 to 25% by weight, since excellent handleability can be obtained.

[0033] The solution viscosity of the solution composition is preferably 100 to 18,000 mPa·s, more preferably 300 to 15,000 mPa·s, and even more preferably 500 to 12,000 mPa·s, as this provides excellent handleability.

[0034] The solvent composition of the present invention is used in applications such as coatings, adhesives, and sealants, in which chlorosulfonated polyethylene is dissolved in the solvent. The solvent composition may contain, as needed, a crosslinking agent, a crosslinking aid, an acid acceptor, a plasticizer, a viscosity modifier, a flexibility-imparting agent, an inorganic filler, an antioxidant, an anti-aging agent, an adhesion promoter, a silane coupling agent, and the like. The amounts of these additives may be conventional amounts, provided that they do not deviate from the objectives of the present invention. [Example]

[0035] The present invention will be specifically described below with reference to examples, but the present invention is not limited to these examples.

[0036] The values ​​used in these examples were obtained in accordance with the following measurement methods.

[0037] (1) Raw rubber characteristics <Biomass Degree Measurement> The radiocarbon C14 concentration of chlorosulfonated polyethylene was measured by accelerator mass spectrometry (AMS) in accordance with ASTM D6866, and the biomass content of the chlorosulfonated polyethylene was calculated.

[0038] <Measurement of chlorine and sulfur content> The chlorine content of biomass-derived chlorosulfonated polyethylene was measured using the combustion flask method. Approximately 20 mg of chlorosulfonated polyethylene was burned using the oxygen flask combustion method, and 15 mL of a 1.7 wt.% hydrazinium sulfate aqueous solution was allowed to stand as an absorption solution. After 40 minutes, the absorption solution was washed out with approximately 100 mL of pure water, and then the chloride ions were quantified by potentiometric titration using an automatic titrator (Hiranuma Sangyo Co., Ltd., MC-3000, TS-3000) with a 0.5 N silver nitrate aqueous solution to measure the chlorine content.

[0039] To measure the sulfur content of biomass-derived chlorosulfonated polyethylene, approximately 20 mg of chlorosulfonated polyethylene was combusted using the oxygen flask combustion method, and approximately 10 mL of 3 wt% hydrogen peroxide solution was allowed to stand. After 40 minutes, the absorbed solution was washed out with approximately 40 mL of pure water, and then approximately 1 mL of acetic acid, approximately 100 mL of 2-propanol, and approximately 0.5 mL of Arsenazo III were added. The sulfate ions in this solution were determined by photometric titration using a 0.01 N barium acetate solution, and the sulfur content was measured.

[0040] <Molecular weight measurement> The molecular weight of the polymer solution obtained by dissolving 10 mg of biomass-derived chlorosulfonated polyethylene in 10 mL of THF was measured by GPC. The number average molecular weight (Mn) and weight average molecular weight (Mw) were calculated in terms of polystyrene using standard polystyrene (manufactured by Tosoh Corporation). The measurement conditions are shown below.

[0041] Model: (Product name) HLC8420GPC Solvent: THF Column temperature: 40℃ ·Measurement concentration: 10mg / 10mL ·Injection volume: 200μL Column: TSKgel® G7000HXL (manufactured by Tosoh Corporation) → TSKgel® GMHXL (manufactured by Tosoh Corporation) x 2 <Measurement of glass transition temperature> The glass transition temperature (Tg) was determined by measuring the starting point of the transition region in the DSC curve measured using a differential scanning calorimeter (NETZSCH, DSC3500Sirius) under a nitrogen gas flow while raising the temperature from -100°C to 150°C at a rate of 10°C / min. <Measurement of solution viscosity> Chlorosulfonated polyethylene was dissolved in toluene to a concentration of 20% by weight, and the viscosity was measured using a Brookfield viscometer. The sample container was immersed in a thermostatic bath at 23°C for 1 hour, and then the viscosity was measured at 12 rpm using a No. 4 rotor. The value after 60 seconds was used.

[0042] <Handling evaluation> Chlorosulfonated polyethylene was dissolved in toluene to a polymer concentration of 20% by weight. After the polymer was dissolved, the solution was poured onto release paper and cast using a bar coater to form a 200 μm thick film, which was then dried to obtain a film. Drying was performed under the following conditions: 23°C for 1 hour and 30 minutes, 60°C for 30 minutes, 90°C for 30 minutes, 120°C for 30 minutes, and 50°C for 18 hours. If the film could be produced cleanly, it was determined that the handling properties were good.

[0043] <Measurement of Mooney viscosity> Measurement was carried out in accordance with JIS K 6300 using an L-type rotor, with preheating for 1 minute, rotor rotation time for 4 minutes, and at 100°C.

[0044] (2) Compound characteristics <Measurement of Mooney's Coach> Chlorosulfonated polyethylene was kneaded in accordance with JIS-K 6299, and the Mooney scorch ML(1) 125°C of the resulting compound was measured in accordance with JIS-K 6300. Vm is the minimum Mooney viscosity after the rotor starts rotating, and scorch time t5 is an index of processing stability and is the time it takes for the Mooney viscosity to increase by 5 from Vm.

[0045] <Rheometer vulcanization test> Measurements were carried out at 160°C for 45 minutes using a Rubber Process Analyzer RPA 2000 manufactured by Alpha Technologies, and the minimum torque value (ML), maximum torque value (MH), and 90% vulcanization time (Tc90) were determined in accordance with JIS K 6300.

[0046] (3) Vulcanized rubber properties <Normal physical properties> Chlorosulfonated polyethylene was mixed according to JIS-K 6299, and the resulting sample was vulcanized in a 2 mm thick mold. Hardness (HS) was then measured at 23°C using a durometer according to JIS-K 6253. Tensile strength (TB), elongation at break (EB), and 100% tensile stress (M100) were evaluated according to JIS-K 6251 at a tension speed of 500 mm / min and 23°C.

[0047] <Heat aging resistance> Vulcanized rubber of chlorosulfonated polyethylene was aged in a Geer oven at 120°C for 72 hours in accordance with JIS K6257, and then the changes in normal physical properties were evaluated.

[0048] The reagents used in the synthesis of chlorosulfonated polyethylene in the examples are as follows:

[0049] Raw material bio-polyethylene 1: Grade SHC7260 manufactured by Braskem. Melt mass-flow rate (ASTM D 1238, temperature 190°C, load 2.16 kg) 7.2 g / 10 min. High-density polyethylene (density 0.959 g / cm3). 3 ) Raw material: Petroleum-derived polyethylene 1: Nipolon Hard (registered trademark) 4030 manufactured by Tosoh Corporation, melt mass-flow rate (JIS K6922-1, temperature 190°C, load 2.16 kg) 4.8 g / 10 min, high-density polyethylene (density 0.964 g / cm 3 ) 1,1,2-Trichloroethane: Tosoh Corporation α,α'-Azobisisobutyronitrile: Fujifilm Wako Pure Chemical Industries, Ltd. Sulfuryl chloride: Sumitomo Seika Chemicals Co., Ltd. Pyridine: Fujifilm Wako Pure Chemical Industries, Ltd. 2,2-bis(4-glycidyloxyphenyl)propane: manufactured by Tokyo Chemical Industry Co., Ltd. The ingredients used in the examples are as follows:

[0050] Magnesium oxide (acid acceptor): Kyowamag #150 (manufactured by Kyowa Chemical Industry Co., Ltd.) CSM vulcanizing agent: Dipentamethylenethiuram tetrasulfide (Ouchi Shinko Chemical Industry Co., Ltd.) Pentaerythritol (activator): Neuraizer (registered trademark) P (manufactured by Mitsubishi Chemical Corporation) Example 1 Under a nitrogen atmosphere, 1008 g of raw biopolyethylene 1 was dissolved in 10 L of 1,1,2-trichloroethane at 120 °C in a 40 L glass-lined autoclave. To this polymer solution, 0.3 g of pyridine was added at 110 °C, and a solution of 2.1 g of α,α'-azobisisobutyronitrile dissolved in 1 kg of 1,1,2-trichloroethane and 3.8 kg of sulfuryl chloride were added dropwise over 70 minutes. The pressure inside the reactor was maintained at 0.2 MPa during the reaction. After the dropwise addition, the temperature of the reaction solution was lowered to 70 °C, and nitrogen was blown into the reaction mixture for 2 hours at 70 °C. 18 g of 2,2-bis(4-glycidyloxyphenyl)propane was added to the reaction solution, and the solvent was removed using a drum dryer heated to 155 °C, yielding biomass-derived chlorosulfonated polyethylene 1.

[0051] The raw rubber properties of the obtained chlorosulfonated polyethylene 1 were measured. The results are shown in Table 1. As shown in Table 1, the chlorine content was 35.6 wt%, the sulfur content was 1.0 wt%, the Mooney viscosity was 57, the Mw / Mn was 3.5, the biomass content was 98%, and the viscosity of a 20 wt% toluene solution was 9500 mPa·s. A toluene solution with a polymer concentration of 20 wt% was cast onto release paper to obtain a film of chlorosulfonated polyethylene 1. The film was produced cleanly and had good handleability.

[0052] [Table 1]

[0053] To 100 parts by weight of the obtained chlorosulfonated polyethylene 1, 10 parts by weight of magnesium oxide was added using an open roll kneader, and then 2 parts by weight of a CSM vulcanizing agent and 3 parts by weight of pentaerythritol were added using an open roll kneader to obtain chlorosulfonated polyethylene composition 1. The obtained chlorosulfonated polyethylene composition 1 was subjected to a Mooney scorch test of unvulcanized rubber and a rheometer vulcanization test, and the results are shown in Table 2. The obtained chlorosulfonated polyethylene composition was also press-vulcanized at 160°C for 20 minutes to obtain a vulcanizate. The obtained vulcanizate was subjected to normal state physical properties and heat aging resistance tests. These results are shown in Table 2. Table 2 shows that the physical properties were equivalent to those of chlorosulfonated polyethylene made from petroleum-derived polyethylene.

[0054] [Table 2]

[0055] Comparative Example 1 Petroleum-derived chlorosulfonated polyethylene 2 was obtained in the same manner as in Example 1, except that raw material biopolyethylene 1 was replaced with raw material petroleum-derived polyethylene 1.

[0056] The raw rubber properties of the obtained chlorosulfonated polyethylene 2 were measured. The results are shown in Table 1. As shown in Table 1, the chlorine content was 35.6 wt%, the sulfur content was 1.1 wt%, the Mooney viscosity was 56, the Mw / Mn was 4.6, the biomass content was 0%, and the viscosity of a 20 wt% toluene solution was 22,000 mPa·s. A toluene solution with a polymer concentration of 20 wt% was cast onto release paper to obtain a film of chlorosulfonated polyethylene 2. However, due to the high viscosity of the solution, air bubbles were mixed in, making it difficult to obtain a clean film.

[0057] Chlorosulfonated polyethylene composition 2 was obtained in the same manner as in Example 1, except that chlorosulfonated polyethylene 2 was used instead of biomass-derived chlorosulfonated polyethylene 1. The resulting chlorosulfonated polyethylene composition 2 was subjected to a Mooney scorch test of unvulcanized rubber and a rheometer vulcanization test, and the results are shown in Table 2. The resulting chlorosulfonated polyethylene composition was press-vulcanized at 160°C for 20 minutes to obtain a vulcanizate. The resulting vulcanizate was subjected to normal state physical properties and heat aging resistance tests. The results are shown in Table 2.

Claims

1. A solvent composition comprising: chlorosulfonated polyethylene having a ratio of number average molecular weight Mn to weight average molecular weight Mw of 2.0 to 4.2 (Mw / Mn) as measured by gel permeation chromatography (GPC); and an organic solvent capable of dissolving the chlorosulfonated polyethylene.

2. The solvent composition according to claim 1, wherein the chlorosulfonated polyethylene has a biomass content of 10 to 100% as measured in accordance with ASTM D 6866.

3. 2. The solvent composition according to claim 1, wherein the chlorine content of the chlorosulfonated polyethylene is 20 to 50%.

4. 2. The solvent composition according to claim 1, wherein the sulfur content of the chlorosulfonated polyethylene is 0.4 to 5%.

5. 2. The solvent composition according to claim 1, wherein the glass transition temperature (Tg) of the chlorosulfonated polyethylene measured by a differential scanning calorimeter (DSC) is −40 to 30° C.

6. 2. The solvent composition according to claim 1, wherein the chlorosulfonated polyethylene has a Mooney viscosity (ML(1+4)100°C) of 10 to 150.

7. 2. The solvent composition according to claim 1, wherein the organic solvent capable of dissolving the chlorosulfonated polyethylene has an SP value (solubility parameter) of 7.8 to 10.

1.

8. 2. The solvent composition according to claim 1, wherein the composition of the chlorosulfonated polyethylene is 1 to 40% by weight.

9. The solvent composition according to claim 1, wherein the solution viscosity is 100 to 18,000 mPa·s.

10. A coating material, adhesive, or sealant obtained by using the solvent composition according to any one of claims 1 to 9.