Classifications

• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G61/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
  • C08G61/12—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule
• • C—CHEMISTRY; METALLURGY
  • C01—INORGANIC CHEMISTRY
  • C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
  • C01B32/00—Carbon; Compounds thereof
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G61/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
  • C08G61/12—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule
  • C08G61/122—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule derived from five- or six-membered heterocyclic compounds, other than imides
  • C08G61/123—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule derived from five- or six-membered heterocyclic compounds, other than imides derived from five-membered heterocyclic compounds
  • C08G61/125—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule derived from five- or six-membered heterocyclic compounds, other than imides derived from five-membered heterocyclic compounds with a five-membered ring containing one oxygen atom in the ring
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
  • C08G65/34—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from hydroxy compounds or their metallic derivatives
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
  • C08G65/34—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from hydroxy compounds or their metallic derivatives
  • C08G65/36—Furfuryl alcohol
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
  • C08J3/00—Processes of treating or compounding macromolecular substances
  • C08J3/12—Powdering or granulating
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
  • C08L71/00—Compositions of polyethers obtained by reactions forming an ether link in the main chain; Compositions of derivatives of such polymers
  • C08L71/08—Polyethers derived from hydroxy compounds or from their metallic derivatives
  • C08L71/14—Furfuryl alcohol polymers
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
  • C08G2261/30—Monomer units or repeat units incorporating structural elements in the main chain
  • C08G2261/32—Monomer units or repeat units incorporating structural elements in the main chain incorporating heteroaromatic structural elements in the main chain
  • C08G2261/322—Monomer units or repeat units incorporating structural elements in the main chain incorporating heteroaromatic structural elements in the main chain non-condensed
  • C08G2261/3222—Monomer units or repeat units incorporating structural elements in the main chain incorporating heteroaromatic structural elements in the main chain non-condensed containing one or more oxygen atoms as the only heteroatom, e.g. furan
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
  • C08G2261/70—Post-treatment
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
  • C08J2365/00—Characterised by the use of macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain; Derivatives of such polymers
• • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
  • Y10T428/00—Stock material or miscellaneous articles
  • Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
  • Y10T428/2982—Particulate matter [e.g., sphere, flake, etc.]
• • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
  • Y10T428/00—Stock material or miscellaneous articles
  • Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
  • Y10T428/2982—Particulate matter [e.g., sphere, flake, etc.]
  • Y10T428/2991—Coated

Definitions

• the present invention relates to a method for producing spherical furfuryl alcohol resin particles, spherical furfuryl alcohol resin particles obtained thereby, and spherical carbon particles and spherical activated carbon particles obtained by firing and carbonizing the particles and further activating them. It is.
• spherical resin particles have been used in various fields such as fillers, flame retardants, abrasives, pore materials, spacers, carbon material precursors, etc. by utilizing their properties.
• spherical furan resin particles obtained by using furan as a raw material are disclosed in JP 2007-66669 A and the like as furfural and furfuryl alcohol. It is produced by reacting furan compounds such as formaldehyde and paraformaldehyde with aldehydes such as formaldehyde and paraformaldehyde, and is being investigated for use as a battery electrode material. It is necessary to use aldehydes such as formaldehyde. For this reason, the reaction conditions with furan compounds such as furfuryl alcohol must be considered, and attention must be paid to the working environment. It was something to do.
• the present invention has been made in the background of such circumstances, and the problem to be solved is to use aldehydes that are harmful to raw materials without irradiating the reaction system with ultrasonic waves. Furthermore, the object is to provide a method capable of advantageously producing fine spherical furfuryl alcohol resin particles by using only furfuryl alcohol alone, resinating and curing, and To provide spherical furfuryl alcohol resin particles obtained as described above, and further to provide spherical carbon particles and activated carbon particles obtained by firing or activating such resin particles. It is to be an issue.
• the present inventor conducted a self-condensation reaction of furfuryl alcohol in the presence of an acid catalyst having a pKa value of less than 1.5 and a protective colloid.
• an acid catalyst having a pKa value of less than 1.5
• a protective colloid By resinizing and further curing, spherical particles with an average particle diameter of 0.01 ⁇ m to 1000 ⁇ m are obtained without irradiating the reaction system with ultrasonic waves and without using harmful aldehydes as raw materials.
• the present inventors have found that furfuryl alcohol resin particles can be produced advantageously, and have further researched based on such knowledge, thereby completing the present invention.
• the gist of the present invention completed based on such findings is that furfuryl alcohol is subjected to a self-condensation reaction using an acid catalyst having a pKa of less than 1.5 in the presence of a protective colloid.
• the method for producing spherical furfuryl alcohol resin particles is characterized in that spherical furfuryl alcohol resin particles are obtained by resinification and further heating and curing.
• the acid catalyst is an alkylbenzene sulfonic acid, and particularly an alkylbenzene sulfone having an alkyl group having 10 or more carbon atoms. It is desirable that the acid be used, and in this, 0.5 to 25 times by weight of water relative to furfuryl alcohol is advantageously used as the reaction medium. In this case, gum arabic is advantageously used as the protective colloid.
• spherical particles of furfuryl alcohol resin having an average particle diameter of 0.01 ⁇ m to 1000 ⁇ m are advantageously obtained, and spherical carbon particles are obtained by firing such spherical resin particles.
• the activated carbon particles can be effectively made into spherical activated carbon particles by activating the obtained spherical carbon particles.
• the average particle size is 0.01 ⁇ m without using a special apparatus that irradiates the reaction system with ultrasonic waves, and without using harmful aldehydes as raw materials. It is possible to easily produce spherical furfuryl alcohol resin particles up to 1000 ⁇ m, and therefore, it is possible to provide industrially advantageous fine spherical particles made of furfuryl alcohol resin. It became.
• furfuryl alcohol resin particles can be provided industrially advantageously, and obtained by carbonizing or activating such spherical resin particles. Even in the case of carbon particles or activated carbon particles, they can be advantageously used in various applications.
• furfuryl alcohol has a pKa value of 1.5 in the presence of protective colloid using water as a reaction medium.
• a self-condensation reaction is carried out using an acid catalyst less than the amount, and the resin is converted into a resin and further cured by heating.
• the reaction product liquid containing the formed resin particles is filtered and washed to be taken out as fine spherical particles having an average particle diameter of 0.01 ⁇ m to 1000 ⁇ m.
• the protective colloid present in the reaction system of furfuryl alcohol is added for the purpose of obtaining the produced furfuryl alcohol resin in the form of fine spherical particles.
• various conventionally known protective colloids can be used.
• examples of the present invention that can achieve the object of the present invention more advantageously include gum arabic, gucci rubber, hydroxyalkyl guar gum, partially hydrolyzed polyvinyl alcohol, hydroxyethyl cellulose, hydroxypropyl cellulose, carboxymethyl cellulose, and the like.
• gum arabic can be particularly preferably used.
• protective colloids can be used alone or in combination of two or more. It is also possible to use an appropriate surfactant in combination with the protective colloid. Further, the amount of use is appropriately determined according to the type of protective colloid used, etc., but is generally about 0.1 to 10% by mass with respect to furfuryl alcohol. Thus, it is preferably used in such an amount that the ratio is about 0.5 to 5% by mass, more preferably about 1 to 3% by mass.
• an acid catalyst having a pKa value of less than 1.5 is used as a catalyst for the self-condensation reaction (resinification) and curing of furfuryl alcohol together with the protective colloid described above, Therefore, the fine furfuryl alcohol resin can be effectively miniaturized, and spherical fine particles having an average particle diameter of 0.01 ⁇ m to 1000 ⁇ m can be advantageously formed.
• the pKa value of such an acid catalyst is 1.5 or more, the self-condensation reaction (resinification) and curing of furfuryl alcohol cannot be sufficiently progressed, or the resin particles to be produced are effectively refined. It causes problems such as difficulty.
• an acid catalyst specifically, hydrochloric acid, sulfuric acid, nitric acid, oxalic acid, trifluoroacetic acid, methanesulfonic acid, benzenesulfonic acid, paratoluenesulfonic acid, phenolsulfonic acid, decylbenzenesulfonic acid , Dodecyl benzene sulfonic acid, tetradecyl benzene sulfonic acid, hexadecyl benzene sulfonic acid, octadecyl benzene sulfonic acid and the like, and these can be used alone or in combination, among them.
• an alkylbenzene sulfonic acid particularly an alkyl benzene sulfonic acid having an alkyl group having 10 or more carbon atoms, can be suitably used, and more desirably, from the viewpoints of economy, availability, catalytic
• the amount of the acid catalyst used is appropriately determined depending on the reaction conditions of furfuryl alcohol, the type of protective colloid, and the like, but generally 0.1% relative to furfuryl alcohol. It is used in a proportion of about 10% by mass, preferably in a proportion of about 0.5-7% by mass, more preferably in a proportion of about 1-5% by mass. This is because if the amount of the acid catalyst used is small, the object of the present invention may not be sufficiently achieved, and if the amount used is large, a large amount of bubbles are generated during the reaction, and uniform stirring is performed. It becomes difficult to cause a problem that particles of 1 ⁇ m or less cannot be formed.
• the amount of water as a reaction medium used for causing the self-condensation reaction (resinization) of furfuryl alcohol and further proceeding the curing reaction is appropriately selected according to the reaction conditions and the like. However, in general, in a ratio of about 0.5 to 25 times by mass, preferably in a ratio of about 1 to 20 times by mass, more preferably from 5 to It is desirable to be used at a ratio of about 15 times mass. In addition, when the amount of water used is less than 0.5 mass times with respect to the charged furfuryl alcohol, problems such as agglomeration of the reaction product are caused, and If it exceeds 25 mass times, the reaction time becomes too long, and problems such as uneconomical problems are caused.
• reaction temperature employ adopted in the reaction of the self-condensation reaction (resinization) and hardening (crosslinking) of the furfuryl alcohol according to this invention
• the temperature of 50 degreeC or more is generally selected from a viewpoint of reaction efficiency, Preferably Is reacted at a temperature of 70 ° C. or higher, and more preferably at a temperature of 80 ° C. or higher, and the resulting resin is made fine.
• the self-condensation reaction (resinification) and the curing (crosslinking) reaction can be carried out in separate steps. In the present invention, however, the self-condensation reaction is preferably continued after the self-condensation reaction.
• the two reaction steps can be carried out at the same temperature, and at a temperature higher than the temperature employed for the self-condensation reaction (resinification) ( It is also advantageously employed to allow the (crosslinking) reaction to proceed.
• the reaction time is appropriately determined in consideration of the reaction temperature, the water content of the reaction system, the condensation state of the product, the curing state, etc., but is required for these two reactions. As the total reaction time, generally, about 1 to 50 hours is adopted.
• the spherical furfuryl alcohol resin particles according to the present invention have a mean particle size of 0 by filtering and washing the reaction product liquid containing resin particles produced by reacting furfuryl alcohol as described above. It is taken out as spherical resin particles having a diameter of 0.01 ⁇ m or more, preferably 0.1 ⁇ m or more and an upper limit of 1000 ⁇ m or less.
• the spherical furfuryl alcohol resin particles according to the present invention taken out in this way are baked according to various known methods to advantageously give fine spherical carbon particles.
• the desired fine spherical carbon particles are advantageously obtained. It is obtained.
• the target spherical activated carbon particles are formed by subjecting such spherical carbon particles to an appropriate activation treatment.
• the activation treatment of the spherical carbon particles can be carried out according to a conventional method.
• the activation treatment is carried out at a temperature of 500 to 1000 ° C. by adopting either gas activation or chemical activation.
• the target activated carbon particles can be formed advantageously.
• this activation process can be performed continuously following the above-described carbonization process, or can be performed independently as a separate process.
• the obtained spherical furfuryl alcohol resin particles were baked and carbonized by heating at 800 ° C. for 30 minutes in a nitrogen atmosphere using an externally heated rotary kiln. Subsequently, the obtained spherical carbon particles were activated for 4 hours at 900 ° C. in a mixed atmosphere of nitrogen and water vapor using an external heating rotary kiln to obtain spherical activated carbon particles. Then, the residual carbon ratio of the used spherical furfuryl alcohol resin particles and the specific surface area of the spherical activated carbon particles were measured, and the results are also shown in Table 1 below.
• Example 2 In a reaction vessel equipped with a thermometer, a stirrer and a reflux condenser, 100 parts by weight of furfuryl alcohol, 147.75 parts by weight of water, 0.05 parts by weight of gum arabic, and a 10% aqueous solution of dodecylbenzenesulfonic acid Then, the contents were heated to 80 ° C. while stirring and mixing, and reacted for 2 hours (self-condensation reaction). Then, it was made to react at 100 degreeC for 5 hours (curing). After the reaction, the inside of the reaction vessel was cooled to room temperature, and then filtered, washed, and dried to produce the desired spherical furfuryl alcohol resin particles. Then, the volume average particle diameter of the obtained spherical resin particles (D 50) were measured, and the results are shown in Table 1 below.
• the obtained spherical furfuryl alcohol resin particles were baked and carbonized by heating them at 800 ° C. for 30 minutes in a nitrogen atmosphere using an externally heated rotary kiln. Subsequently, the obtained spherical carbon particles were activated at 900 ° C. for 5 hours in (nitrogen + water vapor) using an external heating rotary kiln to obtain spherical activated carbon particles.
• the residual carbon ratio of the used spherical furfuryl alcohol resin particles and the specific surface area of the spherical activated carbon particles were measured, and the results are also shown in Table 1 below.
• Example 3 In a reaction vessel equipped with a thermometer, a stirrer, and a reflux condenser, 100 parts by mass of furfuryl alcohol, 72.75 parts by mass of water, 0.5 parts by mass of gum arabic, and a 10% aqueous solution of dodecylbenzenesulfonic acid Then, the contents were heated to 80 ° C. while stirring and mixing, and reacted for 2 hours (self-condensation reaction). Then, it was made to react at 100 degreeC for 5 hours (curing). After the reaction, the inside of the reaction vessel was cooled to room temperature, and then filtered, washed, and dried to produce the desired spherical furfuryl alcohol resin particles. Then, the volume average particle diameter of the obtained spherical resin particles (D 50) were measured, and the results are shown in Table 1 below.
• the obtained spherical furfuryl alcohol resin particles were baked and carbonized by heating them at 650 ° C. for 30 minutes in a nitrogen atmosphere using an externally heated rotary kiln. Subsequently, the obtained spherical carbon particles were activated at 900 ° C. for 5 hours in (nitrogen + water vapor) using an external heating rotary kiln to obtain spherical activated carbon particles.
• the residual carbon ratio of the used spherical furfuryl alcohol resin particles and the specific surface area of the spherical activated carbon particles were measured, and the results are also shown in Table 1 below.
• Example 4 In a reaction vessel equipped with a thermometer, a stirrer and a reflux condenser, 100 parts by mass of furfuryl alcohol, 97.75 parts by mass of water, 0.08 parts by mass of gum arabic, and 10% aqueous dodecylbenzenesulfonic acid solution Then, the contents were heated to 80 ° C. while stirring and mixing, and reacted for 2 hours (self-condensation reaction). Then, it was made to react at 100 degreeC for 5 hours (curing). After the reaction, the inside of the reaction vessel was cooled to room temperature, and then filtered, washed, and dried to produce the desired spherical furfuryl alcohol resin particles. Then, the volume average particle diameter of the obtained spherical resin particles (D 50) were measured, and the results are shown in Table 1 below.
• the obtained spherical furfuryl alcohol resin particles were baked and carbonized by heating them at 650 ° C. for 30 minutes in a nitrogen atmosphere using an externally heated rotary kiln. Subsequently, the obtained spherical carbon particles were activated at 800 ° C. for 17 hours in (nitrogen + water vapor) using an external heating rotary kiln to obtain spherical activated carbon particles.
• the residual carbon ratio of the used spherical furfuryl alcohol resin particles and the specific surface area of the spherical activated carbon particles were measured, and the results are also shown in Table 1 below.
• Example 5 In a reaction vessel equipped with a thermometer, a stirrer and a reflux condenser, 100 parts by mass of furfuryl alcohol, 97.75 parts by mass of water, 1 part by mass of hydroxyethyl cellulose and 2. 10% dodecylbenzenesulfonic acid aqueous solution. After charging 5 parts by mass, the contents were heated to 80 ° C. while stirring and mixing, and reacted for 2 hours (self-condensation reaction). Then, it was made to react at 100 degreeC for 5 hours (curing). After the reaction, the inside of the reaction vessel was cooled to room temperature, and then filtered, washed, and dried to produce the desired spherical furfuryl alcohol resin particles. Then, the volume average particle diameter of the obtained spherical resin particles (D 50) were measured, and the results are shown in Table 1 below.
• the obtained spherical furfuryl alcohol resin particles were carbonized by heating and baking at 500 ° C. for 30 minutes in a nitrogen atmosphere using an externally heated rotary kiln. Subsequently, the obtained spherical carbon particles were activated for 9 hours at 800 ° C. in (nitrogen + water vapor) using an external heating rotary kiln to obtain spherical activated carbon particles.
• the residual carbon ratio of the used spherical furfuryl alcohol resin particles and the specific surface area of the spherical activated carbon particles were measured, and the results are also shown in Table 1 below.
• Example 6 In a reaction vessel equipped with a thermometer, a stirrer and a reflux condenser, 100 parts by weight of furfuryl alcohol, 291 parts by weight of water, 1 part by weight of gum arabic, and 10 parts by weight of 10% aqueous dodecylbenzenesulfonic acid solution Then, while stirring and mixing the contents, the contents were heated to 100 ° C. and reacted for 7 hours to continuously advance the self-condensation and curing reactions. After the reaction, the inside of the reaction vessel was cooled to room temperature, and then filtered, washed, and dried to produce the desired spherical furfuryl alcohol resin particles. Then, the volume average particle diameter of the obtained spherical resin particles (D 50) were measured, and the results are shown in Table 1 below.
• the obtained spherical furfuryl alcohol resin particles were carbonized by heating and baking at 650 ° C. for 30 minutes in a nitrogen atmosphere using an externally heated rotary kiln.
• the residual carbon ratio of the used spherical furfuryl alcohol resin particles was measured, and the results are shown in Table 1 below.
• Example 7 In a reaction vessel equipped with a thermometer, a stirrer and a reflux condenser, 100 parts by mass of furfuryl alcohol, 973 parts by mass of water, 2 parts by mass of gum arabic, and 30 parts by mass of 10% aqueous dodecylbenzenesulfonic acid solution. Then, in the same manner as in Example 6, while stirring and mixing the contents, the contents were heated to 100 ° C. and reacted for 7 hours. After the reaction, the inside of the reaction vessel was cooled to room temperature, and then filtered, washed, and dried to produce the desired spherical furfuryl alcohol resin particles. Then, the volume average particle diameter of the obtained spherical resin particles (D 50) were measured, and the results are shown in Table 1 below.
• Example 8 In a reaction vessel equipped with a thermometer, a stirrer and a reflux condenser, 100 parts by mass of furfuryl alcohol, 473 parts by mass of water, 2 parts by mass of gum arabic, and 30 parts by mass of 10% aqueous dodecylbenzenesulfonic acid solution. Then, in the same manner as in Example 6, while stirring and mixing the contents, the contents were heated to 100 ° C. and reacted for 7 hours. After the reaction, the inside of the reaction vessel was cooled to room temperature, and then filtered, washed, and dried to produce the desired spherical furfuryl alcohol resin particles. Then, the volume average particle diameter of the obtained spherical resin particles (D 50) were measured, and the results are shown in Table 1 below.
• the obtained spherical furfuryl alcohol resin particles were carbonized by heating and baking at 650 ° C. for 30 minutes in a nitrogen atmosphere using an externally heated rotary kiln.
• the residual carbon ratio of the used spherical furfuryl alcohol resin particles was measured, and the results are shown in Table 1 below.
• Comparative Example 1 using 89% phosphoric acid aqueous solution as a catalyst without adding dodecylbenzenesulfonic acid, or Comparative Example 2 using no gum arabic or hydroxyethyl cellulose as a protective colloid, uncured Thus, the desired spherical furfuryl alcohol resin particles could not be obtained.

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