TW201934629A - Filler dispersant - Google Patents

Abstract

Provided is a filler dispersant which has excellent filler dispersibility, and which can reduce the viscosity of a filler dispersion. The filler dispersant contains an esterification product (A) obtained from a fatty acid and an alkylene oxide addition product of a fatty alcohol, wherein the carbon number of the fatty acid constituting the esterification product (A) is 8 to 30. The fatty acid constituting the esterification product (A) can contain an unsaturated fatty acid.

Description

Dispersant for filler

The present invention relates to a dispersant for a filler. More specifically, it relates to a dispersant which is useful when dispersing a filler in a resin.

For the purpose of improving the physical properties of the resin (for example, hardness, impact strength, tensile strength, abrasion resistance, heat resistance, etc.), various fillers may be used. In order to make full use of the properties of the filler, it is necessary to uniformly disperse the filler in the resin. However, since a filler with high hydrophilicity easily aggregates, it is difficult to uniformly disperse it, and even if it can disperse viscosity, it tends to increase in viscosity, and improvement in operability is sought.

Therefore, a dispersant for uniformly dispersing the filler has been studied. For example, Patent Document 1 discloses a method using a surfactant.

[Patent Document] Japanese Patent Publication No. 8-13938.

However, it was found that when the surfactant described in Patent Document 1 is used, the viscosity of the resin is increased, and the effect of improving physical properties such as impact resistance is small.

An object of an embodiment of the present invention is to provide a dispersant for a filler which is excellent in dispersibility of the filler and can reduce the viscosity of the filler dispersion.

The dispersant for a filler according to the embodiment of the present invention contains an alkylene oxide adduct of an aliphatic alcohol and an esterified product (A) of a fatty acid, and the fatty acid constituting the esterified product (A) has a carbon number of 8 to 30.

If the dispersant according to this embodiment is used, the dispersibility of the filler is excellent, and the viscosity of the filler dispersion can be reduced.

Hereinafter, embodiments of the present invention will be described in detail.

The dispersant for fillers according to the present embodiment contains an esterified product (A) of an alkylene oxide adduct of an aliphatic alcohol and a fatty acid (hereinafter, simply referred to as an esterified product (A)). The number of carbon atoms constituting the fatty acid of the esterified product (A) is 8 to 30.

The method for producing the esterified product (A) is not particularly limited, and examples thereof include a method of esterifying an alkylene oxide adduct of an aliphatic alcohol and a fatty acid, and an alkylene oxide adduct of an aliphatic alcohol and a fatty acid alkyl group. A method of transesterification, a method of adding an alkylene oxide to an esterification reaction product of an aliphatic alcohol and a fatty acid, and the like.

Examples of the alkylene oxide adduct of the aliphatic alcohol include compounds obtained by adding a polyalkylene oxide to an aliphatic alcohol. Examples of the alkylene oxide include ethylene oxide, propylene oxide, and butylene oxide. Among these alkylene oxides, ethylene oxide is preferably contained because the dispersion is more excellent and the viscosity of the dispersion becomes lower. The content of ethylene oxide in the total alkylene oxide is preferably 50 mol% or more, more preferably 70 mol% or more, and still more preferably 80 mol% or more.

The addition method in the case of using two or more kinds of alkylene oxide is not particularly limited, and examples thereof include block addition, random addition, and combination of block addition and random addition. Among these addition methods, a block addition is preferred in terms of better dispersibility and lower viscosity of the dispersion.

As the aliphatic alcohol, an aliphatic monohydric alcohol can be used, and examples thereof include n-octanol, 2-ethylhexanol, isooctanol, n-nonanol, isononanol, n-decanol, isodecanol, and n-deca Monodecanol, isoundecyl alcohol, n-dodecanol, isododecanol, n-tridecanol, isotridecanol, n-tetradecanol, isododecanol, n-pentadecane Alcohol, isopentadecanyl alcohol, n-hexadecanol, isohexadecanol, 2-hexyldecanol, n-heptadecanyl alcohol, iso-heptadecanyl alcohol, n-octadecanol, iso-octadecanol, Saturated aliphatic alcohols such as 2-octyldecanol, 2-hexyldodecanol, n-nonadecanol, isacosanol, n-eicosanol, isacosanol, octenyl alcohol, nonenyl alcohol Alcohol, decenol, undecenol, dodecenol, tridecenol, tetradecenol, 2-ethyldecenol, pentaenol, cetenyl alcohol, heptenyl alcohol, ten Unsaturated aliphatic alcohols, such as octenyl alcohol, undecyl alcohol, eicosyl alcohol. Above fat The group alcohol may be used singly or in combination of two or more kinds.

Among these aliphatic alcohols, from the viewpoint of better dispersibility and lower viscosity of the dispersion, the number of carbon atoms of the aliphatic alcohol is preferably 8 to 30, more preferably 8 to 24, and even more preferably 8 to 20, It is particularly preferably 8 to 18.

As the fatty acid, fatty acids having 8 to 30 carbon atoms can be used, and examples include n-octanoic acid, 2-ethylhexanoic acid, isooctanoic acid, n-nonanoic acid, isononanoic acid, n-decanoic acid, isanodecanoic acid, n-octanoic acid Undecanoic acid, isododecanoic acid, n-dodecanoic acid, isododecanoic acid, n-tridecanoic acid, isododecanoic acid, n-tetradecanoic acid, isododecanoic acid, n-pentadecane Alkanoic acid, isopentadecanoic acid, n-hexadecanoic acid, isooctanoic acid, 2-hexyldecanoic acid, n-heptadecanoic acid, isostadecanoic acid, n-octadecanoic acid, isostecananoic acid , 2-octyldecanoic acid, 2-hexyldodecanoic acid, n-nonadecanoic acid, isacosanoic acid, n-icosanoic acid, isacosanoic acid, n-docosanoic acid, isicos Mono-alkanoic acid, n-docosaic acid, iso-docosaic acid, n-docosaic acid, is-cosacosanoic acid, n-docosaic acid, iso-cosacosanoic acid, n-twenty-five Alkanoic acid, isacosanoic acid, n-hexacosanoic acid, isosacosanoic acid, n-heptacosanoic acid, isosacosanoic acid, n-octacosanoic acid, isostacosanoic acid Acid, n-cosacosanoic acid, isacosanoic acid, n-icosanoic acid, isacosanoic acid, etc. And fatty acids, octenic acid, nonanoic acid, decenoic acid, undecylenic acid, dodecenoic acid, tridecenoic acid, tetradecenoic acid, 2-ethyldecenoic acid, pentadecene Enoic acid, hexadecenoic acid, heptadecenoic acid, octadecenoic acid, undecenoic acid, eicosenoic acid, docosaenoic acid, docosaenoic acid, docosa Carboenoic acid, docosaenoic acid, pentacosenoic acid, hexacosenoic acid, icosaconoic acid, octacosenoic acid, icosenoic acid, icosenoic acid Unsaturated fatty acids such as acids. These fatty acids may be used singly or in combination of two or more kinds.

Among these fatty acids, unsaturated fatty acids are preferably used because they are more excellent in dispersibility and the viscosity of the dispersion becomes lower. That is, in one embodiment, the esterified product (A) is preferably an unsaturated fatty acid ester in which the constituent fatty acid contains an unsaturated fatty acid. In the esterified product (A), the content of unsaturated fatty acids in the constituent fatty acids is preferably 50 mol% or more, more preferably 70 mol% or more, and even more preferably 80 mol% or more. In addition, better dispersion In view of the fact that the viscosity of the dispersion becomes lower, the number of carbon atoms of the fatty acid constituting the esterified product (A) is preferably 8 to 24, more preferably 8 to 20, and even more preferably 8 to 18.

When a fatty acid alkyl ester is used, the methyl ester, ethyl ester, etc. of the said fatty acid can be used. When a fatty acid alkyl ester is used, it is preferred to perform the reaction while removing by-produced alcohols (such as methanol and ethanol) under reduced pressure as necessary.

In view of better dispersibility and lower viscosity of the dispersion, the ester compound (A) preferably has an average of 1 to 30 oxyalkylene groups in the molecule, more preferably 1 to 20, and even more preferably 1.5 to 15 The number is more preferably 2 to 10.

The esterified product (A) is preferably a compound represented by the following general formula (1).

In formula (1), R ¹ is an aliphatic hydrocarbon group having 8 to 30 carbon atoms, R ² is an aliphatic fluorenyl group having 8 to 30 carbon atoms, and A ¹ O is oxygen having 1 to 4 carbon atoms The alkylene group, n represents the average number of moles of addition of alkylene oxide, and is a value from 1 to 30.

Examples of the aliphatic hydrocarbon group having 8 to 30 carbon atoms include hydrocarbon groups derived from the fatty alcohols exemplified above. Among these hydrocarbon groups, from the standpoint of better dispersibility and lower viscosity of the dispersion, a saturated aliphatic hydrocarbon group having 8 to 30 carbon atoms, that is, an alkyl group, may be straight or branched. In addition, from the viewpoint of better dispersibility and lower viscosity of the dispersion, the number of carbon atoms of the aliphatic hydrocarbon group is preferably 8 to 24, more preferably 8 to 20, and even more preferably 8 to 18.

Examples of the aliphatic fluorenyl group having 8 to 30 carbon atoms include fluorenyl groups derived from the fatty acids exemplified above. Among these fluorenyl groups, an unsaturated aliphatic fluorenyl group having 8 to 30 carbon atoms is preferred in terms of better dispersibility and lower viscosity of the dispersion. In one embodiment, the ratio of unsaturated aliphatic fluorenyl groups in all aliphatic fluorenyl groups is preferably 50 mol% or more, more preferably 70 mol% or more, and still more preferably 80 mol% or more. In addition, from the dispersion From the standpoint of more excellent dispersion viscosity, the number of carbon atoms of the aliphatic fluorenyl group is preferably 8 to 24, more preferably 8 to 20, and further 8 to 18.

Examples of the oxyalkylene group having 1 to 4 carbon atoms include oxyethylene group, oxypropylene group, oxybutylene group, and the like, as described above with respect to alkylene oxide, and oxyethylene group is preferably contained. When the oxyethylene group is contained, the content rate of the entire oxyalkylene group is not particularly limited, and may be, for example, 50 mol% or more, may be 70 mol% or more, and may be 80 mol% or more. In addition, the addition method in the case of containing two or more kinds of oxyalkylene groups is not particularly limited, and examples thereof include block addition, random addition, and combination of block addition and random addition. For block addition. In addition, n is preferably 1 to 20, more preferably 1.5 to 15, and even more preferably 2 to 10.

The dispersant for a filler according to the present embodiment contains the above-mentioned esterified product (A), and may be composed of only the esterified product (A), or may contain the esterified product (A) as a main component and not impair the effect, Various additives can be contained as an arbitrary component. Examples of such additives include impact resistance improvers, weather resistance improvers, antioxidants, ultraviolet absorbers, heat stabilizers, release agents, dyes, pigments, flame retardants, antistatic agents, and anti-fog. Agents, lubricants, anti-blocking agents, flow improvers, plasticizers, antibacterial agents, waxes, anti-aging agents, vulcanizing agents, vulcanizing aids, anti-scorching agents, softeners, stearic acid, etc.

The dispersant for a filler of this embodiment can be applied to various fillers. Specific examples of the filler include metal oxides, metal hydroxides, metal carbonates, metal sulfates, metal silicates, metal nitrides, carbons, and other fillers.

Examples of the metal oxide include silicon dioxide, diatomaceous earth, aluminum oxide, zinc oxide, titanium oxide, calcium oxide, magnesium oxide, iron oxide, tin oxide, and antimony oxide.

Examples of the metal hydroxide include calcium hydroxide, magnesium hydroxide, aluminum hydroxide, and basic magnesium carbonate.

Examples of the metal carbonate include calcium carbonate, magnesium carbonate, zinc carbonate, barium carbonate, sodalite, and hydrotalcite.

Examples of the metal sulfate include calcium sulfate, barium sulfate, and gypsum fiber.

Examples of the metal silicate include calcium silicate, talc, kaolin, clay, mica, montmorillonite, bentonite, activated clay, sepiolite, imogolite, and sericite ( ), Glass fiber, glass beads, and silica-based hollow spheres.

Examples of the metal nitride include aluminum nitride, boron nitride, and silicon nitride.

Examples of the carbon include carbon black, graphite, carbon fiber, carbon hollow spheres, charcoal powder, and fullerene.

Examples of other fillers include various other metal powders (gold, silver, copper, tin, etc.), potassium titanate, lead titanate zirconate, aluminum borate, molybdenum sulfide, silicon carbide, stainless steel fibers, zinc borate, Slag fiber, fluororesin powder, wood powder, cellulose fiber, rubber powder and aramid fiber.

Each of these fillers may be used alone, or two or more of them may be used in combination. Among these fillers, a metal oxide, a metal hydroxide, a metal carbonate, a metal silicate, and carbon black are preferable, and at least one selected from the group consisting of silicon dioxide, montmorillonite, and carbon black is more preferable.

The amount of the dispersant for a filler is not particularly limited. For example, it may be 1 to 100 parts by mass, or 1 to 30 parts by mass with respect to 100 parts by mass of the filler.

The dispersant for a filler according to the present embodiment can be used to disperse a filler in a resin in a resin composition containing the filler. Examples of the resin include styrene butadiene rubber, acrylonitrile butadiene rubber, butyl rubber, isoprene rubber, butadiene rubber, neoprene rubber, acrylic rubber, silicone rubber, fluorine rubber, and natural rubber. Rubber, acrylic resin, polyester resin, polyamide resin, polyolefin resin, polystyrene resin, polyacetal resin, alkyd resin, polyurethane resin, silicone resin, fluororesin, polycarbonate resin, and polyvinyl chloride Resin, etc. Can be applied to resins using any one of these resins, or can be used in combination of two The resin obtained above.

The method of using the dispersant for fillers is not particularly limited. For example, the dispersant for fillers may be added to the resin together with the filler and mixed. Various additives usually mixed with a resin may be added together with the filler and the filler dispersant and mixed.

Examples

[Production Example 1 (Synthesis of Dispersant 1)]

Into an autoclave, 186 g (1 mol) of lauryl alcohol and 0.3 g of potassium hydroxide were charged, and nitrogen was substituted in the reactor. 220 g (5 moles) of ethylene oxide was introduced under conditions of a pressure of 2.0 kg / cm2 and a temperature of 130 ° C., and after reacting for 3 hours, neutralization was performed with acetic acid to obtain an ethylene oxide adduct of lauryl alcohol. . This ethylene oxide adduct of lauryl alcohol was transferred to a reaction vessel having a stirrer, a thermometer, a nitrogen introduction tube, a reflux tube, and a water measuring tube. 282 g (1 mol) of oleic acid and 0.5 g of tetrabutyl titanate were charged. At 220 ° C for 6 hours, water was removed using a burette under a nitrogen atmosphere, and dehydration condensation was performed to obtain a dispersant 1 (R ¹ : C ₁₂ H _25- , R ² : C ₁₇ H ₃₃ CO) represented by formula (1). -, N = 5).

[Production Example 2 (Synthesis of Dispersant 2)]

A dispersant 2 (R ¹ : C ₁₃ H) represented by formula (1) was obtained in the same manner as in Production Example 1 except that 200 g (1 mol) of tridecanol (manufactured by KH Neochem) was used instead of lauryl alcohol. _27- , R ² : C ₁₇ H ₃₃ CO-, n = 5).

[Production Example 3 (Synthesis of Dispersant 3)]

A dispersant 3 (R ¹ : C ₁₄ H _29- , R ² ) represented by formula (1) was obtained in the same manner as in Production Example 1 except that 214 g (1 mol) of tetradecanol was used instead of lauryl alcohol. C ₁₇ H ₃₃ CO-, n = 5).

[Production Example 4 (Synthesis of Dispersant 4)]

A dispersant 4 (R ¹ : C ₁₆ H _33- , R ² : C ₁₇ ) represented by formula (1) was obtained in the same manner as in Production Example 1 except that 242 g (1 mol) of palmitol was used instead of lauryl alcohol. H ₃₃ CO-, n = 5).

[Production Example 5 (Synthesis of Dispersant 5)]

A dispersant 5 (R ¹ : C ₁₃ H _27- , R) represented by formula (1) was obtained in the same manner as in Production Example 2 except that the amount of ethylene oxide used was 88 g (2 mol). ² : C ₁₇ H ₃₃ CO-, n = 2).

[Production Example 6 (Synthesis of Dispersant 6)]

A dispersant 6 (R ¹ : C ₁₃ H _27- , R) represented by formula (1) was obtained in the same manner as in Production Example 2 except that the amount of ethylene oxide used was 440 g (10 mol). ² : C ₁₇ H ₃₃ CO-, n = 10).

[Production Example 7 (Synthesis of Dispersant 7)]

Instead of reacting 290 g (5 moles) of propylene oxide and 220 g (5 moles) of ethylene oxide, the same operation as in Production Example 2 was performed to obtain a dispersion represented by formula (1). Agent 7 (R ¹ : C ₁₃ H _27- , R ² : C ₁₇ H ₃₃ CO-, n = 10).

[Production Example 8 (Synthesis of Dispersant 8)]

The same operation as in Production Example 2 was performed except that 360 g (5 mol) of 1,2-butylene oxide was reacted instead of ethylene oxide, and 220 g (5 mol) of ethylene oxide was reacted. 1) Dispersant 8 (R ¹ : C ₁₃ H _27- , R ² : C ₁₇ H ₃₃ CO-, n = 10).

[Production Example 9 (Synthesis of Dispersant 9)]

A dispersant 9 (R ¹ : C ₁₃ H _27- , R) represented by formula (1) was obtained in the same manner as in Production Example 2 except that 144 g (1 mol) of 2-ethylhexanoic acid was used instead of oleic acid. ² : C ₇ H ₁₅ CO-, n = 5).

[Production Example 10 (Synthesis of Dispersant 10)]

A dispersant 10 (R ¹ : C ₁₃ H _27- , R ² : C ₁₁ ) represented by formula (1) was obtained in the same manner as in Production Example 2 except that 200 g (1 mol) of lauric acid was used instead of oleic acid. H ₂₃ CO-, n = 5).

[Production Example 11 (Synthesis of Dispersant 11)]

A dispersant 11 (R ¹ : C ₁₃ H _27- , R ² : C) represented by formula (1) was obtained in the same manner as in Production Example 2 except that 284 g (1 mol) of stearic acid was used instead of oleic acid. ₁₇ H ₃₅ CO-, n = 5).

[Production Example 12 (Synthesis of Dispersant 12)]

200 g (1 mol) of tridecyl alcohol (produced by KH Neochem) and 0.3 g of potassium hydroxide were put in an autoclave, and nitrogen was substituted in the reactor. 220 g (5 moles) of ethylene oxide was introduced under the conditions of a pressure of 2.0 kg / cm2 and a temperature of 130 ° C, and after reacting for 3 hours, the mixture was neutralized with acetic acid to obtain ethylene oxide of tridecyl alcohol. Into something. The ethylene oxide adduct of tridecyl alcohol was transferred to a reaction vessel having a stirrer, a thermometer, a nitrogen introduction tube, a reflux tube and a water measuring tube, and 296 g (1 mole) of methyl oleate and tetrabutyl titanate were charged. 0.5g, at 200 ° C for 6 hours, under a nitrogen atmosphere, the methanol was removed using a water pipe, and a transesterification reaction was performed to obtain a dispersant 12 (R ¹ : C ₁₃ H _27- , R ² ) represented by formula (1). : C ₁₇ H ₃₃ CO-, n = 5).

[Production Example 13 (Synthesis of Dispersant 13)]

200 g (1 mole) of tridecyl alcohol (produced by KH Neochem), 282 g (1 mole) of oleic acid, and tetrabutyl titanate 0.5 were charged into a reaction vessel having a stirrer, a thermometer, a nitrogen introduction pipe, a reflux pipe, and a water measuring pipe g, at 220 ° C. for 6 hours, using a burette to remove water under a nitrogen atmosphere, and perform dehydration condensation to obtain tridecanol oleate. This tridecanol oleate was transferred to an autoclave, and 0.3 g of potassium hydroxide was charged, and the reactor was purged with nitrogen. 220 g (5 moles) of ethylene oxide was introduced under conditions of a pressure of 2.0 kg / cm2 and a temperature of 130 ° C, and after reacting for 3 hours, the mixture was neutralized with acetic acid to obtain a dispersant 13 ( R ¹ : C ₁₂ H _27- , R ² : C ₁₇ H ₃₃ CO-, n = 5).

[Production Example 14 (Synthesis of Dispersant 14)]

Except that 60 g (1 mol) of acetic acid was used instead of oleic acid, the same operation as in Production Example 1 was performed to obtain a dispersant 14 (in the formula (1), R ¹ : C ₁₃ H _27- , R ² : CH ₃ CO -, N = 5).

[Production Example 15 (Synthesis of Dispersant 15)]

200 g (1 mol) of tridecyl alcohol (produced by KH Neochem) and 0.3 g of potassium hydroxide were put in an autoclave, and nitrogen was substituted in the reactor. 220 g (5 moles) of ethylene oxide was introduced under conditions of a pressure of 2.0 kg / cm2 and a temperature of 130 ° C, and after reacting for 3 hours, neutralization was performed with acetic acid to obtain a dispersant 15 (in formula (1), R ¹ : C ₁₃ H _27- , R ² : H, n = 5).

[Examples 1 to 13, Comparative Examples 1 to 2]

Using a drum mixer, 67 parts by mass of polylactic acid (trade name: TERRAMAC TP-4000, manufactured by Unijico), 30 parts by mass of montmorillonite (KUNIPIA F, manufactured by KUNIMINE INDUSTRIES), and the dispersant described in Table 1 After 3 parts by mass were uniformly mixed, a biaxial extruder (KRC Kneader, produced by Kurimoto Iron Works Co., Ltd.) was melt-mixed at a kneading temperature of 200 ° C. to obtain a granular thermoplastic resin composition.

[Comparative Example 3]

A granular thermoplastic resin composition was obtained in the same manner as in Example 1 except that polylactic acid was 69 parts by mass, and montmorillonite was 31 parts by mass without using a dispersant.

[Example 14, Comparative Example 4]

67 parts by mass of polyamine 6 (A1030BRL, produced by Unijic) instead of polylactic acid, 30 parts by mass of glass fiber (T-187, manufactured by Nippon Electric Glass Co., Ltd.) in place of montmorillonite, and those described in Table 1 A granular thermoplastic resin composition was obtained in the same manner as in Example 1 except that the dispersant was 3 parts by mass and the kneading temperature was 300 ° C.

[Comparative Example 5]

Except that polyamine 6 was 69 parts by mass and glass fibers were 31 parts by mass, and a dispersant was not used, a pellet-like thermoplastic resin composition was obtained in the same manner as in Example 14.

[Example 15 and Comparative Example 6]

Except that 30 parts by mass of talc (MICROACE SG-95, manufactured by NIPPON TALC Co., Ltd.) was used instead of glass fiber, and 3 parts by mass of the dispersant described in Table 1 were used, a granular thermoplastic was obtained by the same method as in Example 14. Resin composition.

[Comparative Example 7]

Except that polyamine 6 was 69 parts by mass and talc was 31 parts by mass, and a dispersant was not used, a pellet-like thermoplastic resin composition was obtained in the same manner as in Example 15.

Using the obtained resin composition, melt viscosity and impact resistance were evaluated by the following methods. The results are shown in Table 1.

(Melting viscosity)

The melt viscosity was measured at a predetermined temperature using a dynamic viscoelasticity measuring device ("Rheosol-G3000" manufactured by UBM Corporation). The measurement temperature was 200 ° C in Examples 1 to 14 and Comparative Examples 1 to 3, and 300 ° C in Examples 15 to 16 and Comparative Examples 4 to 7.

(Impact resistance)

An injection molding machine (SG75Mk-II, manufactured by Sumitomo Heavy Industries, Ltd.) was used to perform injection molding at a barrel temperature of 300 ° C and a mold temperature of 80 ° C to produce a test piece having a thickness of 3 mm. Using this test piece, the Charpy notched impact strength (kJ / m ² ) at a temperature of 23 ° C. was measured according to ISO179.

As shown in Table 1, when montmorillonite was added to polylactic acid, Examples 1 to 13 using the dispersants 1 to 13 according to the present embodiment had a significantly higher melt viscosity than Comparative Example 3 without the dispersant. Reduced, excellent dispersibility, and greatly improved impact resistance. On the other hand, in the dispersants 14 and 15 according to the comparative examples, as shown in comparative examples 1 and 2, the effect of reducing the melt viscosity and the effect of improving the impact resistance were inferior to those of the examples. In the case where polyamine is used as the resin and glass fibers and talc are blended, Examples 14 and 15 using the dispersant according to this embodiment in the same manner have significantly lower melt viscosity than Comparative Examples 4 to 7, and are resistant to The impact is greatly improved.

[Examples 16 to 28, Comparative Examples 8 to 10]

40 parts by mass of natural rubber (TSR20), styrene butadiene rubber using a Banbury mixer 60 parts by mass of rubber (product name: Nipol NS116R, ZS ELASTOMER), 35 parts by mass of carbon black (product name: ASAHI THERMAL, produced by ASAHI CARBON), silicon dioxide (product name: Nipsil AQ, Tosoh. Dioxide 70 parts by mass of silicon company, 7 parts by mass of silane coupling agent (product name: Si69, manufactured by Evonik Degussa), 3 parts by mass of zinc bloom, 2 parts by mass of stearic acid, 1 part by mass of paraffin, and anti-aging agent (N -Phenyl-N '-(1,3-dimethylbutyl) -p-phenylenediamine) 3 parts by mass, 1 part by mass of sulfur, vulcanization aid (N-oxydiethylene-2-benzo) 1 part by mass of thiazolesulfenimidine) and 3 parts by mass of the dispersant described in Table 2 (wherein Comparative Example 8 did not use a dispersant) were kneaded to obtain a rubber composition.

Using the obtained rubber composition, the Mooney viscosity was measured by the following method. Furthermore, the rubber composition was put into a mold and vulcanized at 180 ° C for 1 hour to obtain a test piece. Using the obtained test piece, filler dispersibility was evaluated by the following method. The results are shown in Table 2.

(Money viscosity)

According to JIS K6300-1, an L-shaped rotor was used, and the rotor was preheated for 1 minute, and the rotation time of the rotor was 4 minutes. The Mooney viscosity ML was measured at a temperature of 100 ° C. As a result, the Mooney viscosity of Comparative Example 8 was an index. The lower the number, the lower the Mooney viscosity and the better the processability.

(Filler dispersibility)

The rubber composition was put into a mold and vulcanized at 180 ° C for 1 hour to obtain a test piece. Using the obtained test piece, the test piece was cut in accordance with the ISO11345B method, the cross section was observed, and the dispersion state was quantified by image processing to evaluate the dispersibility of the filler. The results are described as indices when Comparative Example 8 is set to 100. It is shown that the larger the number, the less the dispersion failure of the filler, and the more excellent the dispersion of the filler.

As shown in Table 2, when carbon black and silicon dioxide were dispersed in the rubber, Examples 16 to 28 using the dispersants 1 to 13 according to this embodiment and Comparative Example 8 without using a dispersant, and using Compared with Comparative Examples 9 and 10 of the dispersants 14 and 15 according to the comparative example, the viscosity of the unvulcanized rubber can be reduced, and the dispersibility of the filler is excellent.

As mentioned above, although several embodiment of this invention was described, these embodiment is proposed as an example and does not intend to restrict the scope of the invention. These embodiments can be implemented in various other ways, and various omissions, substitutions, and changes can be made without departing from the spirit of the invention. These embodiments and their omissions, substitutions, and changes are the same as those included in the scope and spirit of the invention, and are included in the invention described in the claimed scope and the same scope.

A‧‧‧ester

n‧‧‧ average number of moles of alkylene oxide

R1‧‧‧ aliphatic hydrocarbon group having 8 to 30 carbon atoms

R2‧‧‧ aliphatic fluorenyl group having 8 to 30 carbon atoms

A1O‧‧‧oxyalkylene group having 1 to 4 carbon atoms

Claims (6)

A dispersant for a filler, comprising an esterified product (A) of an alkylene oxide adduct of an aliphatic alcohol and a fatty acid, and the fatty acid constituting the esterified product (A) has a carbon number of 8 to 30. The dispersant for a filler according to item 1 of the scope of patent application, wherein the fatty acid includes an unsaturated fatty acid. The dispersant for a filler according to item 1 or 2 of the scope of the patent application, wherein the aliphatic alcohol has 8 to 18 carbon atoms. The dispersant for a filler according to any one of claims 1 to 3, wherein the alkylene oxide adduct of the aliphatic alcohol and the fatty acid ester (A) have an average of 1 to 3 in the molecule. 30 oxyalkylene groups. The dispersant for a filler according to any one of claims 1 to 4, which is used for at least one selected from the group consisting of a metal oxide, a metal hydroxide, a metal carbonate, a metal silicate, and carbon black. Dispersion of 1 filler. The dispersant for a filler according to any one of claims 1 to 5 is used for dispersing a filler in a resin.