WO2015068496A1 - ポリウレタン製伝動ベルト及びベルト成形用材料 - Google Patents
ポリウレタン製伝動ベルト及びベルト成形用材料 Download PDFInfo
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- WO2015068496A1 WO2015068496A1 PCT/JP2014/075924 JP2014075924W WO2015068496A1 WO 2015068496 A1 WO2015068496 A1 WO 2015068496A1 JP 2014075924 W JP2014075924 W JP 2014075924W WO 2015068496 A1 WO2015068496 A1 WO 2015068496A1
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- belt
- transmission belt
- polyurethane
- weight
- molding material
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/10—Esters; Ether-esters
- C08K5/12—Esters; Ether-esters of cyclic polycarboxylic acids
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/4854—Polyethers containing oxyalkylene groups having four carbon atoms in the alkylene group
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
- C08G18/7614—Polyisocyanates or polyisothiocyanates cyclic aromatic containing only one aromatic ring
- C08G18/7621—Polyisocyanates or polyisothiocyanates cyclic aromatic containing only one aromatic ring being toluene diisocyanate including isomer mixtures
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- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F16—ENGINEERING ELEMENTS AND UNITS; GENERAL MEASURES FOR PRODUCING AND MAINTAINING EFFECTIVE FUNCTIONING OF MACHINES OR INSTALLATIONS; THERMAL INSULATION IN GENERAL
- F16G—BELTS, CABLES, OR ROPES, PREDOMINANTLY USED FOR DRIVING PURPOSES; CHAINS; FITTINGS PREDOMINANTLY USED THEREFOR
- F16G1/00—Driving-belts
- F16G1/14—Driving-belts made of plastics
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- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F16—ENGINEERING ELEMENTS AND UNITS; GENERAL MEASURES FOR PRODUCING AND MAINTAINING EFFECTIVE FUNCTIONING OF MACHINES OR INSTALLATIONS; THERMAL INSULATION IN GENERAL
- F16G—BELTS, CABLES, OR ROPES, PREDOMINANTLY USED FOR DRIVING PURPOSES; CHAINS; FITTINGS PREDOMINANTLY USED THEREFOR
- F16G1/00—Driving-belts
- F16G1/14—Driving-belts made of plastics
- F16G1/16—Driving-belts made of plastics with reinforcement bonded by the plastic material
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- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F16—ENGINEERING ELEMENTS AND UNITS; GENERAL MEASURES FOR PRODUCING AND MAINTAINING EFFECTIVE FUNCTIONING OF MACHINES OR INSTALLATIONS; THERMAL INSULATION IN GENERAL
- F16G—BELTS, CABLES, OR ROPES, PREDOMINANTLY USED FOR DRIVING PURPOSES; CHAINS; FITTINGS PREDOMINANTLY USED THEREFOR
- F16G1/00—Driving-belts
- F16G1/28—Driving-belts with a contact surface of special shape, e.g. toothed
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- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F16—ENGINEERING ELEMENTS AND UNITS; GENERAL MEASURES FOR PRODUCING AND MAINTAINING EFFECTIVE FUNCTIONING OF MACHINES OR INSTALLATIONS; THERMAL INSULATION IN GENERAL
- F16G—BELTS, CABLES, OR ROPES, PREDOMINANTLY USED FOR DRIVING PURPOSES; CHAINS; FITTINGS PREDOMINANTLY USED THEREFOR
- F16G5/00—V-belts, i.e. belts of tapered cross-section
- F16G5/12—V-belts, i.e. belts of tapered cross-section made of plastics
Definitions
- the present invention relates to a polyurethane transmission belt and a belt molding material.
- Polyurethane transmission belts are used for general industrial machines and OA equipment.
- Such a polyurethane transmission belt includes a prepolymer synthesized from a polyisocyanate such as tolylene diisocyanate and a polyol such as polytetramethylene ether glycol, a curing agent such as 1,1′-methylenebis (o-chloroaniline), It is formed from a belt molding material containing a plasticizer and other additives. This belt molding material is poured into a belt molding die, thermally cured to form a cylindrical shape, and then cut into a necessary width to produce a polyurethane transmission belt.
- a polyisocyanate such as tolylene diisocyanate
- a polyol such as polytetramethylene ether glycol
- a curing agent such as 1,1′-methylenebis (o-chloroaniline)
- Patent Document 1 proposes a polyurethane transmission belt in which durability is improved by containing oils and fats having a melting point of 50 to 80 ° C. containing triglyceride as a main component as a lubricant. Since this polyurethane transmission belt contains fats and oils with a melting point of 50 to 80 ° C., the durability is improved as long as it is used in a temperature range from room temperature to 50 ° C. There has been a problem that oils and fats ooze out on the surface of the belt, causing powder to blow, and durability in a low temperature environment is not sufficient.
- the configuration of the present invention is as follows.
- the polyurethane transmission belt according to any one of (1) to (4), which is a saddle belt or a toothed belt.
- a belt molding material comprising at least a prepolymer synthesized from a polyisocyanate and a polyol and 1,2-cyclohexanedicarboxylic acid diisononyl ester.
- 1,2-cyclohexanedicarboxylic acid diisononyl ester which is a high-performance plasticizer, is excellent in bleed-out property, so that it oozes out on the belt surface and functions as a lubricant and surface protective agent. Further, since 1,2-cyclohexanedicarboxylic acid diisononyl ester is excellent in non-volatility, it remains on the belt surface for a long period of time, and the effect as a lubricant and a surface protecting agent is maintained. Therefore, the durability of the polyurethane transmission belt can be improved by containing 1,2-cyclohexanedicarboxylic acid diisononyl ester.
- the polyurethane transmission belt of the present invention contains 1,2-cyclohexanedicarboxylic acid diisononyl ester (hydrogenated DINP), which is a highly functional plasticizer represented by the following chemical formula (1).
- Hydrogenated DINP can be obtained by hydrogenating phthalic acid diisononyl ester (DINP), which is a conventional plasticizer, and reducing the benzene ring to cyclohexane.
- Plasticizers blended in polyurethane power transmission belts lower the viscosity of belt molding materials and improve molding processability, soften manufactured belts and improve flexibility and cold resistance, and ooze on the belt surface It has the effect of protecting the surface and improving the lubricity and durability.
- Hydrogenated DINP is a conventionally used plastic such as di- (2-ethylhexyl) phthalate (DOP) represented by the following chemical formula (2) and dioctyl adipate (DOA) represented by the following chemical formula (3).
- DOP di- (2-ethylhexyl) phthalate
- DOA dioctyl adipate
- Table 1 shows the melting points, boiling points, and molecular weights of hydrogenated DINP, DOP, and DOA.
- Hydrogenated DINP is a liquid at room temperature with a melting point of -54 ° C. Further, it has a cyclohexane ring that is softer than an aromatic ring and linear side chains that are less branched. Since hydrogenated DINP has a flexible molecular structure and is not bulky, it is easy to move in a three-dimensional network structure made of polyurethane and has excellent bleed-out properties. Further, since the molecular weight is as high as 424 and the boiling point is as high as 394 ° C., it is excellent in non-volatility.
- DOP has almost the same melting point as hydrogenated DINP. However, since DOP has a rigid benzene ring and a highly branched 2-ethylhexyl chain, the molecular structure is rigid and bulky. For this reason, DOP is less likely to move in a three-dimensional network structure made of polyurethane and is inferior in bleed-out property compared to hydrogenated DINP.
- DOA has a low melting point of -70 ° C.
- the molecular structure of DOA does not have a ring structure, and is flexible and linear. Therefore, movement in a three-dimensional network made of polyurethane is easy, and the bleed-out property is superior to hydrogenated DINP.
- DOA since DOA has a low boiling point of 335 ° C., it is inferior in non-volatility.
- hydrogenated DINP greatly improves the durability compared to conventional plasticizers is brought about by the fact that hydrogenated DINP is excellent in both bleed-out property and non-volatility.
- Hydrogenated DINP is excellent in bleed-out property and has a function as a lubricant and a surface protecting agent that oozes out on the belt surface and smoothes the contact between the belt and the pulley.
- hydrogenated DINP is excellent in non-volatility and hardly volatilizes, so that it stays on the surface of the belt and pulley for a long period of time, and thus functions as a lubricant and a surface protective agent are maintained.
- the effect of softening the polyurethane transmission belt by hydrogenated DINP is also maintained, the polyurethane transmission belt is less likely to become hard due to changes over time.
- the polyurethane transmission belt of the present invention is manufactured by thermally curing a belt molding material containing at least a prepolymer and hydrogenated DINP in a mold.
- the curing agent for curing the belt molding material is not particularly limited.
- polyamines such as 1,1′-methylenebis (o-chloroaniline) (MOCA), dimethylthiotoluenediamine, diethyltoluenediamine, Examples thereof include polyols such as 1,4 monobutanediol and trimethylolpropane.
- the polyisocyanate and polyol used for the synthesis of the prepolymer are not particularly limited.
- the polyisocyanate those having two or more isocyanate groups in the molecule can be used without any particular limitation.
- tolylene diisocyanate, tolidine diisocyanate, diphenylmethane diisocyanate, polymethylene polyphenyl polyisocyanate, carbodiimidized diphenylmethane polyisocyanate, crude diphenylmethane diisocyanate, xylylene diisocyanate, 1,5-naphthalene diisocyanate, tetramethylxylene diisocyanate, isophorone Diisocyanate, hydrogenated diphenylmethane diisocyanate, hydrogenated xylylene diisocyanate, hexamethylene diisocyanate, dimer acid diisocyanate, norbornene diisocyanate and the like can be used.
- polyether polyols such as polyethylene glycol, polypropylene glycol, polytetramethylene ether glycol; adipic acid, sebacic acid, itaconic acid, maleic anhydride, terephthalic acid, isophthalic acid, fumaric acid, succinic acid, oxalic acid, malonic acid Dicarboxylic acid compounds such as glutaric acid, pimelic acid, suberic acid and azelaic acid, and ethylene glycol, diethylene glycol, propylene glycol, 1,4-butanediol, 1,6-hexanediol, neopentyl glycol, 1,2-propane Obtained by reacting with a polyol compound such as diol, 1,3-propanediol, 1,9-nonanediol, 3-methyl-1,5-pentanedi
- Polyester polyols such as polycaprolactone polyol and poly- ⁇ -methyl- ⁇ -valerolactone; 1,3-propanediol, 1,4-butanediol, 1,6-hexanediol, diethylene glycol, Polycarbonate polyols obtained by reacting diol compounds such as polyethylene glycol, polypropylene glycol or polytetramethylene glycol with phosgene, dialkyl carbonate, diphenyl carbonate, etc .; polyolefin polyols such as polybutadiene polyol, polyisoprene polyol, etc. Can be mentioned. Two or more of these may be used in combination. In addition, other low molecular weight polyols may be used in combination with these.
- low molecular weight polyol examples include ethylene glycol, 1,2-propanediol, 1,3-propanediol, 2-methyl-1,3-propanediol, 2-butyl-2-ethyl-1,3- Propanediol, 1,3-butanediol, 1,4-butanediol, neopentyl glycol (2,2-dimethyl-1,3-propanediol), 2-isopropyl-1,4-butanediol, 3-methyl- 2,4-pentanediol, 2,4-pentanediol, 1,5-pentanediol, 3-methyl-1,5-pentanediol, 2-methyl-2,4-pentanediol, 2,4-dimethyl-1 , 5-pentanediol, 2,4-diethyl-1,5-pentanediol, 1,5-hex
- the compounding ratio of the prepolymer and the curing agent is determined according to the number of functional groups of each compound. Specifically, the molar ratio (NCO / active hydrogen group) of the isocyanate (NCO) group of the prepolymer and the active hydrogen group of the functional group of the curing agent is in the range of 1.2 to 0.9.
- the blending is preferable from the viewpoint of the properties of the obtained polyurethane such as strength. More preferably, it is within the range of 1.1 to 1.02.
- the type of the active hydrogen group of the curing agent is not particularly limited, and examples thereof include a hydroxyl group, an amino group, an imino group, a carboxyl group, a urethane group, a thiol group, and an epoxy group.
- a polyurethane transmission belt is manufactured by thermally curing a belt molding material containing at least a prepolymer and hydrogenated DINP in a mold. Therefore, the prepolymer synthesized from the polyisocyanate and the polyol is preferably in a liquid state so that it can be easily injected into the mold.
- the polyurethane transmission belt of the present invention preferably contains 5 to 40 parts by weight of hydrogenated DINP with respect to 100 parts by weight of the prepolymer.
- the content is more preferably 10 to 30 parts by weight, and further preferably 20 to 30 parts by weight.
- the hydrogenated DINP content is less than 5 parts by weight, the hydrogenated DINP does not sufficiently ooze out to the belt surface, so that lubricity and surface protection cannot be obtained, and the effect of protecting the belt surface is weak. If the content of hydrogenated DINP is more than 40 parts by weight, the polyurethane obtained after curing becomes too soft and inferior in durability.
- the polyurethane transmission belt of the present invention can contain a lubricant, a surfactant, a filler, a pigment, a dye, a hydrolysis inhibitor, a reaction accelerator and the like as necessary. Since the polyurethane transmission belt of the present invention contains hydrogenated DINP and has improved lubricity, it does not need to contain a lubricant. Further, other plasticizers such as DOA may be blended as long as hydrogenated DINP is contained in the range of 5 to 40 parts by weight. However, phthalic acid esters such as DOP and DINP are strongly suspected of being endocrine disruptors, and there is a concern about reproductive toxicity.
- the shape of the polyurethane transmission belt of the present invention is not particularly limited, and can be used as a toothed belt, a saddle belt, a flat belt, a round belt, or the like.
- FIG. 1 shows a toothed belt which is an embodiment of the polyurethane transmission belt of the present invention.
- the toothed belt 1 is formed by a belt body in which a plurality of belt teeth 2 are provided on the inner peripheral surface at a predetermined pitch in the belt length direction.
- a core wire 3 as a tensile body is provided along the bottom of each belt tooth 2 in a substantially spiral shape in the belt width direction and in the belt width direction.
- the core 3 only needs to have an effective strength as a tensile body, and the material used is not particularly limited, and examples thereof include glass fiber, carbon fiber, aramid fiber, and polyester fiber.
- a core wire is spirally wound around the outer peripheral surface of a cylindrical inner mold at a predetermined pitch.
- belt tooth forming grooves extending in the axial direction are formed at a predetermined pitch on the outer peripheral surface thereof.
- the inner mold is inserted into the center of the cylindrical outer mold so that a cavity for injecting the belt molding material is formed between the inner mold and the outer mold.
- ⁇ Belt molding material preparation process> A liquid prepolymer synthesized from a polyisocyanate and a polyol, hydrogenated DINP, and other optional additives are mixed to prepare a belt molding material.
- ⁇ Belt molding material injection / curing process> The obtained belt molding material is poured into a cavity between the inner mold and the outer mold, and this is heated to thermally cure the belt molding material.
- ⁇ Demolding process> A cylindrical polyurethane power transmission belt precursor in which the belt molding material is cured is removed from the mold. ⁇ Width cut process> The removed polyurethane belt precursor is cut into a predetermined width to obtain a polyurethane transmission belt.
- Example 1 2,4-Tolylene diisocyanate and polytetramethylene ether glycol were reacted to synthesize a liquid prepolymer having 5.7 wt% NCO groups.
- a belt molding material was prepared by blending 100 parts by weight of this prepolymer, 5 parts by weight of hydrogenated DINP (manufactured by BASF, trade name: Hexamol DINCH), which is a highly functional plasticizer, and 16 parts by weight of MOCA as a curing agent. .
- the belt molding material was molded, reacted at 100 ° C. for 1 hour and cured, and then allowed to stand at 100 ° C. for 4 hours and aged to prepare a sheet 1 having a thickness of 2 mm.
- the inner periphery having a glass fiber cord as a core wire with a peripheral length of 200 mm, a belt width of 4 mm, and a tooth pitch of 2 mm under the same curing conditions as the sheet.
- a polyurethane transmission belt 1 having belt teeth on the surface was prepared.
- Example 2> A sheet 2 and a polyurethane transmission belt 2 were prepared in the same manner as in Example 1 except that the amount of hydrogenated DINP was changed to 10 parts by weight.
- Example 3> A sheet 3 and a polyurethane transmission belt 3 were prepared in the same manner as in Example 1 except that the amount of hydrogenated DINP added was 20 parts by weight.
- Example 4> A sheet 4 and a polyurethane transmission belt 4 were prepared in the same manner as in Example 1 except that the amount of hydrogenated DINP was changed to 30 parts by weight.
- Example 5> A sheet 5 and a polyurethane transmission belt 5 were prepared in the same manner as in Example 1 except that the amount of hydrogenated DINP was changed to 40 parts by weight.
- Example 6 In the same manner as in Example 1, except that the amount of hydrogenated DINP was 15 parts by weight and further 15 parts by weight of dioctyl adipate (DOA), which is conventionally used as a plasticizer for polyurethane, was blended, the sheet 6 and polyurethane A transmission belt 6 was prepared.
- DOA dioctyl adipate
- ⁇ Comparative Example 1> A sheet 7 and a polyurethane transmission belt 7 were prepared in the same manner as in Example 4 except that hydrogenated DINP was changed to DOP.
- ⁇ Comparative example 2> A sheet 8 and a polyurethane transmission belt 8 were prepared in the same manner as in Example 4 except that the hydrogenated DINP was changed to DOA.
- ⁇ Comparative Example 3> A sheet 9 and a polyurethane transmission belt 9 were prepared in the same manner as in Example 1 except that the amount of hydrogenated DINP was changed to 3 parts by weight.
- ⁇ Comparative example 4> A sheet 10 and a polyurethane transmission belt 10 were prepared in the same manner as in Example 1 except that the amount of hydrogenated DINP was changed to 45 parts by weight.
- Table 2 shows the blending amounts of the plasticizers of Examples and Comparative Examples.
- a ring-shaped polyurethane transmission belt was cut.
- the outer peripheral surface where the belt teeth are not formed is turned inside, and one portion of the central portion in the length direction is bent so as to form a ring having a diameter of about 1 cm, and compressive stress is applied to the outer peripheral surface where the belt teeth are not formed.
- Fixed in the joined state After standing for 24 hours at 23 ° C. in a fixed state, the plasticizer oozing out on the outer peripheral surface was wiped off with a paper waste containing no solvent.
- the difference between the weight before the test and the weight after wiping off the plasticizer was expressed as a relative index with the value of Comparative Example 1 being 100, and the bleed-out property of the plasticizer was evaluated. The larger the index value, the easier the plasticizer will ooze out.
- a polyurethane transmission belt was wound around a driving pulley having 20 pulley teeth and a driven pulley having 20 pulley teeth.
- the belt was run at room temperature under conditions where the rotational speed of the driving pulley was 2500 rpm, the load of the driven pulley was 0.29 N ⁇ m, and the belt initial tension was 29.4 N.
- the belt running time from the start of belt running to cutting was measured, and the belt life was evaluated by expressing the belt running time of Comparative Example 1 as a relative index of 100.
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Abstract
Description
特許文献1では、潤滑剤として、トリグリセリドを主成分とする融点50~80℃の油脂類を含有させて耐久性を向上させたポリウレタン製伝動ベルトが提案されている。このポリウレタン製伝動ベルトは、融点が50~80℃の油脂類を含有しているため、室温から50℃程度の温度域で使用する限りは耐久性が向上しているが、室温以下の低温では油脂類がベルト表面に滲み出て粉噴き(bloom)が生じ、低温環境下での耐久性が十分でないという問題があった。
(1)1,2-シクロヘキサンジカルボン酸ジイソノニルエステルを含有するポリウレタン製伝動ベルト。
(2)ポリイソシアネートとポリオールとから合成されたプレポリマー100重量部に対して、前記1,2-シクロヘキサンジカルボン酸ジイソノニルエステルを5~40重量部含有することを特徴とする、(1)に記載のポリウレタン製伝動ベルト。
(3)ショアーA硬度が85~93であることを特徴とする、(1)または(2)に記載のポリウレタン製伝動ベルト。
(4)フタル酸エステル系可塑剤を含有しないことを特徴とする(1)~(3)のいずれかに記載のポリウレタン製伝動ベルト。
(5)∨ベルト、または歯付ベルトであることを特徴とする、(1)~(4)のいずれかに記載のポリウレタン製伝動ベルト。
(6)ポリイソシアネートとポリオールとから合成されたプレポリマーと、1,2-シクロヘキサンジカルボン酸ジイソノニルエステルとを少なくとも含有することを特徴とするベルト成形用材料。
2.ベルト歯
3.心線
ポリイソシアネートとしては、分子中にイソシアネート基を2個以上有するものを特に制限することなく用いることができる。例えば、トリレンジイソシアネート、トリジンジイソシアネート、ジフェニルメタンジイソシアネ-ト、ポリメチレンポリフェニルポリイソシアネート、カルボジイミド化ジフェニルメタンポリイソシアネート、粗製ジフェニルメタンジイソシアネート、キシリレンジイソシアネート、1,5-ナフタレンジイソシアネート、テトラメチルキシレンジイソシアネート、イソホロンジイソシアネート、水添ジフェニルメタンジイソシアネート、水添キシリレンジイソシアネート、ヘキサメチレンジイソシアネート、ダイマー酸ジイソシアネート、ノルボルネンジイソシアネート等を用いることができる。これらの中から、2種類以上を併用してもよい。
心線3は抗張体として有効な強度を有していればよく、使用される材料は特に限定されないが、例えばガラス繊維、炭素繊維、アラミド繊維、ポリエステル繊維等を挙げることができる。
<心線セット工程>
円筒形の内金型の外周面に心線を所定ピッチで螺旋状に巻き付ける。内金型には、その外周面に軸方向に延びるベルト歯形成溝が所定ピッチで刻まれている。次に、内金型が、円筒状の外金型の中心に、内金型と外金型との間にベルト成形用材料を注入するためのキャビティが形成されるように挿入される。
ポリイソシアネートとポリオールとから合成された液状プレポリマーと、水添DINP、任意成分であるその他添加剤を混ぜ合わせてベルト成形用材料を作成する。
<ベルト成形用材料注入・硬化工程>
得られたベルト成形用材料を内金型と外金型との間のキャビティに注入し、これを加熱してベルト成形用材料を熱硬化させる。
ベルト成形用材料を硬化させた円筒状のポリウレタン製伝動ベルト前駆体を金型から脱型する。
<幅カット工程>
脱型したポリウレタン製ベルト前駆体を所定幅に輪切りにし、ポリウレタン製伝動ベルトを得る。
2,4-トリレンジイソシアネートとポリテトラメチレンエーテルグリコールとを反応させて、NCO基が5.7wt%の液状のプレポリマーを合成した。このプレポリマー100重量部と、高機能可塑剤である水添DINP(BASF社製、商品名:Hexamoll DINCH)5重量部と、硬化剤としてMOCA16重量部とを配合してベルト成形用材料とした。
このベルト成形用材料を成形し、100℃で1時間反応させて硬化させた後に、100℃で4時間静置してエージングして、厚さ2mmのシート1を作成した。また、このベルト成形用材料から上記歯付きベルトの製造方法に基づき、上記シートと同様の硬化条件で、周長200mm、ベルト幅4mm、歯ピッチ2mmでガラス緻維コードを心線とする内周面にベルト歯を有するポリウレタン製伝動ベルト1を作成した。
水添DINPの添加量を10重量部とした以外は、実施例1と同様にして、シート2、及びポリウレタン製伝動ベルト2を作成した。
<実施例3>
水添DINPの添加量を20重量部とした以外は、実施例1と同様にして、シート3、及びポリウレタン製伝動ベルト3を作成した。
<実施例4>
水添DINPの添加量を30重量部とした以外は、実施例1と同様にして、シート4、及びポリウレタン製伝動ベルト4を作成した。
<実施例5>
水添DINPの添加量を40重量部とした以外は、実施例1と同様にして、シート5、及びポリウレタン製伝動ベルト5を作成した。
<実施例6>
水添DINPの添加量を15重量部とし、さらにポリウレタン用可塑剤として慣用されているジオクチルアジペート(DOA)を15重量部配合した以外は、実施例1と同様にして、シート6、及びポリウレタン製伝動ベルト6を作成した。
水添DINPをDOPとした以外は実施例4と同様にして、シート7、及びポリウレタン製伝動ベルト7を作成した。
<比較例2>
水添DINPをDOAとした以外は実施例4と同様にして、シート8、及びポリウレタン製伝動ベルト8を作成した。
<比較例3>
水添DINPの添加量を3重量部とした以外は、実施例1と同様にして、シート9、及びポリウレタン製伝動ベルト9を作成した。
<比較例4>
水添DINPの添加量を45重量部とした以外は、実施例1と同様にして、シート10、及びポリウレタン製伝動ベルト10を作成した。
・硬度
厚さ2mmのシートの硬度をショアーA硬度計で測定した。
・ガラス転移温度(Tg)
厚さ2mmのシートから、5mm×40mmの試験片を切り出し、周波数10Hzで動的粘弾性を測定し、損失係数(tanδ)のピークトップ温度から、Tgを測定した。
輪状のポリウレタン製伝動ベルトを切断した。ベルト歯の形成されていない外周面を内側にして、長さ方向の略中心部の1箇所を直径約1cmの輪となるように曲げて、ベルト歯の形成されていない外周面に圧縮応力が加わった状態で固定した。固定した状態で23℃、24時間静置した後に、外周面に滲み出た可塑剤を、溶媒を含まない紙製のウエスで拭きとった。試験前の重量と、可塑剤を拭きとった後の重量との差を、比較例1の値を100とする相対的指数で表して、可塑剤のブリードアウト性を評価した。指数の値が大きいほど、可塑剤が滲み出しやすいことを示す。
ポリウレタン製伝動ベルトをプーリ歯数20の駆動プーリとプーリ歯数20の従動プーリに巻き掛けた。駆動プーリの回転数を2500rpm、従動プーリの負荷を0.29N・m、ベルト初張力を29.4Nとした条件の室温下でベルトを走行させた。
ベルトの走行開始から切断に至るまでのベルト走行時間を計測し、比較例1のべルト走行時間を100とする相対的指数で表わしてベルト寿命を評価した。
可塑剤を30重量部含有する伝動ベルト4、7、8を、100℃のオーブンに168時間静置した。試験前の伝動ベルトの初期重量と、オーブンから取り出した伝動ベルトの重量との差を、下記式で表し、加熱減量を評価した。
加熱減量=(初期重量-試験後重量)/初期重量×100(%)
実施例4、比較例1、2のブリードアウト性と加熱減量の結果から、水添DINPがDOP、DOAと比べるとブリードアウト性と不揮発性とに優れた高機能可塑剤であることが確かめられた。
高機能可塑剤である水添DINPを5~40重量部含有する実施例1~6は、DOP、DOAを含有する比較例1、2と比較して、ベルト寿命の長期化が達成できた。
水添DINPを3重量含有する比較例3は、水添DINPを5重量部含有する実施例1と比較して、ブリードアウト性が大幅に低下している。そのため、水添DINPのベルト表面への滲み出し量が少なく潤滑性、表面保護性に劣り、ベルト寿命が比較例1と同等であった。
水添DINPを45重量部含有する比較例4の伝動ベルトは、水添DINPを40重量部含有する実施例5の伝動ベルトの約半分のベルト寿命に過ぎなかった。水添DINP量が多すぎて、ゴムが柔らかくなりすぎたためである。ベルト寿命は比較例1よりも短かった。
Claims (6)
- ポリイソシアネートとポリオールとから合成されたプレポリマー100重量部に対して、前記1,2-シクロヘキサンジカルボン酸ジイソノニルエステルを5~40重量部含有することを特徴とする、請求項1に記載のポリウレタン製伝動ベルト。
- ショアーA硬度が85~93であることを特徴とする、請求項1または2に記載のポリウレタン製伝動ベルト。
- フタル酸エステル系可塑剤を含有しないことを特徴とする請求項1~3のいずれか1項に記載のポリウレタン製伝動ベルト。
- ∨ベルト、または歯付ベルトであることを特徴とする、請求項1~4のいずれか1項に記載のポリウレタン製伝動ベルト。
- ポリイソシアネートとポリオールとから合成されたプレポリマーと、1,2-シクロヘキサンジカルボン酸ジイソノニルエステルとを少なくとも含有することを特徴とするベルト成形用材料。
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Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20080085988A1 (en) * | 2006-10-06 | 2008-04-10 | Noveon, Inc. | In-Situ Plasticized Thermoplastic Polyurethane |
JP2010163557A (ja) * | 2009-01-16 | 2010-07-29 | Showa Kasei Kogyo Kk | 熱可塑性エラストマー及びこれを用いた複合成形体 |
JP2011505443A (ja) * | 2007-11-26 | 2011-02-24 | ビーエーエスエフ ソシエタス・ヨーロピア | 内部離型剤としてジアルキルシクロヘキサンジカルボキシレートを含む一体型ポリウレタンフォーム |
JP2012251586A (ja) | 2011-06-01 | 2012-12-20 | Mitsuboshi Belting Ltd | 伝動ベルト |
US20130267639A1 (en) * | 2012-04-05 | 2013-10-10 | Basf Se | Thermoplastic polyurethanes composition and preparation processes thereof |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
ATE206444T1 (de) * | 1994-07-14 | 2001-10-15 | Gates Corp | Hochtemperaturbeständige polyurethan/harnstoff- elastomere |
TW539814B (en) * | 2001-09-06 | 2003-07-01 | Goodyear Tire & Rubber | Power transmission belt |
KR20110093929A (ko) * | 2008-12-05 | 2011-08-18 | 바스프 에스이 | 접착제 및 실란트를 위한 가소제로서의 시클로헥산 폴리카르복실산 유도체 |
EP2596038A1 (en) * | 2010-07-22 | 2013-05-29 | Construction Research & Technology GmbH | Reduction in modulus of polyurethane sealants and adhesives |
US9309439B2 (en) | 2010-07-22 | 2016-04-12 | Construction Research & Technology Gmbh | Sealant and adhesive using green prepolymer |
US9090647B2 (en) * | 2010-12-13 | 2015-07-28 | Cargill, Incorporated | Crystalline forms of rebaudioside B |
KR20160031009A (ko) * | 2013-07-16 | 2016-03-21 | 바스프 에스이 | 이소시아네이트 프리폴리머 조성물 및 이로부터 제조되는 가교된 폴리우레탄 |
EP3022244B2 (en) | 2013-07-16 | 2020-02-05 | Basf Se | Isocyanate prepolymer composition and crosslinked polyurethane prepared therefrom |
-
2014
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Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20080085988A1 (en) * | 2006-10-06 | 2008-04-10 | Noveon, Inc. | In-Situ Plasticized Thermoplastic Polyurethane |
JP2011505443A (ja) * | 2007-11-26 | 2011-02-24 | ビーエーエスエフ ソシエタス・ヨーロピア | 内部離型剤としてジアルキルシクロヘキサンジカルボキシレートを含む一体型ポリウレタンフォーム |
JP2010163557A (ja) * | 2009-01-16 | 2010-07-29 | Showa Kasei Kogyo Kk | 熱可塑性エラストマー及びこれを用いた複合成形体 |
JP2012251586A (ja) | 2011-06-01 | 2012-12-20 | Mitsuboshi Belting Ltd | 伝動ベルト |
US20130267639A1 (en) * | 2012-04-05 | 2013-10-10 | Basf Se | Thermoplastic polyurethanes composition and preparation processes thereof |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2017129277A (ja) * | 2015-05-26 | 2017-07-27 | バンドー化学株式会社 | 伝動ベルト |
KR20180011790A (ko) * | 2015-05-26 | 2018-02-02 | 반도 카가쿠 가부시키가이샤 | 우레탄 조성물, 폴리우레탄 탄성체, 및 전동 벨트 |
US10988614B2 (en) | 2015-05-26 | 2021-04-27 | Bando Chemical Industries, Ltd. | Urethane composition, polyurethane elastomer and transmission belt |
KR102618914B1 (ko) | 2015-05-26 | 2023-12-27 | 반도 카가쿠 가부시키가이샤 | 우레탄 조성물, 폴리우레탄 탄성체, 및 전동 벨트 |
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JP6513572B2 (ja) | 2019-05-15 |
TW201520269A (zh) | 2015-06-01 |
TWI644976B (zh) | 2018-12-21 |
US10000621B2 (en) | 2018-06-19 |
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