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WO2002036671A1 - Accelerateur de vulcanisation, et composition de fluoelastomere pour vulcanisation - Google Patents

Accelerateur de vulcanisation, et composition de fluoelastomere pour vulcanisation Download PDF

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Publication number
WO2002036671A1
WO2002036671A1 PCT/JP2001/008783 JP0108783W WO0236671A1 WO 2002036671 A1 WO2002036671 A1 WO 2002036671A1 JP 0108783 W JP0108783 W JP 0108783W WO 0236671 A1 WO0236671 A1 WO 0236671A1
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WO
WIPO (PCT)
Prior art keywords
vulcanization
onium salt
vulcanization accelerator
fluororubber
benzyltriphenylphosphonium
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/JP2001/008783
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English (en)
Japanese (ja)
Inventor
Shigeru Morita
Yoshinori Hori
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Daikin Industries Ltd
Original Assignee
Daikin Industries Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Daikin Industries Ltd filed Critical Daikin Industries Ltd
Publication of WO2002036671A1 publication Critical patent/WO2002036671A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/54—Quaternary phosphonium compounds
    • C07F9/5456—Arylalkanephosphonium compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/13—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by hydroxy groups
    • C07C205/20—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by hydroxy groups having nitro groups and hydroxy groups bound to carbon atoms of six-membered aromatic rings
    • C07C205/21—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by hydroxy groups having nitro groups and hydroxy groups bound to carbon atoms of six-membered aromatic rings having nitro groups and hydroxy groups bound to carbon atoms of the same non-condensed six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00—Carboxylic acid nitriles
    • C07C255/49—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C255/53—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing cyano groups and hydroxy groups bound to the carbon skeleton
    • 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
    • C08K5/13—Phenols; Phenolates
    • C08K5/138—Phenolates

Definitions

  • the present invention relates to a vulcanization accelerator which can prevent scorch at the time of vulcanization and storage and can complete vulcanization quickly after the start of vulcanization in a polyol vulcanization system, and vulcanization accelerator
  • the present invention relates to a vulcanizing fluororubber composition containing an agent.
  • Fluoro rubbers especially elastic copolymers of vinylidene fluoride and one or more fluorine-containing ethylenically unsaturated monomers, are used at high temperatures for products such as polyester rings, gaskets, packing, etc.
  • the sealing material In addition to the sealing material, it is used as a material for tubes, valves, bellows, and linings.
  • the demand for sealing materials and hoses, which are important in the automotive and chemical industries, has been increasing in recent years. ing.
  • a polyol vulcanization system which gives a vulcanized product having such properties, particularly a vulcanized product having excellent compression set.
  • the polyol-based vulcanizing agent various polyols, for example, aromatic polyhydroxy compounds and aliphatic polyhydroxy compounds are used, and bisphenol AF is particularly preferably used.
  • Polyol vulcanization systems further use vulcanization accelerators, metal oxides, metal hydroxides, and the like as auxiliary agents. Examples of vulcanization accelerators include onium salts, particularly phosphonium salts, ammonium salts, and sulfonium salts. Are known.
  • the vulcanizing composition to which the vulcanizing agent and the vulcanization accelerator are mixed significantly generates scorch during storage or before vulcanization, contaminates the mold, and releases the mold. The point is that the formality gets worse.
  • scorch refers to an inappropriate early vulcanization phenomenon in which a rubber composition mixed with a vulcanizing agent undergoes curing during its storage or before proper vulcanization conditions are reached.
  • 11-1985-295 proposes to add a phenol compound having a functional group as a scorch inhibitor, and lists a large number of phenol compounds.
  • the target squaw In order to obtain the effect, the amount of addition must be increased, resulting in an adverse effect such as an increase in compression set of the vulcanized molded product, and a slower vulcanization rate at high temperatures. Therefore, the balance between scorch prevention properties, vulcanization rate and physical properties of vulcanized molded products is not satisfactory, and Japanese Unexamined Patent Publication No. Hei 11-1985295 discloses alkoxide as anion of onium salt. And phenoxide, but do not teach any specific structure and effect.
  • U.S. Pat. No. 5,728,773 discloses a method of blocking the hydroxy end of bisphenol AF, a vulcanizing agent, by blocking it with a forceponate. There is a statement that anti-hinging properties can be obtained. Certainly, this method improves the prevention of scorch and maintains the vulcanization rate at high temperatures, but produces a compound in which the hydroxy terminal of the vulcanizing agent Pisphenol AF is blocked with a force-ponate. However, the vulcanization cost is high as a result.
  • the main object of the present invention is to provide a polyol vulcanization system which can be particularly suitably applied to injection molding which is inexpensive and suitable for mass production, and specifically, a novel vulcanization accelerator which can achieve the object, It is an object of the present invention to provide a vulcanizing fluororubber composition containing the vulcanization accelerator. Disclosure of the invention
  • the present invention relates to a vulcanization accelerator comprising an onium salt composed of a cation and an unsubstituted or substituted phenol compound anion.
  • the present invention also relates to a vulcanizable fluororubber composition
  • a vulcanizable fluorororubber composition comprising a polyol vulcanizable fluororubber, a polyol vulcanizing agent and the vulcanization accelerator.
  • a fluororubber containing a methylene unit is preferable, and a fluororubber containing a vinylidene fluoride (VdF) unit is preferable.
  • VdF vinylidene fluoride
  • Binary copolymers of VdF with hexafluoropropylene (HFP), especially Preferred is a VdF-HFP copolymer having a molar ratio of 85Zl 5 to 50/50.
  • a ternary or more copolymer of VdF, HFP, and another copolymerizable monomer may be used.
  • Other copolymerizable monomers include tetrafluoroethylene (TFE), perfluorovinylether, ethylene or propylene.
  • Such a vulcanizing fluororubber composition is preferably prepared by previously mixing a polyol vulcanizing agent and a vulcanization accelerator.
  • X 1 is a nitro group, a cyano group or a benzoyl group, and ⁇ is an integer of 0 to 5.
  • the phosphonium salt represented by the formula is a novel compound.
  • BEST MODE FOR CARRYING OUT THE INVENTION The vulcanization accelerator of the present invention is an ionic salt having an ion of a phenol compound as an anion, and is particularly preferably an ionic salt represented by the above formula (I).
  • Formula (0) is preferably a cation of phosphonium, aminophosphonium, ammonium, 8-benzyl-1,8-diazabicyclo [5.4.0] indesium, sulfonium or imminium.
  • the functional substituent X is preferably a nitro group, a cyano group, a benzoyl group or a halogen atom.
  • the number ( ⁇ ) of X is preferably one, but may be two to five. Also, 0 That is, it may be an unsubstituted phenol. In the case of a plurality, X may be the same or different. When X is one, the substitution position is preferably the 4-position of phenoxide (phenol).
  • phenol compound the unsubstituted or substituted phenol is collectively referred to as “phenol compound”.
  • Preferred specific examples of the honium salt include benzyltriphenylphosphonium 4-cyanophenoxide, benzyltriphenylphosphonium_4-1 nitrophenoxide, benzyltriphenylphosphonium-14-benzobenzoylphenoxide, benzyltrif Selected from the group consisting of enylphosphonium 2,4-dinitrophenoxide, benzyltriphenylphosphonium chlorophenoxide, benzyltriphenylphosphonium phenoxide and benzyltriphenylphosphonium 2,4, -dichlorophenoxide There is at least one species.
  • the anionic salt constituting the vulcanization accelerator of the present invention preferably has an anion having a pka (measured in an aqueous medium) of 3.2 to 12.4.
  • the lower limit of pka, 3.2 is the pka of hydrogen fluoride (HF).
  • HF hydrogen fluoride
  • Preferred pka's are 3.2-10, more preferably 4-12, especially 6-; L0.
  • the phonium salt used in the present invention is prepared, for example, by dissolving a phenol compound (for example, a phenol in which 0 to 5 X is substituted) in a solvent, and then adding a metal alkoxide to cause a sufficient reaction. (Referred to as "starting onium salt”).
  • a metal salt of a phenol compound metal pentoxide
  • it may be immediately reacted with the starting hondium salt.
  • the phenol compound may be phenol, or may have 1 to 5 nitro, cyano, benzoyl or halogen atoms as functional substituents. May be a substituted phenol.
  • the substituted phenol include monosubstituted phenols such as nitrophenol, cyanophenol, benzoxyphenol, and halogenated phenol; and disubstituted phenols such as 2,4-dinitrophenol and 2,4-dichlorophenol. Of these, phenol, 4-cyanophenol and 4-nitrophenol are preferred because of their excellent scorch prevention effect and inexpensiveness.
  • these metal salts include phenoxides such as sodium and potassium.
  • the cation A + of the starting onium salt to be reacted is preferably phosphonium, aminophosphonium, ammonium, 8-benzyl_1,8-diazabi- sic mouth [5.4.0] undecenium (DBUB), sulfonium or iminium cation.
  • Counter ions include halogens such as bromine and chlorine; and inorganic acids. Specific examples include benzyltriphenylphosphonium chloride, benzyldiphenyldiethylaminophosphonium chloride, tetrabutylammonium bromide and the like.
  • phosphonium salts are preferred as the cation.
  • benzyltriphenylphosphonium salt specifically, benzyl 1, rifenylphosphonium chloride, and benzyltriphenylphosphonium bromide are preferred.
  • the amount of the starting onium salt may be 0.5 to 2 moles, preferably 1 to 2 moles, of the phenol compound. If the starting sodium salt is large, even if unreacted starting sodium salt remains, it becomes a mixture with the product of the invention, which acts as a product to improve the anti-scorch property, and the vulcanization rate is reduced. Or contribute to adjustment.
  • Examples of the metal alkoxide to be reacted with the phenol compound include sodium methoxide, Is preferred.
  • the amount of the metal alkoxide may be 0.1 to 2 equivalents, preferably 1 to 1.2 equivalents, of the hydroxy group of the phenol compound.
  • the metal alkoxide may be added as a solid or a solution.
  • a solvent need not be particularly used, but generally, a solvent is preferably used.
  • the amount of solvent used is sufficient to dissolve the reagent used. If the amount is too large, the halide as a by-product of the reaction may not precipitate, and isolation and purification may be difficult.
  • the solvent for example, alcohols such as methanol and ethanol, and other polar solvents which do not dissolve the inorganic salt by-produced are preferable.
  • the reaction temperature is not particularly limited, and varies depending on the type of the solvent, the reaction pressure and the like, but it is preferably within a range of 0 to 100 ° C, usually at normal temperature.
  • the reaction pressure may be reduced or increased, but an appropriate pressure may be selected depending on the solvent used.
  • the reaction atmosphere may be an air atmosphere or an inert gas atmosphere.
  • the reaction product can be purified by filtering off the precipitate of the inorganic salt as a by-product, dissolving it in a solvent such as chloroform, filtering if necessary, washing with pure water, and drying.
  • the onium salt of the present invention can be produced relatively easily and at low cost.
  • the vulcanization accelerator of the present invention comprises the above-mentioned onium salt alone or in a mixture with other vulcanization accelerators, but a sufficient effect can be obtained when used alone.
  • the compound represented by the formula (II) among the above-mentioned onium salts of the formula (I) is a new compound.
  • the product can be identified by analytical methods such as NMR, IR and elemental analysis.
  • the present invention also relates to a fluororubber composition for vulcanization comprising the above vulcanization accelerator, a polyol vulcanizable fluororubber and a polyol vulcanizer.
  • This composition can effectively prevent scoring during storage and vulcanization, and does not reduce the vulcanization rate at high temperatures.
  • the mechanical properties and compression set of the resulting vulcanizate are The effect of not having a bad influence is also exerted.
  • the fluororubber may be a polyol vulcanizable one, and preferably has a methylene unit.
  • an elastomeric copolymer containing a vinylidene fluoride (VdF) unit as a main constituent unit and one or more monomer units copolymerizable with VdF is preferable.
  • the content of VdF units is 30 to 96 mol%, preferably 50 to 85 mol%.
  • the monomer copolymerizable with VdF may or may not contain fluorine, and specific examples thereof include hexafluoropropylene (HFP), tetrafluoroethylene (TFE), and perfluoro (alkyl vinyl ether) (for example, Fluoromonomers such as perfluoro (methyl vinyl ether) (PMVE)); trifluoroethylene (CTFE), dichlorodifluoroethylene, trifluoroethylene, propylene, 1-hydrofluorene, propylene, and fluoro Fluoromonomers such as polyaryl ethers and fluoroalkylvinyl ethers; and non-fluorinated monomers such as ethylene (Et) and propylene (Pr). Preferred among these are HFP, TFE, PMVE, Et, Pr and the like.
  • VdFZHFP VdFZHFP
  • VdFZHFP / TFE VdF / HF P / Et
  • VdF / TFE / Pr VdF PMVE
  • VdF / PMVE / TFE VdF / TFEZPMVEZEt
  • VdF / HFP (30 to 95Z70 to 5 mol% ratio, especially 50 to 85/50 to 15 mol% ratio) or VdFZ HFP / TFE (30 to 95/5 to 30 / (5 to 40 mol% ratio).
  • a structural unit for forming a crosslinking point containing bromine or iodine may be introduced.
  • the polyol vulcanizing agent is not particularly limited, and conventionally known polyol vulcanizing agents can be used. Examples thereof include aromatic polyols, aliphatic polyols, and mixtures thereof, and may further have a functional group other than a hydroxy group, for example, an amino group, an epoxy group, or a cyano group. Specific examples include, for example, bisphenol AF, bisphenol A, bisphenol 3, hydroquinone, and the like.
  • the fluororubber composition for vulcanization of the present invention is characterized in that the vulcanization accelerator of the present invention comprises the above-mentioned onium salt, preferably the onium salt of the formula (I), as a vulcanization accelerator.
  • the vulcanization accelerator of the present invention comprises the above-mentioned onium salt, preferably the onium salt of the formula (I), as a vulcanization accelerator.
  • other vulcanization accelerators may be added in addition to the vulcanization accelerator of the present invention comprising the onium salt.
  • examples of such other vulcanization accelerators include ionic salts other than those having the above-mentioned phenolic compound ion as anion, such as benzyltriphenylphosphonium chloride (BTPPC) and benzyldiphenyldiethylaminophosphonium chloride. And tetraptylammonium bromide.
  • additives used for vulcanization of fluororubber such as vulcanization aids, fillers, processing aids, and surfactants, may be added as necessary.
  • vulcanization aid examples include oxides or hydroxides of alkali metals or alkaline earth metals such as calcium hydroxide, magnesium oxide, and lead oxide.
  • filler examples include carbon black, silica, talc, octasite, molecular sieve, alumina, and bengalara. Processing aids are usually added for the purpose of improving extrudability during extrusion molding or improving mold releasability. For example, various esters, ethers, alcohols, fatty acids, fatty acid salts, and amines are known. I have.
  • the mixing ratio of each of the above components is 100 parts by weight of fluoro rubber (hereinafter, "parts" ),
  • the vulcanizing agent is 0.05 to 10 parts, preferably 0.5 to 5 parts
  • the vulcanization accelerator of the present invention is 0.01 to 10 parts, preferably 0.1 to 10 parts. 3 parts
  • other vulcanization accelerator is 0 to 10 parts, preferably 0.01 to 10 parts
  • vulcanization aid is 0 to 30 parts, preferably 1 to 30 parts
  • filler is 0 To 50 parts, preferably 1 to 50 parts
  • the processing aid is 0 to 10 parts, preferably 0 to 5 parts
  • the surfactant is 0 to 10 parts, preferably 0 to 5 parts.
  • the vulcanizing composition of the present invention is prepared by kneading each component with a two-roll rubber kneader, a kneader, a Banbury mixer and the like at a temperature between room temperature and 15 and cooling if necessary. it can. According to the vulcanizing composition of the present invention, the occurrence of scorch during such kneading and during subsequent storage can be effectively prevented.
  • Compression molding, transfer molding, extrusion molding, injection molding, etc. can be used as the polyol vulcanization molding method, but it is particularly suitable for mass production, but the occurrence of scorch has been a problem. It can be suitably applied to the injection molding method. Usually, it is necessary to heat and re-knead the vulcanizing composition stored before vulcanization, or to preheat it in injection molding, but in the vulcanizing composition of the present invention, the scorch during this time is required. Can be effectively prevented.
  • the vulcanization temperature depends on the molding method, but is usually from 100 to 23 ⁇ , preferably from 130 to 210. A vulcanization time of 1 to 100 minutes and even 3 to 60 minutes is sufficient, and the molding pressure is 0.3 to 3 MPa.
  • the vulcanizing time can be reduced. Usually, the vulcanization time becomes longer at the expense of the vulcanization rate at high temperature to prevent scorch, but when using the vulcanization accelerator of the present invention, the vulcanization rate at high temperature is maintained. As a result, the vulcanization time can be shortened. Further, if necessary, after the above-mentioned primary vulcanization, open vulcanization (secondary vulcanization) may be performed. Oven vulcanization is carried out at 130 to 300 ° C., preferably 150 to 250 ° C., for 0.5 to 48 hours, preferably 1 to 24 hours.
  • the vulcanizate obtained by vulcanizing the fluororubber composition for vulcanization of the present invention has excellent mechanical properties such as compression set, tensile strength and elongation, and is suitable for use in the following products. it can.
  • T g The melting point or glass transition temperature (T g) of the obtained product was measured by DSC, and the characteristic absorption and peak were examined by IR and NMR.
  • ⁇ Benzyl triphenylphosphonidium 4-cyanophenoxide
  • BTPP4NP ditrophenoxide
  • BTPP 24DNP 2,4-dinitrophenoxide
  • BDP I CJ bis [benzyldiphenylphosphorane-diyl] ammonium chloride
  • BDP I 4CP green-brown semi-solid bis [benzyldiphenylphosphoranediyl] ammonium-14-cyanophenoxide
  • a fluorororubber composition for vulcanization of a polyol having the following formulation was prepared by kneading the mixture in a two-necked flask under ice cooling.
  • BTPP 4CP (Production Example 1) 0.797 parts Magnesium oxide 3 parts Ribon Bon Black (MT-C 30) 30 parts Calcium hydroxide 6 parts
  • T10 and T90 The vulcanization characteristics (T10 and T90) of the obtained fluororubber composition for vulcanization at 150 and 180 ° C, respectively, were measured with a Keilastometer II (manufactured by JSR Corporation) (frequency 6 cpm, amplitude angle ⁇ 3 degrees).
  • T10 is the time (minutes) required to increase to 10% of the maximum torque
  • T90 is the time (minutes) required to increase to 90% of the maximum torque.
  • Example 1 the vulcanization (T10) at 150 ° C was slower than that in Comparative Example 1, and the length of the mu-221 scorch ( ⁇ 5) at 145 was longer.
  • the vulcanization (T10) at 150 ° C is slow, the muniche coach (T5) at 145T: is long, and the vulcanization (180 ° C) T90) is closer to Comparative Example 1 than to Comparative Example 2.
  • Example 2 The vulcanization characteristics, Mooney scorch, physical properties, hardness, and compression set were measured in the same manner as in Example 1 except that the amount of BTPP4CP was changed as shown in Table 2. Table 2 shows the results.
  • Example 2 The vulcanization properties, Mooney scorch, physical properties in normal state, hardness and compression set were measured in the same manner as in Example 1 except that BTPPC was used in the amount shown in Table 2 instead of BTPP4CP. Table 2 shows the results.
  • Example 6 The vulcanization characteristics, Mooney scorch, physical properties in normal state, hardness and compression set were measured in the same manner as in Example 1 except that 0.798 parts of BTPP4HBP synthesized in Production Example 2 was used instead of BTPP4CP. Table 3 shows the results.
  • Example 6 The vulcanization characteristics, Mooney scorch, physical properties in normal state, hardness and compression set were measured in the same manner as in Example 1 except that 0.798 parts of BTPP4HBP synthesized in Production Example 2 was used instead of BTPP4CP. Table 3 shows the results. Example 6
  • Example 3 The same vulcanization properties, mu-scientific properties, normal physical properties, hardness and compression set as in Example 1 except that 0.677 parts of Onion 4 CP synthesized in Production Example 3 were used instead of BTPP 4 CP The strain was measured. Table 3 shows the results.
  • ONIO 4 CP benzyldiphenyldiethylaminophosphonium chloride
  • Example 3 The vulcanization characteristics, natural coach, normal physical properties, hardness and compression set were measured in the same manner as in Example 1 except that 0.73 parts of BTPP4NP synthesized in Production Example 4 was used instead of BTPP 4CP. did. Table 3 shows the results.
  • Example 8 Vulcanization characteristics, Mooney scorch, physical properties in normal state, hardness and compression set were measured in the same manner as in Example 1 except that 0.778 parts of BTPP 24DNP synthesized in Production Example 5 was used instead of BTPP 4 CP. Table 3 shows the results.
  • Example 1 was repeated except that 0.564 parts of BTPPC and 1.09 parts of 2,4-dinitrophenol (24DNP) (in equimolar amounts with bisphenol AF (vulcanizing agent)) were used in place of BTPP4C.
  • the vulcanization characteristics, mu-scorch, physical properties under normal conditions, hardness and compression set were measured in the same manner as in. Table 3 shows the results.
  • Vulcanization characteristics were the same as in Example 1 except that 0.267 parts (equivalent to the vulcanization accelerator of the present invention) of 2,4-dinitrophenol (24DNP) was used instead of BTPP4C. , Much Nice Coach, physical properties in normal state, hardness and compression set were measured. Table 3 shows the results.
  • Example 3 The vulcanization characteristics, Mooney scorch, physical properties in normal state, hardness and compression set were measured in the same manner as in Example 1 except that 0.647 parts of BT PPP synthesized in Production Example 7 was used instead of BTPP4CP. Table 3 shows the results.
  • vulcanization characteristics, Mooney scorch, physical properties in normal state, hardness and compression set were obtained in the same manner as in Comparative Example 1 except that 0.136 parts (Comparative Example 10) and 0.557 parts (Comparative Example 11) of phenol were added. It was measured. Table 3 shows the results.
  • Example 8 In Comparative Example 8 in which 2,4-dinitrophenol (24DNP) was used in an equimolar amount instead of the vulcanization accelerator of the present invention, vulcanization (T10) occurred relatively quickly at low temperature (at 150). However, at a high temperature (180), the vulcanization rate was lower than that in Example 8.
  • 24DNP 2,4-dinitrophenol
  • the vulcanization accelerator of the present invention preservation during vulcanization and vulcanization before the kneading of the fluororubber composition for vulcanization and pretreatment of vulcanization (pre-heat treatment in re-kneading and injection molding) Vulcanizing fluororubber with optimal vulcanization characteristics for injection molding, because it can effectively prevent the occurrence of scorch at times, and at the time of the original vulcanization it has a high vulcanization rate and can shorten the vulcanization time.
  • a composition can be provided.
  • the resulting vulcanizates have excellent mechanical properties, especially compression set.

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  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
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Abstract

L'invention porte sur un accélérateur de vulcanisation, produisant un fluoélastomère vulcanisable exempt de vulcanisation prématurée lors du stockage et du préparation traitement de vulcanisation, présentant un taux élevé de vulcanisation réduisant le temps de vulcanisation, et des caractéristiques optimales pour le moulage par injection. Il comprend un sel d'onium dont l'anion est un composé phénolique en particulier celui de formule (I) dans laquelle: A+ est le cation du sel d'onium; X est un groupe fonctionnel permettant au phénol substitué formant l'anion du sel d'onium de présenter un pKa compris entre 3,2 et 12,4; et n est un entier de 0 à 5. L'invention porte également une composition de fluoélastomère pour vulcanisation comportant l'accélérateur de vulcanisation et sur un fluoélastomère vulcanisable au moyen d'un polyol, et sur un agent de vulcanisation au polyol.
PCT/JP2001/008783 2000-11-02 2001-10-05 Accelerateur de vulcanisation, et composition de fluoelastomere pour vulcanisation Ceased WO2002036671A1 (fr)

Applications Claiming Priority (2)

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JP2000336361 2000-11-02
JP2000-336361 2000-11-02

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Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS49106555A (fr) * 1973-02-09 1974-10-09
JPH11508295A (ja) * 1995-06-22 1999-07-21 ダイネオン エルエルシー 硬化性フルオロエラストマーの改良されたスコーチ安全性
JP2000063605A (ja) * 1998-08-21 2000-02-29 Asahi Glass Co Ltd 共重合体組成物
JP2001233944A (ja) * 2000-02-23 2001-08-28 Sumitomo Bakelite Co Ltd エポキシ樹脂組成物及び半導体装置

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS49106555A (fr) * 1973-02-09 1974-10-09
JPH11508295A (ja) * 1995-06-22 1999-07-21 ダイネオン エルエルシー 硬化性フルオロエラストマーの改良されたスコーチ安全性
JP2000063605A (ja) * 1998-08-21 2000-02-29 Asahi Glass Co Ltd 共重合体組成物
JP2001233944A (ja) * 2000-02-23 2001-08-28 Sumitomo Bakelite Co Ltd エポキシ樹脂組成物及び半導体装置

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