JPH0275656A - Novel heat-resistant and solvent-resistant resin composition - Google Patents

Abstract

PURPOSE:To provide the title resin composition excellent in flexibility, solvent resistance, heat resistance, etc., by three specified polyphenylene polymeric compounds and a binder of an organic compound having a plurality of specified functional groups. CONSTITUTION:A polyphenylene ether modified with a modifier having an ethylenic double bond and a carboxyl or anhydride group in the molecule is mixed with a polyphenylene sulfide modified with a modifier having amino and mercapto or disulfide group in the molecule, a polyphenylene sulfide and a binder comprising an organic compound having a plurality of functional groups such as a carboxyl, acid anhydride, amino, hydroxyl, mercapto, isocyanate, epoxy or 2-oxazoline group in the molecule (e.g., 4,4'-diphenylmethane diisocyanate).

Description

DETAILED DESCRIPTION OF THE INVENTION Field of Industrial Application The present invention relates to a novel resin composition having excellent solvent resistance, heat resistance, and mechanical properties.

rPrior Art] Polyphenylene ether is a resin with excellent heat resistance, rigidity, electrical properties, etc., and is a polymeric material useful as an engineering plastic. However, it is well known that polyphenylene ether has major drawbacks such as poor solvent resistance and poor moldability.

On the other hand, polyphenylene sulfide is known as a resin with excellent heat resistance, solvent resistance, electrical properties, mechanical strength, dimensional stability, flame retardance, etc., and has attracted attention in recent years. In particular, polyphenylene sulfide can improve the above performance by combining it with fibrous reinforcing materials such as glass fiber and carbon fiber, and inorganic fillers such as talc, clay, and silica. Used for structural parts, etc. However, polyphenylene sulfide has a low degree of polymerization, is difficult to mold, has no toughness and is brittle, and glass fiber-reinforced polyphenylene sulfide has disadvantages such as warpage in molded products.

As a technique for improving the moldability of polyphenylene ether, blending of polyphenylene sulfide is disclosed, for example, in Japanese Patent Publication No. 56-34032. However, although the effect of improving moldability was observed, the compatibility between polyphenylene ether and polyphenylene sulfide was poor, resulting in problems such as poor appearance and deterioration of mechanical properties. Furthermore, the blend is
Upon contact with a solvent, the polyphenylene ether and polyphenylene sulfide components are completely separated and have essentially no solvent resistance.

In addition, as a technique for improving the compatibility between polyphenylene ether and polyphenylene sulfide, interposing an epoxy resin is disclosed in Japanese Patent Publication No. 1986-11 ('63). However, the mechanical properties were not satisfactory, and no improvement was observed in solvent resistance.

[Problems to be solved by the present invention] The problems to be solved by the present invention are problems caused by the inherent poor compatibility between polyphenylene ether and polyphenylene sulfate when polyphenylene ether and polyphenylene sulfate are mixed together. The objective is to prevent deterioration of mechanical properties, heat resistance properties, etc., and provide solvent resistance.

Solvent resistance, which is not found in conventional technology, has been achieved by solving this problem.
It has become possible to create materials with excellent mechanical performance, heat resistance, and formability.

[Failure to solve the problem]

In other words, this invention is a radical initiator using a modifying agent selected from compounds that simultaneously contain (2) an ethylenic double bond and (b) a carboxyl group or an acid anhydride group in the molecule. Modified polyphenylene ether obtained by modifying in the presence or absence of and a modifying agent selected from compounds having simultaneously (a) an amino group and (b) a mercapto group or a disulfide group in the molecule of polyphenylene sulfide. Modified polyphenylene sulfide obtained by modification with 0 polyphenylene sulfide 0 Polyphenylene sulfide 0 Polyphenylene sulfide 0 Polyphenylene sulfide 0 Polyphenylene sulfide 0 Polyphenylene sulfide 0 Polyphenylene sulfide 0 Polyphenylene sulfide 0 Polyphenylene sulfide 0 Polyphenylene sulfide 0 Polyphenylene sulfide 0 Polyphenylene sulfide 0 Polyphenylene sulfide 0 Polyphenylene sulfide 0 Polyphenylene sulfide 0 Polyphenylene sulfide 0 Polyphenylene sulfide 0 Polyphenylene sulfide 0 Polyphenylene sulfide 0 has (a) carboxyl group, (b) acid anhydride group, (C) amino group, (hydroxyl group, (e) mercapto group,
(f) A novel heat-resistant binder made of an organic compound having a small number (both of which have two or more) of the same or different functional groups selected from the group consisting of incyanate groups, Q epoxy groups, and ■2-oxazoline groups. The composition of the present invention is a solvent-resistant resin composition, and further includes a polyphenylene ether/polyphenylene sulfide copolymer produced during melt-kneading.

The polyphenylene ether used in the resin composition of the present invention is a polyphenylene ether obtained by polycondensation of one or more monocyclic phenols represented by the general formula (I); this polyphenylene H (herein, R1 is the carbon number 1 to 3 lower alkyl groups, R2
and R3 is a hydrogen atom or a lower furkyl group having 1 to 3 carbon atoms, and a lower alkyl substituent must always be present at the ortho position of at least one of the hydroxyl groups. ) It includes a graft copolymer having polyphenylene ether as its core, which is obtained by graft polymerizing a vinyl aromatic compound to rene ether. This polyphenylene ether is
It may be a homopolymer or a copolymer.

Examples of the monocyclic phenol represented by the general formula CI) include 2.6-diethylphenol, 2.6-diethylphenol, 2.6-dipropylphenol, 2-
Methyl-6-ethylphenol, 2-methyl-6-propylphenol, 2-ethyl-6-propylphenol, m-cresol, 2.3-dimethylphenol, 2゜3-diethylphenol, 2.3-dipropylphenol , 2-methyl-3-ethylphenol, 2-methyl-
3-propylphenol, 2-ethyl-3-methylphenol, 2-ethyl-3-propylphenol, 2-propyl-3-methylphenol, 2-propyl-3-ethylphenol, 2,3.6-trimethylphenol,
2.3.6-) ethyl phenol, 213.6-) dipropylphenol, 2.6-dimethyl-3-ethyl-
Examples include phenol, 2,6-dimethyl-3-propylphenol, and the like. Examples of polyphenylene ether obtained by polycondensation of one or more of these phenols include poly(2,6-dimethyl-1,4-phenylene) ether and paris(2,6-diethyl-1,4-phenylene).
-phenylene)ether, poly(2,6-dipypyl-
1,4-phenylene)ether, poly(2-methyl-6)
-ethyl-1,4-phenylene)ether, poly(2-
Me+ru6--/ropyru-1,4-phenylene) ether, poly(2-ethyl-6-7'ropyru-1,4-7enylene) ether, 2,6-dimethylphenol/2.
3.6-) Limethylphenol copolymerization (L2,6-dimethylphenol/2.3.6-) Liethylphenol copolymer, 2.6-diethylphenol/2.3.6-)
Limethylphenol copolymer, 2,6-diprobylphenol/2,3.6-)limethylphenol copolymer,
Bo! +(2,6-dimethyl□ru-1゜4-7enylene) ether grafted with styrene, 2,6-dimethylphenol/2,3.6-)limethylphenol copolymer Examples include graft copolymers obtained by graft polymerizing styrene. In particular, poly(2,6-
dimethyl-1,4-phenylene)ether, 2. '6-
Dimethylphenol/2,3.

6-trimethylphenol copolymer and the like are preferred as the polyphenylene ether used in the present invention.

Next, polyphenylene ether RF agent J is a compound that simultaneously has (a) an ethylenic double bond and (a) a carboxyl group or an acid anhydride group in its molecule, and specifically, maleic acid, fumaric acid, etc. , chloromaleic acid, citraconic acid, itapunic acid, etc.; Saturated monocarboxylic acids; mention may be made of acid anhydrides of these α,β-unsaturated dicarboxylic acids and unsaturated monocarboxylic acids.

Among these, preferred are ileic acid, acrylic acid, methacrylic acid, and maleic anhydride, and more preferred is maleic anhydride.

The preparation of modified polyphenylene ether used in the present invention is as follows:
The following method is used, but the method is not particularly limited thereto. For example, the modified polyphenylene ether is mixed with the polyphenylene ether in an amount of 0.01 to 20% by weight, preferably 0.1 to 5% by weight, based on the polyphenylene ether as a modifier, and then used in a roll mill, a Banbury mixer-1 extruder, etc. It can be prepared by melt-kneading and reacting at a temperature of 150 to 350°C, or it can be prepared by heating and reacting polyphenylene ether and a modifier in a solvent such as benzene, toluene, xylene, etc. You can. Benzoyl peroxide is added to the reaction system to facilitate the modification reaction.

Organic peroxides such as di-, di-t-butyl peroxide, dicumyl peroxide, and t-butylperoxybenzoate, and 7zo compounds such as azobisisobutyronitrile, azobisisovalenitrile, etc. It is effective to have the presence of a destructive starting punishment as represented by .

A more practical modification method is a method of melt-kneading in the presence of a radical initiator. Furthermore, it is also effective to remove unreacted modifier under reduced pressure during melt-kneading.

Next, the polyphenylene sulfide of the present invention is 0 mol%
As mentioned above, a polymer containing 90 mol% or more is more preferable, and if the repeating unit is less than 70 mol%, it is difficult to obtain a composition having specific properties.

Various known methods can be employed to obtain this polymer, including sodium sulfide, p-dichlorobenzene, tN-methylpyrrolidone, an amide solvent such as dimethylacetamide, or a sulfonic solvent such as sulfolane. A reaction method is preferred. At this time, it is a preferable method to add an alkali metal carboxylate such as sodium acetate or lithium acetate in order to adjust the degree of polymerization. The copolymerization component may be contained in an amount of less than 30 mol% without affecting the crystallinity of the polymer, but preferably the copolymerization component is less than 10 mol%.

Furthermore, the "modifier" of C polyphenylene sulfide is a compound that simultaneously has (a) an amino group and (b) a mercapto group or a disulfide group in the molecule, and the compound represented by the following general formula is a typical example. -R-NHz (2)NH
2-R-5-5-R-NH2 (3) (where R is an aliphatic or alicyclic residue having 2 to 10 carbon atoms, or 6 carbon atoms
~10 aromatic residues. ) Specific examples include aliphatic aminothiols such as 2-aminoethanethiol, 3-aminopropanethiol, 4-7: and butanethiol; Thiophenols; aminothionaphthols;
2゜21-diaminodiethyl disulfide, 3.3・-
Aliphatic diaminodisulfides such as diaminodipropyl disulfide: 4,4-diaminodiphenyl disulfide, 3,3'-diaminodiphenyl disulfide,
Examples include aromatic diaminodisulfides such as 2,2'-diaminodiphenyl disulfide.

Further examples include biheterocyclic compounds having both an amino group and a mercapto group. Specific examples include 4-amino-2-mercaptopyrimidine, 3-amino-5-mercapto-1,2,4-triazole, and the like. Preferred among these compounds are ortho-, meta-, and para-aminothiophenols and diaminodiphenyl disulfides, and the most preferred are para-aminothiophenol and 4,41-diaminodiphenyl disulfide.

Furthermore, the modified polyphenylene sulfide used in the present invention is prepared by the following method, but is not limited thereto. For example, modified polyphenylene sulfate 4-dot
After mixing the polyphenylene sulfide with a modifier of 0.01 to 20% by weight, preferably 0.1 to 10% by weight based on the polyphenylene sulfide, a kneading machine such as an extruder or a Banbury mixer is used. It is produced by melt-kneading at 290 to 350°C. At this time, a modifier (for polyphenylene ether, modified polyphenylene ether, polyphenylene ether) may be present.

Furthermore, the "binder" used in the resin composition of the present invention is
ω carboxyl group in the molecule, (b) carboxyl anhydride group, (C) amino group, (d) hydroxyl group, (e) mercapto group, (f) incyanate group, Q epoxy group, Co., Ltd. 2
It means an organic compound having at least two or more of the same or different functional groups selected from the group consisting of -Onosacillin group, and is used by appropriately selecting from these compound groups. Examples of such binders include polyhydric alcohols such as ethylene glycol, propanediol, glycerin, diethylene glycol, triethylene glycol, catechol, resorcinol, human-quinone, bisphenol A, benzenetriol, benzenetetraol; 2-aminoethanol , 3-aminopropanol, and other amino alcohols; ethanedithiol, propanedithiol, 1゜2-
Benzenedithiol, 1,3-benzenedithiol, 1
．． Mercapto compounds such as 4-benzenedithiol; ethylene glycol diglycidyl ether, catechol diglycidyl ether, resosinol diglycidyl ether, hydroquinone diglycidyl ether, bisphenol A, benzenetriol triglycidyl ether, benzenetetraol tetraglycidyl ether, etc. Glycidyl ethers: 1゜3-7 enylene bis(2
-oxazoline), 1,4-phenylenebis-(2-oxazoline), ethylenebis-(2-oxazoline) and other bis-(2-oxazoline) compounds, 1,2-phenylene diisocyanate), 1.3- Diisocyanate compounds such as phenylene diisocyanate, 1,4-phenylene diisocyanate, hexamethylene diisocyanate), 4.4"-diphenylmethane diisocyanate; trimellitic anhydride, beemeric anhydride, 3.3'
, 4゜41-tetracarpoxybenzophenone dianhydride, 4, polycarboxylic acid anhydride such as 4'-methylenebis(benzene-1,2-dicarboxylic acid) dianhydride, 1
, 2-phenylenediamine, 1,3-phenylenediamine, 1,4-phenylenediamine, hemethylenediamine, ethylenediamine, and other diamine compounds; among these, 1,3-phenylenebis-(
Examples include a method of simultaneously using 2-oxazoline), 4,4'-diphenylmethane diisocyanate, pyromellitic anhydride, and 1°4-7 enylenediamine.

The blending amount of each component of the present invention is (A) modified polyphenylene ether of 5 to 95%, preferably tt of 20 to 80 [3
1%, (B) modified polyphenylene sulfide from 1 to 50
% by weight, preferably 1-30tJ1%, (C) polyphenylene sulfide 5-95% by weight, preferably 20-
At 80ffi amount%, the sum of (A), (B), and (C) is 1
00% by weight. Also, as component (D), one or more binders are added in an amount of 0.1 to 0.1 to the total amount of (A), (B), and (C).
It is blended in an amount of 10% by weight, preferably 0.5 to 5% by weight. The resin composition of the present invention also contains polyphenylene ether/
A polyphenylene sulfide copolymer is included, and the polyphenylene ether/polyphenylene sulfide copolymer here refers to a portion that cannot be separated into each component by a separation method using a solvent. The polyphenylene ether forming the polyphenylene ether/polyphenylene sulfide copolymer in the resin composition of the present invention is 0.5 to 99% by weight, preferably 0.5 to 70% by weight of the polyphenylene ether in the resin composition of the present invention, More preferably, it is 0.5 to 50% by weight.

There are no restrictions on the type or number of chemical bonds between polyphenylene ether and polyphenylene sulfide in the polyphenylene ether/polyphenylene sulfide copolymer, and for example, there may be multiple types or numbers of thioester bonds, amide bonds, imide bonds, etc. good. Furthermore, the form of copolymerization is not limited, and may be any of block copolymerization, graft copolymerization, random copolymerization, and even an IPN structure in which crosslinked networks of both resin components alternately penetrate. , these may exist simultaneously.

When producing the resin composition of the present invention, there are no particular limitations on the method of blending each component constituting the resin composition of the present invention, the method of modifying borif-12dine ether, poly-7-ethylene sulfide, etc. For example, ■ A method of melt-kneading a mixture of a pre-prepared modified polyphenylene ether, a pre-prepared modified polyphenylene sulfide, a polyphenylene sulfide, and a binder; A method of melt-kneading and then adding a binder and melt-kneading again: ■ A method of melt-kneading a mixture of a modified polyphenylene ether prepared in advance, a modified polyphenylene sulfide prepared in advance, and a binder, and then mixing polyphenylene sulfide and melt-kneading it again; A method of melt-kneading a mixture of the prepared modified polyphenylene ether and previously prepared modified polyphenylene sulfide, then mixing the binder and polyphenylene sulfide and melt-kneading it again; Polyphenylene sulfide in the presence of modified polyphenylene ether by melt-kneading a mixture of agents? A method of modifying the polyphenylene sulfide and then melt-kneading it again by mixing it with polyphenylene sulfide and a binder; ■ Melting-kneading a mixture of polyphenylene ether, a modifier for polyphenylene ether, and modified polyphenylene sulfide prepared in advance, and modifying the polyphenylene ether in the presence of the modified polyphenylene sulfide. Then, polyphenylene sulfide and a binder are further mixed and melt-kneaded again; ■ A mixture of polyphenylene ether, polyphenylene-chill modifier, polyphenylene sulfide, and polyphenylene sulfide modifier is melt-kneaded to simultaneously modify polyphenylene sulfide and polyphenylene ether. The composition of the present invention can be produced by a method in which polyphenylene sulfide and a binder are mixed together and melt-kneaded again.

Among these, methods (1), (2), (2), or (2) are preferred, and methods (1) or (2) are particularly preferred.

The temperature of melt mixing is 150-370°C, preferably 250°C.
The melt mixing method can be carried out at ~350°C using an extruder, Nigu, Banbury Mixer 1P, or the like.

The resin composition of the present invention may optionally contain other resins; elastomers; various additives such as flame retardants, flame retardant aids, stabilizers, ultraviolet absorbers, plasticizers, and lubricants; pigments, fillers, Other ingredients may be added as appropriate.

Examples of other resins include polystyrene resin,
Examples include polycarbonate, polyester, polyamide, polysulfone, and the like.

In addition, the elastomer component in the resin composition of the present invention is from 0.1 to
20% by weight can be added, but the elastomer component is an elastomer in a general sense, such as A,
V. Tobolsky “Pr.

perties and 5 structures of
Polymers” (John Wiley &
5ons, Inc., 1960) on pages 71 to 78, and an elastomer is one whose Young's modulus at room temperature is lo3 to 10 dynes/cj (
0,1 to 1020K11/d). Specific examples of elastomers include A-B-A' type elastomeric block copolymers, A-B-A' type elastomeric block copolymers with hydrogenated double bonds in the polybutadiene moiety, polybutadiene, poly isoprene,
Copolymers of diene compounds and vinyl aromatic compounds, nitrile rubber, ethylene-propylene copolymers, ethylene-
Propylene-diene copolymer (EPDM), thiocol rubber, polysulfide rubber, acrylic acid rubber, polyurethane rubber, graft products of butyl rubber and polyethylene, polyester elastomer, polyamide elastomer, etc., and 0.1 to 5% by weight of these elastomers.
Examples include grafted maleic anhydride.

Particularly desirable are A-B-A' type elastomeric flock copolymers. The terminal blocks A and N of this block copolymer are polymerized vinyl aromatic hydrocarbon blocks, and B is a polymerized conjugated diene block or a conjugated diene block in which most of the double bonds are hydrogenated. It is desirable that the molecule 'Ik of the B block is larger than the combined molecular weight of the A and A' blocks. The terminal blocks A and A1 may be the same or different and are thermoplastic homopolymers or copolymers derived from vinyl aromatic compounds in which the aromatic moiety may be monocyclic or polycyclic. Examples of such vinyl aromatic compounds include styrene, alpha-methylstyrene, vinyltoluene, vinylxylene, ethylvinylxylene, vinylnaphthalene and mixtures thereof. The central block B is a conjugated diene hydrocarbon, such as l,
Elastomeric polymers derived from 3-butadiene, 2,3-dimethylbutadiene, isoprene and 1,3-pentadiene and mixtures thereof. The molecular weight of each end block A and A1 is preferably about 2.0
00 to about 100°000, while the molecular weight of central polymer B preferably ranges from about 25.000 to about 1,000.
o, ooo range.

To give examples of the various additives mentioned above, examples of flame retardants include:
Triphenyl phosphate, tricresyl phosphate, phosphates obtained from mixtures of isopropylphenol and phenol, benzohydroquinone or bisphenol A (F) 5ft phosphates obtained from difunctional phenols and other alcohols or phenols. Brominated compounds represented by decabromo biphenyl, pentabromotoluene, decabromo biphenyl ether, hexabromobenzene, brominated polystyrene, etc.; and nitrogen-containing compounds such as melamine derivatives. Flame retardant aids may be used, examples of which include antimony, boron, zinc or iron compounds. In addition, other sweat additives include stabilizers such as sterically hindered phenols and phosphite compounds, UV absorbers such as L*penta-acid diamide compounds, and sterically hindered amine compounds; polyethylene wax and polypropylene wax. , lubricants such as paraffin.Furthermore, pigments such as titanium oxide, zinc sulfide, and zinc oxide; glass fiber, milled fiber, glass peas, asbestos, wollastonite, mica, talc, clay,
Mineral fillers are exemplified by carbonaceous, magnesium hydroxide, silica, potassium titanate fibers, diatomaceous earth, and thick wool; typified by aluminum and zinc flakes, or metal fibers such as brass and aluminum-zinc. Examples include inorganic fillers such as carbon fibers and organic fillers, and it is preferable to use the filler in an amount of 1 to 50 times the weight of the entire composition.

Preferred fillers include glass beads with an average particle size of 4.5 to 5 μm; glass fibers with an average length of 1.5 to 50 μm and average diameter of 6 to 20 μm; milled fibers with an average length of 30 to 3006 m, and the like. These fillers may be used in combination.

It is also preferable to use a mixture of the filler and the elastomer, and the ratio of the filler to the elastomer is 1:9.
It can be used in amounts of 9 to 99:1 and 1 to 50% by weight of the total composition.

[Effect]

The excellent physical properties of the resin composition of the present invention are realized because the structure is made finer by the physical and chemical interactions between the components (1), (0), and (2) during melt-kneading, and furthermore, the structure is made fine by the physical and chemical interactions between the components of This is thought to be due to the formation of polymers.

〔Example〕

Hereinafter, the polyphenylene ether resin composition of the present invention will be explained in detail using Reference Examples, Examples, and Comparative Examples.

Reference example 1 Intrinsic viscosity measured in chloroform at 25°C is 0,
47 (dA'/g) of 2.6-dimethylfunol polymer 3Kf was added with 30 g of maleic anhydride, mixed in a Henschel mixer, and then mixed in a twin screw extruder for 300 g.
The mixture was melt-kneaded and pelletized at a temperature of ~320°C. At this time, unreacted maleic anhydride was removed from the vent hole under reduced pressure (20+i+H, I).

The obtained pellet 29 was dissolved in chloroform 50-, and methanol 500- was added to this solution to precipitate a polymer. The obtained polymer was separated and dried (under reduced pressure, 80"C, 10 hours). The obtained sample was subjected to infrared absorption analysis, and a calibration curve prepared in advance from polyphenylene ether and maleic anhydride was analyzed. The weight percent of maleic anhydride bonded to polyphenylene ether was calculated using 1. Amount of maleic anhydride bonded.The amount of maleic anhydride bonded was 0.8 weight percent.

Reference example 2 Polyphenylene sulfide beret [11) - Made by Prene, Toprene T-4P, melt viscosity 3300 poi
se (300°C)) 3Kgm loose aminothiophenol 180.9% was added and mixed, and then melt-kneaded using a twin-screw extruder at a temperature of 320°C to pelletize. Got h
A part of the peref; was added to α-cupronaphthalene at 230°C.
After dissolving with benzene, polyphenylene sulfide was precipitated. The precipitate was washed, separated and dried.

The recovered polyphenylene sulfide thus obtained was subjected to infrared spectroscopic analysis. As a result, absorption of amino groups was observed at 3450 cIn.

Example 1 After mixing the modified polyphenylene ether of Reference Example 1 with the composition shown in Table 1, the modified polyphenylene sulfide I of Reference Example 2 was mixed with the composition shown in Table 1.
It was melt-kneaded and pelletized at a temperature of 20"C. Polyphenylene sulfide (
Toprene T-4P) 4Kg and 80g of 4,4'-diphenylmethane diisocyanate were mixed together, re-extruded and kneaded, and the resulting pellets were injection-molded into % inch-thick tensile test dumbbell pieces and 1/4-inch thick heat exchangers. A test piece for measuring deformation temperature and a % inch thick Izot impact strength test piece were obtained. Using these test pieces, tensile strength, elongation at break, heat distortion temperature under a load of 18.6 Kq/-, and unnotched Izo impact strength were measured. Also,
A dumbbell piece for a tensile test was fixed with a three-point support with a force of 20% of the bending strength, and immersed in 1N hemobutane for 1 hour to compare the time to breakage to evaluate environmental stress fracture resistance. .

Finally, the domain dispersion of polyphenylene ether in the polyphenylene sulfide matrix was measured using a scanning electron microscope on the material cut out from the test piece for measuring heat distortion temperature. The results are summarized in Table 1.

Comparative Example 1 The same experiment as in Example 1 was repeated by melt-kneading modified polyphenylene ether and polyphenylene sulfide (Toprene T-4P) with the composition shown in Table 1 without using the modified polyphenylene sulfide of Example 1. Table 1 shows the results.
summarized in.

Example 2.3.4 The modified polyphenylene ether of Reference Example 1 and the modified polyphenylene sulfide of Reference Example 2 were mixed and then melt-kneaded using a twin-screw extruder at a temperature of 300 to 320°C to pelletize. Polyphenylene sulfite (Toblen T-4P) and 4,4'-diphenylmethane diisocyanate were mixed into the obtained pellet, extruded again, and kneaded.
In addition, glass fiber (7T Strand C303MA404 manufactured by Iverglass Co., Ltd.) or elastomer (Kraton-G1651 manufactured by Shell Oil Company)
) were mixed and melt-kneaded. All mixing was carried out so that the final product had the composition shown in Table 1c. The same experiment as in Example 1 was conducted using the obtained Belev. The results are shown in Table 1.

Comparative Example 2.3.4 Modified polyphenylene ether and Boria! with the composition shown in Table 1 without using the modified polyphenylene sulfide of Example 1! Nylene sulfide (Toprene T-4P) is melt-kneaded, and then glass fiber (Chipropylene strand C503MA404 manufactured by Asahifu Iperglass Co., Ltd.) or elastomer (Kraton-c1 manufactured by Shell Oil Co., Ltd.) is melt-kneaded.
651) were mixed and melt-kneaded. All mixing was performed so that the final product had the composition shown in Table 1. The same experiment as in Example 1 was conducted using the obtained pellet. The results are shown in Table 1.

〔Effect of the invention〕

The present invention provides good flexibility that could not be obtained with the prior art.
A resin composition with solvent resistance, heat resistance, and stress resistance could be obtained.

This is the polyphenylene ether/
This is thought to be because the polyphenylene sulfide copolymer acts as a compatibilizer and increases the adhesive strength at the resin interface.

Patent applicant: Mitsubishi Gas Chemical Co., Ltd.

Claims (1)

[Scope of Claims] (A) A modifying agent selected from compounds in which polyphenylene ether has (a) an ethylenic double bond and (b) a carboxyl group or an acid anhydride group in the molecule, and is a radical initiator. A modified polyphenylene ether obtained by modifying the modified polyphenylene ether in the presence or absence of (B) polyphenylene sulfide, and a modified compound selected from compounds having simultaneously (a) an amino group and (b) a mercapto group or a disulfide group in the molecule. Modified polyphenylene sulfide obtained by modifying with a polyphenylene sulfide (C) polyphenylene sulfide and (D) a molecule containing (a) carboxyl group, (b) acid anhydride group, (c) amino group, (d) hydroxyl group, (e) mercapto group, (f) isocyanate group, (g) epoxy group, (h
) A novel heat- and solvent-resistant resin composition comprising a binder selected from organic compounds having at least two of the same or different functional groups selected from the group consisting of 2-oxazoline groups.