JPS60248709A - Heat-resistant copolymer - Google Patents
Heat-resistant copolymerInfo
- Publication number
- JPS60248709A JPS60248709A JP10434684A JP10434684A JPS60248709A JP S60248709 A JPS60248709 A JP S60248709A JP 10434684 A JP10434684 A JP 10434684A JP 10434684 A JP10434684 A JP 10434684A JP S60248709 A JPS60248709 A JP S60248709A
- Authority
- JP
- Japan
- Prior art keywords
- parts
- weight
- copolymer
- methylstyrene
- polymerization
- 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.)
- Pending
Links
- 229920001577 copolymer Polymers 0.000 title claims abstract description 24
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 claims abstract description 14
- 239000000178 monomer Substances 0.000 claims abstract description 13
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 12
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims abstract description 10
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims abstract description 10
- 238000012662 bulk polymerization Methods 0.000 claims abstract description 10
- 238000000034 method Methods 0.000 claims abstract description 7
- 238000010558 suspension polymerization method Methods 0.000 claims description 7
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 6
- 238000010557 suspension polymerization reaction Methods 0.000 claims description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 abstract description 6
- 150000001451 organic peroxides Chemical class 0.000 abstract description 3
- 239000002351 wastewater Substances 0.000 abstract description 2
- 239000000463 material Substances 0.000 abstract 1
- 239000011347 resin Substances 0.000 description 13
- 229920005989 resin Polymers 0.000 description 13
- 230000000694 effects Effects 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 3
- 238000010556 emulsion polymerization method Methods 0.000 description 3
- 239000003999 initiator Substances 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- RMVRSNDYEFQCLF-UHFFFAOYSA-N thiophenol Chemical compound SC1=CC=CC=C1 RMVRSNDYEFQCLF-UHFFFAOYSA-N 0.000 description 3
- LEJBBGNFPAFPKQ-UHFFFAOYSA-N 2-(2-prop-2-enoyloxyethoxy)ethyl prop-2-enoate Chemical compound C=CC(=O)OCCOCCOC(=O)C=C LEJBBGNFPAFPKQ-UHFFFAOYSA-N 0.000 description 2
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 description 2
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 2
- 229920000459 Nitrile rubber Polymers 0.000 description 2
- 241000209094 Oryza Species 0.000 description 2
- 235000007164 Oryza sativa Nutrition 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- 229920006351 engineering plastic Polymers 0.000 description 2
- 238000001746 injection moulding Methods 0.000 description 2
- 239000000314 lubricant Substances 0.000 description 2
- 238000000465 moulding Methods 0.000 description 2
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 2
- 229920001230 polyarylate Polymers 0.000 description 2
- 239000004417 polycarbonate Substances 0.000 description 2
- 229920000515 polycarbonate Polymers 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 239000004926 polymethyl methacrylate Substances 0.000 description 2
- 235000009566 rice Nutrition 0.000 description 2
- 150000003440 styrenes Chemical class 0.000 description 2
- DGVVWUTYPXICAM-UHFFFAOYSA-N β‐Mercaptoethanol Chemical compound OCCS DGVVWUTYPXICAM-UHFFFAOYSA-N 0.000 description 2
- YAJYJWXEWKRTPO-UHFFFAOYSA-N 2,3,3,4,4,5-hexamethylhexane-2-thiol Chemical compound CC(C)C(C)(C)C(C)(C)C(C)(C)S YAJYJWXEWKRTPO-UHFFFAOYSA-N 0.000 description 1
- 150000003923 2,5-pyrrolediones Chemical class 0.000 description 1
- DXIJHCSGLOHNES-UHFFFAOYSA-N 3,3-dimethylbut-1-enylbenzene Chemical compound CC(C)(C)C=CC1=CC=CC=C1 DXIJHCSGLOHNES-UHFFFAOYSA-N 0.000 description 1
- IYMZEPRSPLASMS-UHFFFAOYSA-N 3-phenylpyrrole-2,5-dione Chemical compound O=C1NC(=O)C(C=2C=CC=CC=2)=C1 IYMZEPRSPLASMS-UHFFFAOYSA-N 0.000 description 1
- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 description 1
- NJQQAQAODQCDLA-UHFFFAOYSA-N 4-methoxypentanenitrile Chemical compound COC(C)CCC#N NJQQAQAODQCDLA-UHFFFAOYSA-N 0.000 description 1
- ITPSEUBTJSEDRH-UHFFFAOYSA-N C(CCC)OOC1=C(C(=NN=N1)OOCCCC)OOCCCC Chemical compound C(CCC)OOC1=C(C(=NN=N1)OOCCCC)OOCCCC ITPSEUBTJSEDRH-UHFFFAOYSA-N 0.000 description 1
- 239000004709 Chlorinated polyethylene Substances 0.000 description 1
- 239000004641 Diallyl-phthalate Substances 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 description 1
- 239000005062 Polybutadiene Substances 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 229920006383 Tyril Polymers 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical class ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 229920000800 acrylic rubber Polymers 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- -1 and without it Chemical compound 0.000 description 1
- QUDWYFHPNIMBFC-UHFFFAOYSA-N bis(prop-2-enyl) benzene-1,2-dicarboxylate Chemical compound C=CCOC(=O)C1=CC=CC=C1C(=O)OCC=C QUDWYFHPNIMBFC-UHFFFAOYSA-N 0.000 description 1
- 230000015271 coagulation Effects 0.000 description 1
- 238000005345 coagulation Methods 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- NGDPCAMPVQYGCW-UHFFFAOYSA-N dibenzothiophene 5-oxide Chemical compound C1=CC=C2S(=O)C3=CC=CC=C3C2=C1 NGDPCAMPVQYGCW-UHFFFAOYSA-N 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- CIKJANOSDPPCAU-UHFFFAOYSA-N ditert-butyl cyclohexane-1,4-dicarboperoxoate Chemical compound CC(C)(C)OOC(=O)C1CCC(C(=O)OOC(C)(C)C)CC1 CIKJANOSDPPCAU-UHFFFAOYSA-N 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 238000007720 emulsion polymerization reaction Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229940057995 liquid paraffin Drugs 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 125000005397 methacrylic acid ester group Chemical group 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- SEEYREPSKCQBBF-UHFFFAOYSA-N n-methylmaleimide Chemical compound CN1C(=O)C=CC1=O SEEYREPSKCQBBF-UHFFFAOYSA-N 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 229920013716 polyethylene resin Polymers 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Polymerisation Methods In General (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
Description
【発明の詳細な説明】
（産業上の利用分野）
本発明は、耐熱性を有する共重合体に関するモノマする
。詳しくは、メタクリル酸５〜４゜重ｉ部、α−メチル
スチレン２５〜８０重１部。DETAILED DESCRIPTION OF THE INVENTION (Industrial Application Field) The present invention relates to a monomer relating to a copolymer having heat resistance. Specifically, 5 to 4 parts by weight of methacrylic acid and 1 part by weight to 25 to 80 parts of α-methylstyrene.
アクリロニトリル１０〜３５重量部、及びこれらと共重
合可能な他の単量体０〜６５重量部（単量体合計１００
重量部）からなる耐熱性共重合体に関するものである。10 to 35 parts by weight of acrylonitrile and 0 to 65 parts by weight of other monomers copolymerizable with these (total of monomers 100 parts by weight)
(parts by weight).
（従来の技術）
最近、自動車部品、電気部品、ＯＡ機器部品分野で耐熱
性の良い樹脂の需要がますます高まって来ている。従来
、ポリカーボネート、ボリアリレート、等のエンジニア
リングプラスチックスやＡｓ樹脂が使用されていたが、
前者は高価であること、後者は耐熱性が不十分であった
。(Prior Art) Recently, the demand for resins with good heat resistance has been increasing in the fields of automobile parts, electrical parts, and OA equipment parts. Conventionally, engineering plastics such as polycarbonate, polyarylate, and As resin were used, but
The former was expensive, and the latter had insufficient heat resistance.
（発明が解決しようとする問題点）
本発明者らは、かかる欠点を改良すべく鋭意研究した結
果、本発明に至ったものである。即ち、本発明は安価で
、かつ耐熱性に優れた共重合体を提供することを目的と
する。(Problems to be Solved by the Invention) The present inventors have conducted extensive research to improve these drawbacks, and as a result, have arrived at the present invention. That is, an object of the present invention is to provide a copolymer that is inexpensive and has excellent heat resistance.
（問題点を解決するための手段）
以下詳細に本発明を説明する。本発明は、メタクリル酸
５〜４ＯＮ量部、好ましくは゛１ｏ〜３０重ｉ部、α−
メチルスチレン２５〜８０重量部、好ましくは６０〜７
０重量部、アクリロニ） ＩＪル１０〜６５重量部、好
ましくは１５〜３０重量部、及びこれらと共重合可能な
他の単量体０〜６０重量部からなる耐熱性共重合体に関
するものである。(Means for solving the problems) The present invention will be explained in detail below. The present invention uses 5 to 4 parts of methacrylic acid, preferably 1 to 30 parts by weight, α-
25 to 80 parts by weight of methylstyrene, preferably 60 to 7 parts by weight
It relates to a heat-resistant copolymer consisting of 10 to 65 parts by weight, preferably 15 to 30 parts by weight of IJ (acryloni), and 0 to 60 parts by weight of other monomers copolymerizable with these. .
メタクリル酸は、耐熱性向上に有効な単量体であるが、
５重量部未満ではその効果は少なく、４０重量部をこえ
ると加工成形性が非常に困難となる。α−メチルスチレ
ンも耐熱性向上に有効な単量体であるが、２５重量部未
満ではその効果は少なく、８０重量部をこえると加工成
形が困難に々ること、かつ高α−メチルスチレン含有量
の共重合体は、重合転化率が充分に上がらず工業的にも
不利となるため好ましくない。Methacrylic acid is an effective monomer for improving heat resistance, but
If the amount is less than 5 parts by weight, the effect will be small, and if it exceeds 40 parts by weight, processing and moldability will become extremely difficult. α-Methylstyrene is also an effective monomer for improving heat resistance, but if it is less than 25 parts by weight, its effect is small, and if it exceeds 80 parts by weight, processing and molding becomes difficult, and it contains a high α-methylstyrene content. Too much of the copolymer is not preferred because the polymerization conversion rate will not be sufficiently increased and this will be industrially disadvantageous.
アクリロニトリルＩｔｌ、ａ−メチルスチレンと極めて
良い共重合性を有するものであり、これなくしてはα−
メチルスチレンを重合させることは困難である。即ち、
α−メチルスチレンヲ重合せしめるにはアクリロニトリ
ルの共存が必要であり、好適には１０重量部から３５重
量部位が必要である。アクリロニトリルが３５重量部を
とえると共重合体が着色したり、耐熱性が低下するので
好ましくない。また１０重量部未満ではα−メチルスチ
レンの重合を促すのに不充分となシ易い。Acrylonitrile Itl has extremely good copolymerizability with a-methylstyrene, and without it, α-
Methylstyrene is difficult to polymerize. That is,
Polymerization of α-methylstyrene requires the coexistence of acrylonitrile, preferably 10 to 35 parts by weight. If the amount of acrylonitrile exceeds 35 parts by weight, the copolymer will be colored and its heat resistance will decrease, which is not preferable. Moreover, if it is less than 10 parts by weight, it is likely to be insufficient to promote the polymerization of α-methylstyrene.
本発明でいうα−メチルスチレントハ、α−メチルスチ
レン及びハロゲン、伏素数１〜４のアルキル基を有する
α−メチルスチレンの核置換誘導体を言い、これらは単
独で使用してもよく、或は併用してもよい。アクリロニ
トリルとは、アクリロニトリル、メタアクリロニトリル
を言い、これらは単独で用いてもよく、或は併用しても
よい。In the present invention, α-methylstyrene refers to α-methylstyrene and a halogen, a nuclear substituted derivative of α-methylstyrene having an alkyl group having a prime number of 1 to 4, and these may be used alone or May be used together. Acrylonitrile refers to acrylonitrile and methacrylonitrile, which may be used alone or in combination.
これらと共重合可能な他の単量体としては、スチレン及
びｔ−ブチルスチレン、ｐ−メチルスチレン、ｐ−ハロ
ゲン化スチレン等のスチレン誘導体；エチルメタクリレ
ート、メチルメタクリレート等のメタクリル酸エステル
号アクリル酸及びそのエステル；無水マレイン酸、ＩＮ
−フェニルマレイミド、Ｎ−メチルマレイミド等のマレ
イミド化合物等の公知の単量体がある。Other monomers that can be copolymerized with these include styrene and styrene derivatives such as t-butylstyrene, p-methylstyrene, and p-halogenated styrene; methacrylic acid esters such as ethyl methacrylate and methyl methacrylate; its ester; maleic anhydride, IN
- There are known monomers such as maleimide compounds such as phenylmaleimide and N-methylmaleimide.
これらは単独使用、或は併用することができる。These can be used alone or in combination.
本発明の共重合体は、前記単量体を使用して、公知の乳
化重合法、懸濁重合法、または塊状重合法等によって得
られる。乳化重合法で得た共重合体は、粒子径が小さい
ため取扱いが困難であること、凝固工程が必要なこと、
また重合工程で用いた乳化剤が残って成形体の透明性が
低下する。従って、懸濁重合法または塊状重合法で共重
合体を製造するのが好ましい。乳化重合法あるいは懸濁
重合法では、公知の乳化剤、分散剤が使用される。重合
開始剤は、乳化重合法では、公知の水溶性開始剤または
レドツクヌ、系開始剤が使用できる。懸濁重合法あるい
は塊状重合法では、公知の油溶性開始剤が使用されるが
、特に１０時間半減期が５０〜１２０℃の多官能性有機
過酸化物、及び／またはアゾ系化合物を使用し、８０’
ｃ〜１６０でで共重合することにより重合時間が短縮で
き、かつ転化率の高い共重合体を得ることができ、工業
的には極めて有利である。ここで言う多官能性有機過酸
化物としては、ジ−ｔ−ブチルパーオキシヘキサハイド
ロテレフタレート、ジ−ｔ−ブチルパーオキシ−５，６
，５−トリメチルシクロヘキサン、トリス（１−ブチル
パーオキシ）トリアジン等の過酸化物があり、アゾ系化
合物としては、１゜１′−アゾビスーシクロヘキサンカ
ーポニトリル、２−フェニルアゾ−２，４−ジメチル−
４−メトキシバレロニトリル等のアゾ化合物がある。The copolymer of the present invention can be obtained by a known emulsion polymerization method, suspension polymerization method, bulk polymerization method, or the like using the above-mentioned monomers. Copolymers obtained by emulsion polymerization are difficult to handle due to their small particle size, and require a coagulation process.
Furthermore, the emulsifier used in the polymerization process remains, reducing the transparency of the molded product. Therefore, it is preferable to produce the copolymer by a suspension polymerization method or a bulk polymerization method. In the emulsion polymerization method or the suspension polymerization method, known emulsifiers and dispersants are used. As the polymerization initiator, in the emulsion polymerization method, a known water-soluble initiator or redotsukunu system initiator can be used. In the suspension polymerization method or the bulk polymerization method, known oil-soluble initiators are used, and in particular, polyfunctional organic peroxides and/or azo compounds with a 10-hour half-life of 50 to 120°C are used. ,80'
By copolymerizing at c to 160, the polymerization time can be shortened and a copolymer with a high conversion rate can be obtained, which is extremely advantageous industrially. The polyfunctional organic peroxides mentioned here include di-t-butylperoxyhexahydroterephthalate, di-t-butylperoxy-5,6
, 5-trimethylcyclohexane, tris(1-butylperoxy)triazine, etc., and azo compounds include 1゜1'-azobis-cyclohexane carbonitrile, 2-phenylazo-2,4-dimethyl-
There are azo compounds such as 4-methoxyvaleronitrile.
また、メタクリル酸は水溶性であるため、本発明の共重
合体の製造は塊状重合法、あるいは塊状重合の途中から
懸濁重合に切換える塊状・懸濁重合法によるのが重合排
水、メタクリル酸の重合性の面から有利である。In addition, since methacrylic acid is water-soluble, the copolymer of the present invention can be produced by a bulk polymerization method or a bulk/suspension polymerization method in which the bulk polymerization is switched to suspension polymerization midway through the polymerization wastewater and methacrylic acid. This is advantageous in terms of polymerizability.
本発明の共重合体は、比粘度〔ηｓｐ ）が００１〜０
７、好ましくは００３〜ｏ、 ５（０，３％ジメチルホ
ルムアミド溶液）のものである。The copolymer of the present invention has a specific viscosity [η sp ) of 001 to 0.
7, preferably 003 to o, 5 (0.3% dimethylformamide solution).
共重合体の分子量調節のためには、ｔ−ドデシルメルカ
プタン、２−メルカプトエタノール、チオフェノール等
の公知の連鎖移動剤；ジアリルフタレート、ジエチーレ
ングリコールジアクリレート、エチレングリコールジメ
タアクリレート等の公知の多官能性化合物を共重合体製
造時に使用してもよい。In order to adjust the molecular weight of the copolymer, known chain transfer agents such as t-dodecylmercaptan, 2-mercaptoethanol, and thiophenol; known chain transfer agents such as diallyl phthalate, diethylene glycol diacrylate, and ethylene glycol dimethacrylate are used. Polyfunctional compounds may also be used during copolymer production.
マタベヘニン酸、エチレンビスステプリルアミド、ステ
アリン酸、流動パラフィン等の公知の滑剤を共重合体製
造時に添加してもよい。更に必要ならば、ＮＢＲ，ポリ
ブタジェン、スチレン−ブタジェン共重合体等の公知の
ゴムヲ共重合体製造時に添加してもよい。Known lubricants such as matabehenic acid, ethylene bissteprylamide, stearic acid, and liquid paraffin may be added during the production of the copolymer. Furthermore, if necessary, known rubber copolymers such as NBR, polybutadiene, and styrene-butadiene copolymers may be added during the production of the copolymer.
本発明の共重合体は、前述の滑剤や、公知の安定剤、着
色剤、難燃剤、顔料その他各種のポリマーとブレンドし
て利用してもよい。ブレンドする各種ポリマーとしては
、ポリ塩化ビニル系樹脂、塩素化塩化ビニル系樹脂、Ｍ
Ｅ Ｓ系樹脂、塩素化ポリエチレン系樹脂、アクリル
ゴム系樹脂、ＮＢＲ系樹脂およびポリカーボネート。The copolymer of the present invention may be used by blending it with the aforementioned lubricants, known stabilizers, colorants, flame retardants, pigments, and various other polymers. Various polymers to be blended include polyvinyl chloride resin, chlorinated vinyl chloride resin, M
ES resin, chlorinated polyethylene resin, acrylic rubber resin, NBR resin and polycarbonate.
ボリアリレート等のエンジニアリングプラスチックス等
公知の樹脂がある。There are known resins such as engineering plastics such as polyarylate.
本発明の共重合体は、インジェクション、ロール、押出
成形機で加工成形出来る。また、製品形態としてはプラ
スチック成形体分野、発泡成形体分野に利用出来る。The copolymer of the present invention can be processed and molded using an injection molding machine, a roll molding machine, or an extrusion molding machine. Furthermore, as a product form, it can be used in the fields of plastic molded products and foam molded products.
（実施例と効果）
以下に本発明の実施例を示すが、どれらは本発明を限定
するものでない。(Examples and Effects) Examples of the present invention are shown below, but these are not intended to limit the present invention.
実施例１〜９、比較例１〜４
攪拌翼を有する内容積３１のステンレス重合器にジ−ｔ
−ブチルパーオキシへキサヒドロテレフタレート（略称
ＨＴＰ）１．０部、（重量部、以下同様）、１，１−ジ
グチルパーオキシ−３，′５５−トリメチルシクロヘキ
サン（Ｍ称ＤＢＴＯ）０．３部、メタクリル酸、α−メ
チルスチレン、アクリロニトリル、スチレン、メチルメ
タクリレートからなる単量体混合物１００部を仕込み、
９５℃で４時間重合し、次いで部分ケン化ポリ酢酸ビニ
ル０３部を溶解したイオン交換水２００部を仕込んで、
９５′ｃで更に６時間重合した。Examples 1 to 9, Comparative Examples 1 to 4 A stainless steel polymerization vessel with an internal volume of 31 and equipped with stirring blades was
-Butylperoxyhexahydroterephthalate (abbreviation: HTP) 1.0 part (by weight, the same applies hereinafter), 1,1-digtylperoxy-3,'55-trimethylcyclohexane (M: DBTO) 0.3 part , 100 parts of a monomer mixture consisting of methacrylic acid, α-methylstyrene, acrylonitrile, styrene, and methyl methacrylate,
Polymerization was carried out at 95°C for 4 hours, and then 200 parts of ion-exchanged water in which 0.3 parts of partially saponified polyvinyl acetate was dissolved was charged.
Polymerization was continued for an additional 6 hours at 95'C.
その后１１５ ’Ｃで４時間熱処理を行なった。脱水層
、１５ Ｑ ’（：で１時間乾燥した。そして共重合体
の重量から転化率をめた。After that, heat treatment was performed at 115'C for 4 hours. The dehydrated layer was dried with 15 Q' (:) for 1 hour.The conversion rate was calculated from the weight of the copolymer.
次イで、この共重合体をインジェクション成形機でテヌ
トピースを作シ、これから５ ｋｑ ／ ｃｍ２荷重の
ビカット軟化温度（′Ｃ）を測定した。結果を表−１に
示した。尚、表−１には比較例として、市販のＡｓ樹脂
、ポリメタクリル酸メチル系樹脂のビカット軟化温度を
測定し、結果を併載した。Next, a tenuto piece was made from this copolymer using an injection molding machine, and the Vicat softening temperature ('C) at a load of 5 kq/cm2 was measured from the piece. The results are shown in Table-1. As a comparative example, Table 1 also lists the results of measuring the Vicat softening temperatures of commercially available As resins and polymethyl methacrylate resins.
（注）米１ タイリル７６９（市販Ａｓ樹脂）米２ ア
クリベットＭ？（市販ポリメタクリル酸メチル系樹脂）
米３０印は市販樹脂を用いたことを示す。(Note) Rice 1 Tyril 769 (commercially available As resin) Rice 2 Acrybet M? (Commercially available polymethyl methacrylate resin) A mark of 30 indicates that a commercially available resin was used.
＊４ テヌトピーヌ取出し時に破壊し、テヌトピース取
出し不能。*4 It was destroyed when the tenutopine was taken out, making it impossible to take out the tenutopine.
表−１から、メタクリル酸が５部未満では耐熱性向上効
果が少なく、４０部をこえると加工成形性が悪くなるこ
とが判る。From Table 1, it can be seen that if the methacrylic acid content is less than 5 parts, the effect of improving heat resistance is small, and if it exceeds 40 parts, the processability becomes poor.
特許出願人 鐘淵化学工業株式会社 代理人弁理士浅野真−Patent applicant Kanebuchi Chemical Industry Co., Ltd. Representative Patent Attorney Makoto Asano
Claims (1)
２５〜８０重量部、アクリロニトリル１０〜３５重量部
、及びこれらと共重合可能な他の単量体０〜３５重量部
（単量体合計１００重量部）からなる比粘度〔ηｓｐ）
が００１〜０．７ （０，３％ジメチルホルムアミド溶
液）である耐熱性共重合体。 ２、 懸濁重合法または塊状重合法によって得られる特
許請求の範囲第１項記載の耐熱性共重合体。 ３、 重合中、塊状重合から懸濁重合に切換え、る塊状
・懸濁重合法によって得られる特許請求の範囲第１項記
載の耐熱性共重合体。[Scope of Claims] 1 5 to 40 parts by weight of methacrylic acid, 25 to 80 parts by weight of α-methylstyrene, 10 to 35 parts by weight of acrylonitrile, and 0 to 35 parts by weight of other monomers copolymerizable with these ( Specific viscosity [ηsp) consisting of 100 parts by weight of monomers in total]
is 001 to 0.7 (0.3% dimethylformamide solution). 2. The heat-resistant copolymer according to claim 1, which is obtained by a suspension polymerization method or a bulk polymerization method. 3. The heat-resistant copolymer according to claim 1, which is obtained by a bulk/suspension polymerization method in which bulk polymerization is switched to suspension polymerization during polymerization.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP10434684A JPS60248709A (en) | 1984-05-22 | 1984-05-22 | Heat-resistant copolymer |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP10434684A JPS60248709A (en) | 1984-05-22 | 1984-05-22 | Heat-resistant copolymer |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS60248709A true JPS60248709A (en) | 1985-12-09 |
Family
ID=14378330
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP10434684A Pending JPS60248709A (en) | 1984-05-22 | 1984-05-22 | Heat-resistant copolymer |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS60248709A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1997001587A1 (en) * | 1995-06-26 | 1997-01-16 | Henkel Corporation | Method of preparing inorganic pigment dispersions |
| US6197879B1 (en) | 1995-10-31 | 2001-03-06 | Henkel Corporation | Methods of preparing inorganic pigment dispersions |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5823810A (en) * | 1982-07-10 | 1983-02-12 | Kanegafuchi Chem Ind Co Ltd | Copolymer having high alpha-methylstyrene content and its preparation |
| JPS5962604A (en) * | 1982-10-01 | 1984-04-10 | Kanegafuchi Chem Ind Co Ltd | Preparation of copolymer |
| JPS59155410A (en) * | 1983-02-25 | 1984-09-04 | Denki Kagaku Kogyo Kk | Thermoplastic resin and its production |
-
1984
- 1984-05-22 JP JP10434684A patent/JPS60248709A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5823810A (en) * | 1982-07-10 | 1983-02-12 | Kanegafuchi Chem Ind Co Ltd | Copolymer having high alpha-methylstyrene content and its preparation |
| JPS5962604A (en) * | 1982-10-01 | 1984-04-10 | Kanegafuchi Chem Ind Co Ltd | Preparation of copolymer |
| JPS59155410A (en) * | 1983-02-25 | 1984-09-04 | Denki Kagaku Kogyo Kk | Thermoplastic resin and its production |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1997001587A1 (en) * | 1995-06-26 | 1997-01-16 | Henkel Corporation | Method of preparing inorganic pigment dispersions |
| US6197879B1 (en) | 1995-10-31 | 2001-03-06 | Henkel Corporation | Methods of preparing inorganic pigment dispersions |
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