JPS6111223A - Manufacture of silane-bridged organic polymer film - Google Patents
Manufacture of silane-bridged organic polymer filmInfo
- Publication number
- JPS6111223A JPS6111223A JP59132717A JP13271784A JPS6111223A JP S6111223 A JPS6111223 A JP S6111223A JP 59132717 A JP59132717 A JP 59132717A JP 13271784 A JP13271784 A JP 13271784A JP S6111223 A JPS6111223 A JP S6111223A
- Authority
- JP
- Japan
- Prior art keywords
- organic polymer
- film
- tube
- condensation catalyst
- silanol condensation
- 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
- 229920000620 organic polymer Polymers 0.000 title claims abstract description 17
- 238000004519 manufacturing process Methods 0.000 title description 5
- 239000003054 catalyst Substances 0.000 claims abstract description 13
- SCPYDCQAZCOKTP-UHFFFAOYSA-N silanol Chemical compound [SiH3]O SCPYDCQAZCOKTP-UHFFFAOYSA-N 0.000 claims abstract description 12
- 238000009833 condensation Methods 0.000 claims abstract description 11
- 230000005494 condensation Effects 0.000 claims abstract description 11
- 150000004756 silanes Chemical class 0.000 claims description 8
- 239000000203 mixture Substances 0.000 claims description 7
- 150000003254 radicals Chemical class 0.000 claims description 6
- 125000000962 organic group Chemical group 0.000 claims description 3
- -1 etc. Chemical class 0.000 abstract description 5
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 abstract description 4
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 abstract description 3
- 238000006243 chemical reaction Methods 0.000 abstract description 3
- BMVXCPBXGZKUPN-UHFFFAOYSA-N 1-hexanamine Chemical compound CCCCCCN BMVXCPBXGZKUPN-UHFFFAOYSA-N 0.000 abstract description 2
- 239000002253 acid Substances 0.000 abstract description 2
- 150000007513 acids Chemical class 0.000 abstract description 2
- 235000014113 dietary fatty acids Nutrition 0.000 abstract description 2
- 229930195729 fatty acid Natural products 0.000 abstract description 2
- 239000000194 fatty acid Substances 0.000 abstract description 2
- 150000004665 fatty acids Chemical class 0.000 abstract description 2
- 239000007788 liquid Substances 0.000 abstract description 2
- 150000007530 organic bases Chemical class 0.000 abstract description 2
- 150000001734 carboxylic acid salts Chemical class 0.000 abstract 1
- NRLCNVYHWRDHTJ-UHFFFAOYSA-L cobalt(2+);naphthalene-1-carboxylate Chemical compound [Co+2].C1=CC=C2C(C(=O)[O-])=CC=CC2=C1.C1=CC=C2C(C(=O)[O-])=CC=CC2=C1 NRLCNVYHWRDHTJ-UHFFFAOYSA-L 0.000 abstract 1
- 150000007522 mineralic acids Chemical class 0.000 abstract 1
- 238000000034 method Methods 0.000 description 7
- 238000004132 cross linking Methods 0.000 description 3
- NKSJNEHGWDZZQF-UHFFFAOYSA-N ethenyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C=C NKSJNEHGWDZZQF-UHFFFAOYSA-N 0.000 description 3
- 238000001125 extrusion Methods 0.000 description 3
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 239000003431 cross linking reagent Substances 0.000 description 2
- JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 description 2
- 150000001451 organic peroxides Chemical class 0.000 description 2
- 239000008188 pellet Substances 0.000 description 2
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- FERIUCNNQQJTOY-UHFFFAOYSA-M Butyrate Chemical compound CCCC([O-])=O FERIUCNNQQJTOY-UHFFFAOYSA-M 0.000 description 1
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Natural products CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 1
- 239000004594 Masterbatch (MB) Substances 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
- 125000003668 acetyloxy group Chemical group [H]C([H])([H])C(=O)O[*] 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 150000001721 carbon Chemical class 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 238000010894 electron beam technology Methods 0.000 description 1
- FWDBOZPQNFPOLF-UHFFFAOYSA-N ethenyl(triethoxy)silane Chemical compound CCO[Si](OCC)(OCC)C=C FWDBOZPQNFPOLF-UHFFFAOYSA-N 0.000 description 1
- 239000005038 ethylene vinyl acetate Substances 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 229920000578 graft copolymer Polymers 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000003595 mist Substances 0.000 description 1
- GEMHFKXPOCTAIP-UHFFFAOYSA-N n,n-dimethyl-n'-phenylcarbamimidoyl chloride Chemical compound CN(C)C(Cl)=NC1=CC=CC=C1 GEMHFKXPOCTAIP-UHFFFAOYSA-N 0.000 description 1
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 description 1
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920000193 polymethacrylate Polymers 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical compound [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- 238000004804 winding Methods 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C48/00—Extrusion moulding, i.e. expressing the moulding material through a die or nozzle which imparts the desired form; Apparatus therefor
- B29C48/03—Extrusion moulding, i.e. expressing the moulding material through a die or nozzle which imparts the desired form; Apparatus therefor characterised by the shape of the extruded material at extrusion
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C48/00—Extrusion moulding, i.e. expressing the moulding material through a die or nozzle which imparts the desired form; Apparatus therefor
- B29C48/001—Combinations of extrusion moulding with other shaping operations
- B29C48/0018—Combinations of extrusion moulding with other shaping operations combined with shaping by orienting, stretching or shrinking, e.g. film blowing
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C48/00—Extrusion moulding, i.e. expressing the moulding material through a die or nozzle which imparts the desired form; Apparatus therefor
- B29C48/001—Combinations of extrusion moulding with other shaping operations
- B29C48/0019—Combinations of extrusion moulding with other shaping operations combined with shaping by flattening, folding or bending
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C48/00—Extrusion moulding, i.e. expressing the moulding material through a die or nozzle which imparts the desired form; Apparatus therefor
- B29C48/03—Extrusion moulding, i.e. expressing the moulding material through a die or nozzle which imparts the desired form; Apparatus therefor characterised by the shape of the extruded material at extrusion
- B29C48/09—Articles with cross-sections having partially or fully enclosed cavities, e.g. pipes or channels
- B29C48/10—Articles with cross-sections having partially or fully enclosed cavities, e.g. pipes or channels flexible, e.g. blown foils
Landscapes
- Engineering & Computer Science (AREA)
- Mechanical Engineering (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Extrusion Moulding Of Plastics Or The Like (AREA)
- Shaping By String And By Release Of Stress In Plastics And The Like (AREA)
Abstract
Description
【発明の詳細な説明】
（産業上の利用分野）
本発明はシラン架橋有機重合体フィルムの製造方法に関
する
（従来の技術）
従来、シラン架橋有機重合体フィルムは、例えば有機過
酸化物架橋剤により架橋したフィルムのように架橋剤に
よるフィルムの特性低下が少ないこと、又架橋コントロ
ール上の困難性が少ないこと、更に他の電子線照射のよ
うな高価な設備が不要であるなどめ理由により特に近年
注目されているものである。かかるシラン架橋有機重合
体フィルムの製造方法としては、加水分解し得る有機基
をもつ不飽和シランと遊離ラジカル発生剤および有機重
合体ベースの混合物を押出成型し、ペレット化したもの
をグラフトポリマーとし、更に有機重合体に高濃度にシ
ラノール縮合触媒を混合したものを押出成型し、ペレッ
ト化したものを触媒マスターバッチとしてこれをはぼ９
：１の割合に混合したものをインフレーション法により
押出機で押出成型するが、この際ベレットやエアー中の
微量の水分のために押出機中で若干の架橋が促進されフ
ィルムの外観に焼け、プツ等を生じ問題となっていた。DETAILED DESCRIPTION OF THE INVENTION (Industrial Application Field) The present invention relates to a method for producing a silane-crosslinked organic polymer film (Prior Art) Conventionally, a silane-crosslinked organic polymer film has been manufactured by using, for example, an organic peroxide crosslinking agent. It has become particularly popular in recent years due to the fact that unlike crosslinked films, there is less deterioration in film properties due to crosslinking agents, there are fewer difficulties in controlling crosslinking, and there is no need for other expensive equipment such as electron beam irradiation. This is something that is attracting attention. A method for producing such a silane-crosslinked organic polymer film includes extrusion molding a mixture of an unsaturated silane having a hydrolyzable organic group, a free radical generator, and an organic polymer base, and forming pellets into graft polymers. Furthermore, a mixture of an organic polymer and a silanol condensation catalyst at a high concentration is extruded and pelletized, which is then used as a catalyst masterbatch.
A mixture of 1:1 and 1:1 is extruded using an extruder using the inflation method, but at this time, slight crosslinking is promoted in the extruder due to a small amount of moisture in the pellets and air, causing the film to burn and become sticky. etc., which caused problems.
さらにフィルムの架橋はインフレーション法による押出
成型徒刑行程で行なわれるが、大気に放置した場合は、
ロールの内側の層が未架橋状態、になりやすく、又加湿
状態にした場合には、一工程増え煩雑になるという欠点
を有していた。Furthermore, crosslinking of the film is carried out through an extrusion molding process using the inflation method, but when left in the atmosphere,
The inner layer of the roll tends to be in an uncrosslinked state, and when it is kept in a humidified state, it has the drawback that one step is added and the process becomes complicated.
（問題点を解決するための手段）
本発明の架橋ポリオレ・フィンの製造方法は加水分解し
得る有機基をもつ不飽和シラン、遊離ラジカル発生剤お
よび有機重合体ベースの混合物を、・押出機に供給し、
前記押出機内で前記不飽和シランを有機重合体へグラフ
ト化させた後、これを薄肉チューブ状に押し出しながら
、前記チューブ内にシラノール縮合触媒を含む空気を送
り込み所定サイズまで、ふくらませつつ連続的にフィル
ムを巻き取ることを特徴としている。(Means for Solving the Problems) The method for producing crosslinked polyolefins of the present invention involves introducing a mixture based on an unsaturated silane having a hydrolyzable organic group, a free radical generator, and an organic polymer into an extruder. supply,
After grafting the unsaturated silane to the organic polymer in the extruder, while extruding this into a thin tube, air containing a silanol condensation catalyst is fed into the tube to continuously inflate and form a film to a predetermined size. It is characterized by winding up.
本発明に使用される有機重合体としては、ポリエチレン
、ポリプロピレン、エチレン−アクリル酸エチル共重合
体エチレン酢酸ビニル共重合体、エチレン−プルピレン
共重合体、ポリ塩化ビニル、ポリスチレンポリメタクリ
レート、ポリアミド等がある。Organic polymers used in the present invention include polyethylene, polypropylene, ethylene-ethyl acrylate copolymer, ethylene-vinyl acetate copolymer, ethylene-propylene copolymer, polyvinyl chloride, polystyrene polymethacrylate, polyamide, etc. .
また、本発明に使用する不飽和シランとしては、ビニル
トリメトキシシラン（ＶＴＭＯ８）、ビニルトリエトキ
シシラン等のアルコキシル基を有するものの他、”アセ
トキシ基、プｐビオノキシ基等を含むシリル構造の化合
物等があげられる。In addition, the unsaturated silanes used in the present invention include those having an alkoxyl group such as vinyltrimethoxysilane (VTMO8) and vinyltriethoxysilane, as well as compounds with a silyl structure containing an acetoxy group, a p-bionoxy group, etc. can be given.
更に、遊離ラジカル発生剤としては、ジクミルパーオキ
サイド（ＤＯＰ）、ベンゾイルパーオキサイド等の有機
過酸化物、アゾビスイソブチｏ＝トリル、メチルアゾジ
イソ、ブチレート等のアゾ化合物等があげられる。Furthermore, examples of the free radical generator include organic peroxides such as dicumyl peroxide (DOP) and benzoyl peroxide, and azo compounds such as azobisisobutio=tolyl, methyl azodiiso and butyrate.
更にまた、本発明に使用されるシラノール縮合触媒とし
ては、ジプチル錫ジラウレート（ＤＢＴＤＬ）、オクタ
ン酸第−錫、ナフテン酸コバルト等のカルボン醗塩、エ
チルアミン、ジブチルアミン、ヘキシルアミン等の有機
塩基、無機酸および脂肪醸等の酸があげられる。Further, as the silanol condensation catalyst used in the present invention, carbon salts such as diptyltin dilaurate (DBTDL), stannous octoate, and cobalt naphthenate, organic bases such as ethylamine, dibutylamine, and hexylamine, and inorganic Examples include acids and fatty acids.
以上の添加物の配合量は、有機重合体１００重量部あた
り、加水分解し得る不飽和シラン０．１〜５．０重量部
遊離ラジカル発生剤０．０１〜１．０重量部、シラノー
ル縮合触媒０．０１〜０，５重量部程度が好適している
。The amounts of the above additives are 0.1 to 5.0 parts by weight of hydrolyzable unsaturated silane, 0.01 to 1.0 parts by weight of free radical generator, and silanol condensation catalyst per 100 parts by weight of organic polymer. Approximately 0.01 to 0.5 parts by weight is suitable.
本発明方法を実施するにあたっては、図に示すように先
ずシリル変性すべき有機重合体に加水分解し得る不飽和
シラン、遊離ラジカル発生剤ならびに充填剤をその他の
添加物と共に、押出機１のホッパー２に供給して押出機
内を進行せしめることによりグラフト化反応をヘッド３
部までに終了させる。グラフト化反応の終了した有機重
合体は、ヘッド３に装着されたダイス４から薄肉チュー
ブ状に押し出されながら、チューブ６内にシラノール縮
合触媒を分散あるいは溶解させた霧状液体を含む膨張用
エアー１を送りこんで所定の大きさまテチューフヲフく
らませつつピンチローラ５を介して連続的にロールに巻
き取られる。得られたフィルム８は空気中に放置するこ
とにより、充分な架橋状態となる。In carrying out the method of the present invention, first, an unsaturated silane that can be hydrolyzed into an organic polymer to be silyl-modified, a free radical generator, and a filler are added to the hopper of an extruder 1 along with other additives, as shown in the figure. The grafting reaction is carried out in the extruder by supplying it to head 3 and allowing it to proceed inside the extruder.
Finish by the end of the session. The organic polymer that has undergone the grafting reaction is extruded from a die 4 attached to a head 3 into a thin-walled tube, and is filled with an expanding air 1 containing a mist of liquid in which a silanol condensation catalyst is dispersed or dissolved. The paper is fed into the paper and is continuously wound up into a roll via the pinch roller 5 while being dilated to a predetermined size. The obtained film 8 becomes sufficiently crosslinked by being left in the air.
（実施例） 、次に実施例について記載する。(Example) , Next, examples will be described.
実施例
比重０．９２、メルトインデックス３．５のボリエｆ
し＞ １００重量部に、Ｖ’ｌ’ＭＯ８２，５重量部、
ＤＯＰｏ、０１重量部〆添加した混合物を押出機に供給
し１厚さ５０μｍとなるようにイン、フレーク１ン法に
よりチューブ状に押し出しＶＴＭＯ８に溶解したＤＢ’
ＦＤＬを霧状にしたものを膨張用エアーといっしょにチ
ューブ内に送りこん゛で幅２゜備のフィルムをロールに
巻き取った。Example Bolier f with specific gravity 0.92 and melt index 3.5
> 100 parts by weight, V'l'MO82.5 parts by weight,
The mixture containing 01 parts by weight of DOPo was fed into an extruder and extruded into a tube shape using the in-flake method to a thickness of 50 μm, followed by DB' dissolved in VTMO8.
FDL was atomized and fed into a tube together with inflation air, and a film with a width of 2° was wound onto a roll.
フブルムを巻いたロールを４８時間常温に放置してフィ
ルムを架橋させた。The roll wrapped with Fublum was left at room temperature for 48 hours to crosslink the film.
このようにして得られたフィルムのゲル分率は６８％で
かつ、フィルムの表面は平滑であった。The gel fraction of the film thus obtained was 68%, and the surface of the film was smooth.
一方、前記配合で押出機のホッパ一部でＤＢＴＤＬを添
加してインフレーション法にてフィルムを製造した場合
には、押出中にフィルムの表面にプツ、焼けが生じ、ま
た押出されたフィルムのゲル分率は６８％であった。On the other hand, when a film is manufactured using the inflation method by adding DBTDL in a part of the hopper of an extruder with the above formulation, the surface of the film will be scorched and burnt during extrusion, and the gel content of the extruded film will be reduced. The rate was 68%.
（発明の効果）
この発明は以上の実施例の効果から明らかなように、フ
ィルムを製造する際に、霧状にしたシラノール縮合触媒
をチューブ内に膨張エアーと共に送りこむことにより、
へィルへ表面のプッ、焼けの発生を防止させ得たもので
あり、その工業的価値は非常に大きい。(Effects of the Invention) As is clear from the effects of the above embodiments, the present invention is capable of producing a film by feeding atomized silanol condensation catalyst into a tube together with expanded air.
It was able to prevent the occurrence of surface plucking and burning on the surface of the hair, and its industrial value is extremely large.
図は本発明のシラン架橋有機重合体フィルムの製造方法
の一実施例を示した図である。
６−−−−−−−−チユーブ
？ −−−−−−−−シラノール縮合触媒を含む空気
８ −−−−−−−−フイルムThe figure shows an example of the method for producing a silane crosslinked organic polymer film of the present invention. 6------------Tube? ----------Air containing silanol condensation catalyst 8 ----------Film
Claims (1)
ジカル発生剤および有機重合体ベースの混合物を、押出
機に供給し、前記押出機内で前記不飽和シランを有機重
合体へグラフト化させた後、これを薄肉チューブ状に押
し出しながら、前記チューブ内にシラノール縮合触媒を
含む空気を送り込み所定サイズにまでふくらませつつ連
続的にフィルムを巻き取ることを特徴とするシラン架橋
有機重合体フィルムの製造方法。1. A mixture based on an unsaturated silane with hydrolysable organic groups, a free radical generator and an organic polymer was fed into an extruder, in which the unsaturated silane was grafted onto the organic polymer. Thereafter, while extruding the film into a thin-walled tube, air containing a silanol condensation catalyst is fed into the tube to inflate it to a predetermined size, and the film is continuously wound up. .
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP59132717A JPS6111223A (en) | 1984-06-27 | 1984-06-27 | Manufacture of silane-bridged organic polymer film |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP59132717A JPS6111223A (en) | 1984-06-27 | 1984-06-27 | Manufacture of silane-bridged organic polymer film |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS6111223A true JPS6111223A (en) | 1986-01-18 |
Family
ID=15087928
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP59132717A Pending JPS6111223A (en) | 1984-06-27 | 1984-06-27 | Manufacture of silane-bridged organic polymer film |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6111223A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2017081093A (en) * | 2015-10-30 | 2017-05-18 | 大日本印刷株式会社 | Composite preform, composite container, plastic member and manufacturing method of plastic member |
-
1984
- 1984-06-27 JP JP59132717A patent/JPS6111223A/en active Pending
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2017081093A (en) * | 2015-10-30 | 2017-05-18 | 大日本印刷株式会社 | Composite preform, composite container, plastic member and manufacturing method of plastic member |
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