JPS59101319A - Releaser used for mold - Google Patents
Releaser used for moldInfo
- Publication number
- JPS59101319A JPS59101319A JP21144082A JP21144082A JPS59101319A JP S59101319 A JPS59101319 A JP S59101319A JP 21144082 A JP21144082 A JP 21144082A JP 21144082 A JP21144082 A JP 21144082A JP S59101319 A JPS59101319 A JP S59101319A
- Authority
- JP
- Japan
- Prior art keywords
- mold release
- mold
- resins
- group
- release agent
- 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
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
- B29C33/00—Moulds or cores; Details thereof or accessories therefor
- B29C33/56—Coatings, e.g. enameled or galvanised; Releasing, lubricating or separating agents
- B29C33/60—Releasing, lubricating or separating agents
- B29C33/62—Releasing, lubricating or separating agents based on polymers or oligomers
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29K—INDEXING SCHEME ASSOCIATED WITH SUBCLASSES B29B, B29C OR B29D, RELATING TO MOULDING MATERIALS OR TO MATERIALS FOR MOULDS, REINFORCEMENTS, FILLERS OR PREFORMED PARTS, e.g. INSERTS
- B29K2101/00—Use of unspecified macromolecular compounds as moulding material
- B29K2101/10—Thermosetting resins
Abstract
Description
【発明の詳細な説明】
本発明は、合成樹脂やゴム等の金型成形体の離型効果、
及びその持続性に優れたフッ素系離型剤に関するもので
ある。DETAILED DESCRIPTION OF THE INVENTION The present invention provides mold release effects for molded articles such as synthetic resins and rubber,
The present invention also relates to a fluorine-based mold release agent with excellent durability.
金型成形品の離型剤として従来、シリコーン、パラフィ
ンワックス、タルク、マイカ、ポリテトラフルオロエチ
レン等が知られている。しかしながら、これら従来の離
型剤には、次のような欠点が認められる。すなわち、シ
リコーン、ワックスにおいては、良好な離型性能を有す
るもの、離型剤が成形体表面に付着し、均一塗装を妨げ
ることがわり二次加工性が劣っている。Conventionally, silicone, paraffin wax, talc, mica, polytetrafluoroethylene, etc. are known as mold release agents for molded products. However, these conventional mold release agents have the following drawbacks. That is, although silicones and waxes have good mold release properties, they have poor secondary processability because the mold release agent adheres to the surface of the molded product and prevents uniform coating.
ポリテトラフルオロエチレン（ＰＴＦＩＩ！ ）では、
離型効果の持続性ヤニ次加工性は有しているが型面に加
熱して焼付けしなければならず、離型処理、再処理に手
間がかかる。In polytetrafluoroethylene (PTFII!),
Sustainability of mold release effect Although it has resin processability, the mold surface must be heated and baked, making mold release treatment and reprocessing time-consuming.
このように、従来の離型剤には、基本的な離型効果以外
にに次加工性や離型処理上の問題を有している。本発明
者等は、離型効果をはじめ、二次加工性及び離型処理性
がともに良好な離型剤を開発すべく、鋭意研究を積み重
ねた結果、次なる新規フッ素系離型剤を見い出すことが
できた。すなわち、本発明は、下記一般式（１）の付加
重合体又は、一般式（Ｄ及びＧ）との付加共重合体から
なるＲｆ 基富有重合体の少なくとも一種及び熱硬化
性樹脂とからなることを特徴とする金型成形用離型剤を
新規に提供するものである。As described above, conventional mold release agents have problems in terms of subsequent processability and mold release treatment in addition to the basic mold release effect. The present inventors have conducted intensive research to develop a mold release agent that has good mold release properties as well as good secondary processability and mold release processability, and as a result, they have discovered the next new fluorine-based mold release agent. I was able to do that. That is, the present invention comprises at least one Rf group-rich polymer consisting of an addition polymer of the following general formula (1) or an addition copolymer with general formulas (D and G) and a thermosetting resin. The present invention provides a new mold release agent for mold molding, which is characterized by:
ＣＨ２＝＝ＯＲ’ ０ＯＯＲ”Ｒｆ
・・・ （Ｉ）ａＨ！ｗａｘ１ｘ、
−・・（ＩＩ）本発明の離型剤は、
後述の実施例から明らかなように、従来のシリコーン、
ワックス類に比べ離型効果の持続性が優れているととも
に、成形後の塗装性や接着性等の二次加工性が良好であ
る。さらに、本発明の離型剤は有機溶剤に溶解させたも
のや水中に分散させたものを型表面に塗布し、乾燥する
だけで容易に離型処理ができるとともに、再処理の際、
離型剤塗膜を溶剤で容易に剥離することができ、離型処
理及び再処理の手間を大幅に削減できる。CH2==OR'0OOR"Rf
... (I)aH! wax1x,
-...(II) The mold release agent of the present invention is
As is clear from the examples below, conventional silicone,
It has superior long-lasting mold release effect compared to waxes, and has good secondary processability such as paintability and adhesion after molding. Furthermore, the mold release agent of the present invention can be easily released by simply applying it to the mold surface after dissolving it in an organic solvent or dispersing it in water and drying it.
The mold release agent coating can be easily peeled off with a solvent, and the labor of mold release treatment and reprocessing can be significantly reduced.
前記、一般式（Ｉ）で示された化合物における、Ｒｆ
としては炭素数１〜２０個の直鎖状又は分岐状のポリ
フルオロアルキル基であシ、通常は末端部がパーフルオ
ロアルキル基であるものが用いられるが、末端部に水素
原子あるいは塩素原子をぎむものも使用可能である。好
ましくは、炭素数６〜１２個のパーフルオロアルキル基
である。一般式（Ｉ）で示される化合物の具体例として
は、
ＯＦ！（ＯＦ、）４０Ｈ，０ＯＯＯ（０１３）−０Ｈ！
０１Ｆ３（ＯＦ、）、 （０Ｈ２）、 ００００ （Ｏ
Ｈ３）−０１（。In the compound represented by the general formula (I), Rf
It is a linear or branched polyfluoroalkyl group having 1 to 20 carbon atoms, and usually a perfluoroalkyl group is used at the end, but hydrogen atoms or chlorine atoms at the end are used. Gimumono can also be used. Preferably, it is a perfluoroalkyl group having 6 to 12 carbon atoms. Specific examples of the compound represented by general formula (I) include OF! (OF,)40H,0OOO(013)-0H!
01F3 (OF,), (0H2), 0000 (O
H3)-01(.
０Ｆ３（ＣｊＦ、）、０ＯＯＯＨセＯＨ。0F3 (CjF,), 0OOOH seOH.
０Ｆ３（ＯＦ２）ｔ ０Ｈ２０Ｈ，０ＯＯＯＨ−ＯＨ２
０Ｆ３（ＯＦ２）、（ＯＨ，）４ｏｃｏｏＨ−ＯＨ。0F3(OF2)t 0H20H,0OOOH-OH2
0F3(OF2), (OH,)4ocooH-OH.
０Ｆ３（ＯＦ、）ｓＣｌｌ、０Ｈ１ｌＯＯＯＯＨ−ＯＨ
。0F3(OF,)sCll, 0H1lOOOOOH-OH
.
Ｈ（ＯＦ、）１ｏＯＨ，０ＱＯＱＨ−ＯＨ。H(OF,)1oOH,0QOQH-OH.
ＯＦ、０１（ＯＦ、）１ｏＯＨ！００００（ＯＨ３）−
０Ｈｘ 等である。OF, 01 (OF,) 1oOH! 0000(OH3)-
0Hx etc.
又、前記一般式■で示される化合物としては、塩化ビニ
ル、塩化ビニリデン、アクリロニトリル、メタクリロニ
トリル、酢酸ビニル、アクリルアミド、メタクリルアミ
ド、ジメチルアクリルアミド、ジメチルメタクリルアミ
ド等である。Examples of the compound represented by the general formula (2) include vinyl chloride, vinylidene chloride, acrylonitrile, methacrylonitrile, vinyl acetate, acrylamide, methacrylamide, dimethylacrylamide, and dimethylmethacrylamide.
本発明の離型剤は、一般式（１）で示される化合物の付
加重合体又は、一般式（１）及び、一般式〇）で示され
る化合物の一種又は二種以上との付加共重合体からなる
ものである。かかる重合体を得るためには、原料の重合
し得る化合物を、適当な有機溶剤に溶かし、重合開始源
（使用する有機溶剤に溶ける過酸化物、アゾ化合物ある
いは電離性放射線など）の作用により、溶液重合させる
方法が通常採用される。溶液重合に好適な溶剤は、ｉ、
１．２− ）ジクロロ−１，２，２−）リフルオロエ
タン、テトラクロロジフルオロエタン、メチルクロロホ
ルム等である。その他種々の非水系重合反応の方式や条
件が任意に選択でき、塊状重合、放射線重合等が例示可
能である。かくして得られる重合体の平均分子量は、通
常２、０００〜５α０００のものが採用され得る。The mold release agent of the present invention is an addition polymer of the compound represented by the general formula (1) or an addition copolymer with one or more of the compounds represented by the general formula (1) and the general formula 〇). It consists of In order to obtain such a polymer, a raw material polymerizable compound is dissolved in a suitable organic solvent, and by the action of a polymerization initiation source (a peroxide, an azo compound, or ionizing radiation, etc. soluble in the organic solvent used), A solution polymerization method is usually employed. Solvents suitable for solution polymerization include i,
1.2-)dichloro-1,2,2-)lifluoroethane, tetrachlorodifluoroethane, methylchloroform, and the like. Other methods and conditions for various non-aqueous polymerization reactions can be arbitrarily selected, such as bulk polymerization, radiation polymerization, etc. The average molecular weight of the polymer thus obtained is usually 2,000 to 5α000.
又、一般式（Ｉ）及び一般式（］Ｉ）で示される化合物
との付加共重合割合は、通常前者が８０重量％以上きま
れることが好ましい。Further, it is preferable that the addition copolymerization ratio between the general formula (I) and the compound represented by the general formula (]I) differs by 80% by weight or more in the former.
前記重合体に混合する熱硬化性樹脂としては、アクリル
、メラミン、エポキシ、フェノール、ユリア、フラン、
不飽和ポリエステル、アルキッドシリコン、ウレタン樹
脂等であるが、離型膜の強度や離型処理の簡便さの理由
からアクリル樹脂または低温硬化型のエポキシ樹脂等が
好ましい。前記重合体と熱硬化性樹脂との配合割合は、
重量比で通常９９／１〜１／９９の広い範囲から選択可
能であるが、経済性や離型性能の理由から９０／１０〜
４０／６０好ましくは９０／１０〜５０１５０である。Thermosetting resins to be mixed with the polymer include acrylic, melamine, epoxy, phenol, urea, furan,
Examples include unsaturated polyester, alkyd silicone, urethane resin, etc., but acrylic resin, low-temperature curing epoxy resin, etc. are preferable because of the strength of the mold release film and ease of mold release treatment. The blending ratio of the polymer and thermosetting resin is
The weight ratio can usually be selected from a wide range of 99/1 to 1/99, but for reasons of economy and mold release performance, it can be selected from 90/10 to 1/99.
40/60, preferably 90/10 to 50,150.
本発明の離型剤は、水に分散させたもの、あるいは有機
溶剤中に溶解させたものを、型面にスプレーするか、刷
毛塗シし、又は該溶液中に金型を浸漬することによシ離
型処理する。有機溶剤としては、アセトン、メチルエチ
ルケトン、ジエチルエーテル、ジオキサン、メチルクロ
ロホルム、トリクロロエチレン、テトラクロロエチレン
、テトラクロロジフルオロエタン、１，１゜２−ト！Ｊ
クロロ−１，２，２−トリフルオロエタン等の１種又は
２種以上の混合物が採用され得る。The mold release agent of the present invention can be dispersed in water or dissolved in an organic solvent and sprayed onto the mold surface, applied with a brush, or immersed in the solution. Perform mold release treatment. Examples of organic solvents include acetone, methyl ethyl ketone, diethyl ether, dioxane, methyl chloroform, trichloroethylene, tetrachloroethylene, tetrachlorodifluoroethane, 1,1°2-t! J
One or a mixture of two or more of chloro-1,2,2-trifluoroethane and the like may be employed.
かかる溶液中にジクロロジフルオロメタン、モノフルオ
ロトリクロロエタン、ジクロロテトラフルオロエタン等
のプロペラントを添加してエアゾール化すれば、スプレ
ー処理によシ、離型処理がより簡便になる。溶剤中の本
願離型剤の配合蓋は、通常α１〜３０重量％であり、好
ましくけ１〜２０重量％である。If a propellant such as dichlorodifluoromethane, monofluorotrichloroethane, or dichlorotetrafluoroethane is added to such a solution to form an aerosol, the mold release process becomes easier by spraying. The content of the mold release agent of the present invention in the solvent is usually α1 to 30% by weight, preferably 1 to 20% by weight.
本願の離型剤は、木型、金型あるいは合成樹脂型の型内
面に塗布し、乾燥するだけで耐久性及び離型性の高い離
型塗膜を形成し得る。造膜性も優れておシ、複離形状の
型面あるいは、大型の型面に対して均一な塗膜を形成し
得る。又、厚塗υをする必要がないため、成形体の寸法
精度が向上する。一方、本願の離型剤は、繰シ返し使用
に耐えるため、再処理回数が少なく、型成形体の生産性
が向上する。再処理の際は、１゜１．２−トリクロロ−
１，２，２−）リフルオロエタンやメチルクロロホルム
等のハロゲン化炭化水素系溶剤で離型塗膜を容易に除去
でき、新た々離型処理の手間も少ない。本願の離型剤に
よシ型成形し得る成形体は、ゴム、熱可塑性又は熱硬化
性樹脂、あるいは繊維強化合成樹脂、その他無機成形体
等である。特に反応性が高く、離型剤と反応しやすい樹
脂、例えばウレタン樹脂の成形時に、本願の離型剤は効
果がある。The mold release agent of the present invention can form a mold release coating film with high durability and mold release properties simply by applying it to the inner surface of a wooden mold, metal mold, or synthetic resin mold and drying it. It also has excellent film-forming properties and can form a uniform coating film on the mold surface of a multilayer mold or a large mold. Furthermore, since there is no need to apply thick coating υ, the dimensional accuracy of the molded product is improved. On the other hand, since the mold release agent of the present application can withstand repeated use, the number of times of reprocessing is reduced and the productivity of molded products is improved. During reprocessing, 1゜1.2-trichloro-
1,2,2-) The mold release coating can be easily removed using a halogenated hydrocarbon solvent such as fluoroethane or methyl chloroform, and there is little need for a new mold release treatment. Molded objects that can be molded using the mold release agent of the present invention include rubber, thermoplastic or thermosetting resins, fiber-reinforced synthetic resins, and other inorganic molded objects. The mold release agent of the present application is particularly effective when molding resins that are highly reactive and easily react with mold release agents, such as urethane resins.
以下に、本発明の実施例について、さらに説明するが、
かかる説明により、本発明が何ら限定されるものではな
い。Examples of the present invention will be further explained below.
The present invention is not limited by this explanation.
「重合体の製法」
攪拌機を装着したガラス製オートクレーブ（内容積１ｔ
）中に１．１．２− ）ジクロロ−１，２゜２−トリフ
ルオロエタン４００ ｆ、アゾビスイソブチロニトリル
４１．チオグリコール０２６り及び下記組成の重合し得
る化合物■〜■を入れ、攪拌下６０℃、２０時間付加重
合反応せしめ、■〜■の組成を有する重合体をそれぞれ
製造した。"Polymer manufacturing method" Glass autoclave equipped with a stirrer (inner volume: 1 ton)
), 1.1.2-) dichloro-1,2°2-trifluoroethane 400 f, azobisisobutyronitrile 41. Thioglycol 026 and polymerizable compounds (1) to (2) having the following compositions were added, and an addition polymerization reaction was carried out at 60° C. for 20 hours with stirring to produce polymers having the compositions (1) to (2), respectively.
■ ０Ｈ２＝ＯＨＯＯＯＯＨ２０Ｈ２ＣｎＩ’２ｎ＋
１ （ｎ −６〜１２．平均９）〔以下ＦＡと略記
する〕
■ ＦＡ ／ ０ＩＴ２−００１２−９０７１０〔重量
比を示す、以下同じ〕
■ η ロ８０／２０
■ ＦＡ／ＣＩＴ、−０ＨＣミＮ −９０／１０■
ＦＡｌｏＨＦＯＨＯＯＮ（ＯＨ３）２瞑９０７１０
■ ＦＡ ／ ０Ｈ２＝ＯＨＯＯＯＯＨ３−９０／
１０実施例１
前記重合体■〜■それぞれを１０部１．１．２−トリク
ロロ−１，２，２−） リフルオロエタン９０部に溶解
したもの及び、常乾型アクリル樹脂（アルマテックスＬ
−１０４４三井東圧化学初の４０チトルエン溶液１２．
５部をメチルクロロホルム８７５部に溶解したものを混
合して、固形分７５重量％の溶液を作シ、アルミ製の金
型に塗布し、６５℃で３０分間乾燥した。■ 0H2=OHOOOOOH20H2CnI'2n+
1 (n -6 to 12. Average 9) [hereinafter abbreviated as FA] ■ FA / 0IT2-0012-90710 [indicates weight ratio, the same applies hereinafter] ■ η Ro80/20 ■ FA/CIT, -0HCmin -90/10■
FAloHFOHOOON (OH3) 2 meditation 90710
■FA/0H2=OHOOOOOH3-90/
10 Example 1 10 parts of each of the above polymers (1.1.2-trichloro-1,2,2-) dissolved in 90 parts of refluoroethane and an air-drying acrylic resin (Almatex L
-1044 Mitsui Toatsu Chemical's first 40-titoluene solution 12.
5 parts dissolved in 875 parts of methyl chloroform were mixed to prepare a solution having a solid content of 75% by weight, applied to an aluminum mold, and dried at 65° C. for 30 minutes.
下記組成のウレタン樹脂をよく混合して金型に注入し、
６５℃３分間加熱して硬化させた成形体について、離型
持続性（型が汚染される前に、連続何回の成形が可能か
）及び塗装性や接着性等の二次加工性を評価した。結果
を第１表に示す。Mix the urethane resin with the composition below well and inject it into the mold.
Moldings cured by heating at 65°C for 3 minutes are evaluated for mold release durability (how many times can they be molded in succession before the mold becomes contaminated) and secondary processability such as paintability and adhesion. did. The results are shown in Table 1.
ウレタン樹脂の組成
第 １ 表
実施例２
混合する熱硬化性樹脂としてエポキシ樹脂を用いる他は
、実施例１と同様な方法によシ、離型持続性及び二次加
工性を評価し、第２表に示す結果を得た。Composition of urethane resin Table 1 Example 2 The same method as in Example 1 was used except that an epoxy resin was used as the thermosetting resin to be mixed, and the mold release durability and secondary processability were evaluated. The results shown in the table were obtained.
Claims (1)
と（［１）との付加共重合体からなるＲｆ 基き右型
合体の少なくとも一種及び熱硬化性樹脂とからなること
を特徴とする金型成形用離型剤。 Ｏ１２−ＯＲ’ Ｃ００Ｒ２Ｒｆ ―・・（１
）ＯＨＩ！０ＸＩＸｆｉ 、 、、 Ｑ
ｌ）λ 熱硬化性樹脂がアクリル、エポキシ、メラミン
、ウレタン樹脂である特許請求の範囲第１項記載の離型
剤。[Claims] 1. Addition polymer of the following general formula (1) or general formula (1)
A mold release agent for mold molding, comprising at least one type of Rf-based right-type combination consisting of an addition copolymer of and ([1)] and a thermosetting resin. O12-OR' C00R2Rf ---(1
)OHI! 0XIXfi , ,, Q
1) The mold release agent according to claim 1, wherein the λ thermosetting resin is an acrylic, epoxy, melamine, or urethane resin.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP21144082A JPS59101319A (en) | 1982-12-03 | 1982-12-03 | Releaser used for mold |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP21144082A JPS59101319A (en) | 1982-12-03 | 1982-12-03 | Releaser used for mold |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS59101319A true JPS59101319A (en) | 1984-06-11 |
Family
ID=16605985
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP21144082A Pending JPS59101319A (en) | 1982-12-03 | 1982-12-03 | Releaser used for mold |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS59101319A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4929666A (en) * | 1987-05-14 | 1990-05-29 | The Dow Chemical Company | Fluorocarbon containing, reactive polymeric surfactants and coating compositions therefrom |
| WO1993019918A1 (en) * | 1992-03-30 | 1993-10-14 | Daikin Industries, Ltd. | Mold release composition |
| WO1995017288A1 (en) * | 1993-12-22 | 1995-06-29 | Bayer Aktiengesellschaft | Process for producing composites |
| US6353051B1 (en) | 1999-03-10 | 2002-03-05 | E. I. Du Pont De Nemours And Company | Top coating for synthetic leathers |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS4953651A (en) * | 1972-09-26 | 1974-05-24 | ||
| JPS52121063A (en) * | 1976-04-06 | 1977-10-12 | Teijin Ltd | Method of molding thermoplastic resins |
| JPS535283A (en) * | 1976-07-05 | 1978-01-18 | Teijin Ltd | Resin coated sheet |
| JPS58193118A (en) * | 1982-05-07 | 1983-11-10 | Showa Denko Kk | Resin mold for fiber reinforced plastic molding |
-
1982
- 1982-12-03 JP JP21144082A patent/JPS59101319A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS4953651A (en) * | 1972-09-26 | 1974-05-24 | ||
| JPS52121063A (en) * | 1976-04-06 | 1977-10-12 | Teijin Ltd | Method of molding thermoplastic resins |
| JPS535283A (en) * | 1976-07-05 | 1978-01-18 | Teijin Ltd | Resin coated sheet |
| JPS58193118A (en) * | 1982-05-07 | 1983-11-10 | Showa Denko Kk | Resin mold for fiber reinforced plastic molding |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4929666A (en) * | 1987-05-14 | 1990-05-29 | The Dow Chemical Company | Fluorocarbon containing, reactive polymeric surfactants and coating compositions therefrom |
| WO1993019918A1 (en) * | 1992-03-30 | 1993-10-14 | Daikin Industries, Ltd. | Mold release composition |
| WO1995017288A1 (en) * | 1993-12-22 | 1995-06-29 | Bayer Aktiengesellschaft | Process for producing composites |
| US6353051B1 (en) | 1999-03-10 | 2002-03-05 | E. I. Du Pont De Nemours And Company | Top coating for synthetic leathers |
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