JPS62201940A - Method of treating molding - Google Patents
Method of treating moldingInfo
- Publication number
- JPS62201940A JPS62201940A JP4335086A JP4335086A JPS62201940A JP S62201940 A JPS62201940 A JP S62201940A JP 4335086 A JP4335086 A JP 4335086A JP 4335086 A JP4335086 A JP 4335086A JP S62201940 A JPS62201940 A JP S62201940A
- Authority
- JP
- Japan
- Prior art keywords
- compd
- acid
- molding
- dicyclopentadiene
- ampholytic
- 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
- 238000000034 method Methods 0.000 title claims description 5
- 238000000465 moulding Methods 0.000 title abstract description 9
- HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical compound C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 claims abstract description 13
- 239000002253 acid Substances 0.000 claims abstract description 11
- 239000011347 resin Substances 0.000 claims abstract description 8
- 229920005989 resin Polymers 0.000 claims abstract description 8
- 229920001187 thermosetting polymer Polymers 0.000 claims abstract description 8
- 150000001875 compounds Chemical class 0.000 claims description 13
- 239000007864 aqueous solution Substances 0.000 claims description 4
- 150000007514 bases Chemical class 0.000 claims description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract description 8
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract description 4
- 238000005649 metathesis reaction Methods 0.000 abstract description 4
- 150000001412 amines Chemical class 0.000 abstract description 3
- 150000001413 amino acids Chemical class 0.000 abstract description 2
- 239000000463 material Substances 0.000 abstract description 2
- 102000004169 proteins and genes Human genes 0.000 abstract description 2
- 108090000623 proteins and genes Proteins 0.000 abstract description 2
- 239000003021 water soluble solvent Substances 0.000 abstract description 2
- KWIUHFFTVRNATP-UHFFFAOYSA-N Betaine Natural products C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 abstract 1
- KWIUHFFTVRNATP-UHFFFAOYSA-O N,N,N-trimethylglycinium Chemical compound C[N+](C)(C)CC(O)=O KWIUHFFTVRNATP-UHFFFAOYSA-O 0.000 abstract 1
- 229960003237 betaine Drugs 0.000 abstract 1
- 150000007519 polyprotic acids Polymers 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
- 235000019645 odor Nutrition 0.000 description 13
- 239000007788 liquid Substances 0.000 description 9
- 230000001953 sensory effect Effects 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 239000012190 activator Substances 0.000 description 2
- LFYJSSARVMHQJB-QIXNEVBVSA-N bakuchiol Chemical compound CC(C)=CCC[C@@](C)(C=C)\C=C\C1=CC=C(O)C=C1 LFYJSSARVMHQJB-QIXNEVBVSA-N 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 230000001877 deodorizing effect Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000007654 immersion Methods 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 230000009965 odorless effect Effects 0.000 description 2
- 239000011550 stock solution Substances 0.000 description 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- 229920002126 Acrylic acid copolymer Polymers 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 235000019750 Crude protein Nutrition 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 235000011054 acetic acid Nutrition 0.000 description 1
- -1 alkylaluminium halide Chemical class 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000004332 deodorization Methods 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- YNLAOSYQHBDIKW-UHFFFAOYSA-M diethylaluminium chloride Chemical compound CC[Al](Cl)CC YNLAOSYQHBDIKW-UHFFFAOYSA-M 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000003933 environmental pollution control Methods 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 235000011118 potassium hydroxide Nutrition 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000010107 reaction injection moulding Methods 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 1
- 229910052721 tungsten Inorganic materials 0.000 description 1
- 239000010937 tungsten Substances 0.000 description 1
Abstract
Description
【発明の詳細な説明】
〔八１・翻剥甲分野〕
本発明は、熱硬化性ジシクロペンタジェン樹脂成形体の
後処理方法に関するもので、特に脱臭の為の後処理に関
するものである。DETAILED DESCRIPTION OF THE INVENTION [81. Field of Peeling] The present invention relates to a method for post-treatment of thermosetting dicyclopentadiene resin moldings, and particularly to post-treatment for deodorization.
近年、ジシクロペンタジェンを原料として、触媒、活性
化剤を添加し、常温低圧で硬化せしめた熱硬化性ジシク
ロペンタジェン樹脂成形体が柔軟かつ、耐衝撃性に優れ
ている所から脚光をあびている。In recent years, thermosetting dicyclopentadiene resin molded products made from dicyclopentadiene as a raw material, with the addition of catalysts and activators, and cured at room temperature and low pressure, have been in the spotlight due to their flexibility and excellent impact resistance. It's floating.
該成形体は一般的には複分解触媒たとえばタングステン
含有化合物を含む一方の原液、複分解触媒系の活性剤、
たとえばハロゲン化アルキルアルミを含む他の原液を別
々のヘッドから金型内に充填し、反応を起こさせて硬化
させて得られるが、原料のジシクロペンタジェンを一挙
に重合する為、ジシクロペンタジェンモノマーが残存し
やす（臭気が着るしい。この為該成形体は、自動車外装
品等限られた用途にしか利用できず、臭気対策が重要な
課題となっている。The shaped bodies generally contain one stock solution containing a metathesis catalyst, such as a tungsten-containing compound, an activator for the metathesis catalyst system,
For example, it is obtained by filling another stock solution containing alkylaluminium halide into a mold from a separate head, causing a reaction, and curing it. Gen monomers tend to remain (odors are unpleasant).For this reason, the molded products can only be used in limited applications such as automobile exterior parts, and odor control has become an important issue.
本発明者は、かかる問題点を解決する為鋭意検討の結果
、熱硬化性ジシクロペンタジェン樹脂成形体を、酸化合
物又は塩基性化合物、及び／又は両性化合物を含有する
水性液に浸漬処理することに依って成形体の脱臭ができ
ることを見い出し本発明に到った。In order to solve these problems, the inventor of the present invention, as a result of extensive studies, has decided to immerse a thermosetting dicyclopentadiene resin molded article in an aqueous liquid containing an acid compound, a basic compound, and/or an amphoteric compound. The inventors have discovered that molded objects can be deodorized by this method, leading to the present invention.
本発明に於ける熱硬化性ジシクロペンタジェン樹脂成形
体とは、ジシクロペンタジェンをメタセシス反応に依り
一挙に成形して得られる成形体であって、臭気の残存す
るものである。The thermosetting dicyclopentadiene resin molded article in the present invention is a molded article obtained by molding dicyclopentadiene all at once through a metathesis reaction, and has a residual odor.
水性液に含有する酸化合物としては塩酸、硫酸、リン酸
、１ｉ唾硫酸塩等の無機酸、蟻酸、酢酸、安息香酸、（
メタ）アクリル酸、Ｐ−トルエンスルホン酸等のモノ有
機酸、（メタ）、アクリル酸（共）重合体、マレイン酸
共重合体等のポリ有機酸等である。Acid compounds contained in aqueous liquids include inorganic acids such as hydrochloric acid, sulfuric acid, phosphoric acid, 1i salivary sulfate, formic acid, acetic acid, benzoic acid,
These include monoorganic acids such as meth)acrylic acid and P-toluenesulfonic acid, and polyorganic acids such as (meth)acrylic acid (co)polymers and maleic acid copolymers.
水性液に含有する塩基性化合物としては、苛性ソーダ、
苛性カリ、アンモニア、アミン類等である。Basic compounds contained in the aqueous liquid include caustic soda,
These include caustic potash, ammonia, and amines.
又、水性液に含有する両性化合物としては、アミノ酸、
蛋白質、ベタイン型両性化合物等である。脱臭効果の点
で好ましくは硫酸、アミノ化合物、特に好ましくは酸化
合物及び両性化合物の混合物水溶液である。In addition, the amphoteric compounds contained in the aqueous liquid include amino acids,
These include proteins, betaine-type amphoteric compounds, etc. From the viewpoint of deodorizing effect, sulfuric acid and amino compounds are preferred, and aqueous solutions of mixtures of acid compounds and amphoteric compounds are particularly preferred.
水性液は水溶液であっても、水分散体であってもよく水
性液に含有する化合物の普はＣＬＯ１〜１０重１に％が
、表面劣化、経済性、脱臭効果のバランスから好ましい
。The aqueous liquid may be an aqueous solution or an aqueous dispersion, and the compound contained in the aqueous liquid is usually 1 to 10% by weight of CLO, from the viewpoint of the balance between surface deterioration, economical efficiency, and deodorizing effect.
父必要に応じてメタノール等水溶性溶剤が使用できる。A water-soluble solvent such as methanol can be used if necessary.
上記水性液での処理は、浸漬処理が好ましいが、スプレ
ー処理、カーテンウオール処理等でも差しつかえない。As for the treatment with the aqueous liquid, immersion treatment is preferred, but spray treatment, curtain wall treatment, etc. may also be used.
浸漬処理の方法としては、ｏ℃〜５０℃の水性液に成形
体を１分〜１週間浸漬後乾燥して処理を終了するが、心
安に応じて低＠硬化性塗料たとえばポリウレタン塗料を
コートして外観をととのえることも差しつかえない。The method of immersion treatment is to immerse the molded product in an aqueous liquid at 0°C to 50°C for 1 minute to 1 week and then dry it to complete the treatment. There is no harm in improving the appearance.
処理された熱硬化性ジシクロペンタシュ、ン成形体は室
内で用いる家具や調度品、車輌、内装品、家庭電器部品
、スキーブーツ等履物に用いられる。The treated thermosetting dicyclopentash moldings are used for indoor furniture and furnishings, vehicles, interior items, home appliance parts, and footwear such as ski boots.
次いで、実施例及び比較例を挙げて本発明を更に説明す
る。Next, the present invention will be further explained by giving Examples and Comparative Examples.
実施例１〜９、比較例１〜４
６塩化タングステン／ｐ−ｔ−ブチルフェノールを含有
するジシクロペンタジェン溶液、ジエチルアルミモノク
ロライドを含有するジシクロペンタジェン溶液を１対１
の重量比で反応射出成形機で混合し、シート状金型（１
６１１Ｘ １０５１Ｘ Ｏ，５ｃｍ）に注入医 １０秒
後成形品を取り出して試片とした。得た試片を表１に掲
げた水性液に１日浸漬し、液をぬぐい１時間程度風乾し
、臭気を判定した。臭気は６名の官能試験の結果を示す
。Examples 1 to 9, Comparative Examples 1 to 4 1:1 dicyclopentadiene solution containing hexatungsten chloride/pt-butylphenol, dicyclopentadiene solution containing diethylaluminum monochloride
Mixed in a reaction injection molding machine at a weight ratio of
After 10 seconds, the molded product was taken out and used as a specimen. The obtained specimens were immersed in the aqueous solutions listed in Table 1 for one day, wiped off with the solution, air-dried for about an hour, and evaluated for odor. The odor shows the results of a sensory test conducted by 6 people.
その結果を表１に示す。The results are shown in Table 1.
表１ 官能試験
尚、官能性試験は、ポリエステル材質の内容質３ｔの実
装中に試片を入れ無臭空気を充満し唆をとじ、１時間放
置し、６名のパネラ−に依りて臭気判定を行った。判定
は無臭：０、やっと感知できる臭：１、何の臭であるか
判る弱い臭：２、楽に感知できる臭：３、強い臭：４、
強烈な夷：５で採点、パネラ−の総合点で判定し行った
。Table 1 Sensory test For the sensory test, a sample was placed in a package of 3 tons of polyester material, filled with odorless air, the atmosphere was closed, and left for 1 hour.The odor was judged by six panelists. went. Judging is odorless: 0, odor that can barely be detected: 1, weak odor that you can tell what kind of odor it is: 2, odor that can be easily detected: 3, strong odor: 4,
Intense Yi: Scored at 5, judged based on panelists' overall score.
かかる官能試験は、（社）千葉系公害防止管理者協議会
、千葉系環境部監修ゝ悪臭測定の手引き′（昭和５６年
８月）を参考とした。This sensory test was carried out with reference to the ``Offensive Odor Measurement Manual'' (August 1981) supervised by the Chiba Environmental Pollution Control Management Association and the Chiba Environmental Department.
オードクリン：＊洋ケミカル■製品、約４，９チの粗た
ん白質含有
ママレモン■ニライオン■製品
〔効果〕
実施例に示した如くジシクロペンダジエン樹脂成形体を
酸化合物又は塩基性化合物、及び／又は両性化合物特に
硫酸、アミン又は酸／界面活性剤を含有する水性液で処
理すると酸臭効果が発揮される。Eaudocrine: *Western chemical ■ product, Mama Lemon ■ Nilion ■ product containing about 4.9 grams of crude protein [Effects] As shown in the examples, dicyclopendadiene resin moldings are treated with acid compounds or basic compounds, and/or Treatment with aqueous liquids containing amphoteric compounds, especially sulfuric acid, amines or acids/surfactants produces an acid odor effect.
Claims (1)
は塩基性化合物、及び／又は両性化合物を含有する水溶
液で処理することを特徴とする成形体の処理方法。1. A method for treating a thermosetting dicyclopentadiene resin molded article, which comprises treating a thermosetting dicyclopentadiene resin molded article with an aqueous solution containing an acid compound, a basic compound, and/or an amphoteric compound.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP4335086A JPS62201940A (en) | 1986-02-28 | 1986-02-28 | Method of treating molding |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP4335086A JPS62201940A (en) | 1986-02-28 | 1986-02-28 | Method of treating molding |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS62201940A true JPS62201940A (en) | 1987-09-05 |
Family
ID=12661399
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP4335086A Pending JPS62201940A (en) | 1986-02-28 | 1986-02-28 | Method of treating molding |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS62201940A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0367095A2 (en) * | 1988-11-03 | 1990-05-09 | Hercules Incorporated | Surface treatment to improve the adhesion of paints to polydicyclopentadiene |
| WO1994017129A1 (en) * | 1993-01-29 | 1994-08-04 | Shell Internationale Research Maatschappij B.V. | Process for surface treatment of moulded polymers of cyclo-olefins and polymer mould obtainable therewith |
-
1986
- 1986-02-28 JP JP4335086A patent/JPS62201940A/en active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0367095A2 (en) * | 1988-11-03 | 1990-05-09 | Hercules Incorporated | Surface treatment to improve the adhesion of paints to polydicyclopentadiene |
| WO1994017129A1 (en) * | 1993-01-29 | 1994-08-04 | Shell Internationale Research Maatschappij B.V. | Process for surface treatment of moulded polymers of cyclo-olefins and polymer mould obtainable therewith |
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