JPH0245682B2 - TAKOSEIGOSEIBUTSUTAINOGANSHINZAI - Google Patents
TAKOSEIGOSEIBUTSUTAINOGANSHINZAIInfo
- Publication number
- JPH0245682B2 JPH0245682B2 JP15958683A JP15958683A JPH0245682B2 JP H0245682 B2 JPH0245682 B2 JP H0245682B2 JP 15958683 A JP15958683 A JP 15958683A JP 15958683 A JP15958683 A JP 15958683A JP H0245682 B2 JPH0245682 B2 JP H0245682B2
- Authority
- JP
- Japan
- Prior art keywords
- impregnating agent
- weight
- parts
- group
- porous rigid
- 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.)
- Expired - Lifetime
Links
- 239000003795 chemical substances by application Substances 0.000 claims description 35
- 239000002253 acid Substances 0.000 claims description 9
- 239000004014 plasticizer Substances 0.000 claims description 5
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 claims description 4
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 claims description 4
- VOWAEIGWURALJQ-UHFFFAOYSA-N Dicyclohexyl phthalate Chemical group C=1C=CC=C(C(=O)OC2CCCCC2)C=1C(=O)OC1CCCCC1 VOWAEIGWURALJQ-UHFFFAOYSA-N 0.000 claims description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
- 125000005396 acrylic acid ester group Chemical group 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 3
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 3
- 238000005470 impregnation Methods 0.000 claims description 2
- 239000011148 porous material Substances 0.000 description 10
- 239000000178 monomer Substances 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- 239000000203 mixture Substances 0.000 description 5
- VHSHLMUCYSAUQU-UHFFFAOYSA-N 2-hydroxypropyl methacrylate Chemical compound CC(O)COC(=O)C(C)=C VHSHLMUCYSAUQU-UHFFFAOYSA-N 0.000 description 4
- 239000004342 Benzoyl peroxide Substances 0.000 description 4
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 4
- 235000019400 benzoyl peroxide Nutrition 0.000 description 4
- 238000005266 casting Methods 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 239000004641 Diallyl-phthalate Substances 0.000 description 3
- -1 acrylic ester Chemical class 0.000 description 3
- 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 3
- 238000000034 method Methods 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 3
- LAQYHRQFABOIFD-UHFFFAOYSA-N 2-methoxyhydroquinone Chemical compound COC1=CC(O)=CC=C1O LAQYHRQFABOIFD-UHFFFAOYSA-N 0.000 description 2
- 239000004925 Acrylic resin Substances 0.000 description 2
- 229920000178 Acrylic resin Polymers 0.000 description 2
- 229910000838 Al alloy Inorganic materials 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- OKKRPWIIYQTPQF-UHFFFAOYSA-N Trimethylolpropane trimethacrylate Chemical compound CC(=C)C(=O)OCC(CC)(COC(=O)C(C)=C)COC(=O)C(C)=C OKKRPWIIYQTPQF-UHFFFAOYSA-N 0.000 description 2
- 239000003060 catalysis inhibitor Substances 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000005336 cracking Methods 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 239000011953 free-radical catalyst Substances 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 description 2
- 230000004580 weight loss Effects 0.000 description 2
- 150000005208 1,4-dihydroxybenzenes Chemical class 0.000 description 1
- IISHLYLZTYTIJJ-UHFFFAOYSA-N 1-hydroxyethyl 2-methylprop-2-enoate Chemical compound CC(O)OC(=O)C(C)=C IISHLYLZTYTIJJ-UHFFFAOYSA-N 0.000 description 1
- NUIPOEWADWHGSP-UHFFFAOYSA-N 1-hydroxypropyl 2-methylprop-2-enoate Chemical compound CCC(O)OC(=O)C(C)=C NUIPOEWADWHGSP-UHFFFAOYSA-N 0.000 description 1
- 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 1
- WFUGQJXVXHBTEM-UHFFFAOYSA-N 2-hydroperoxy-2-(2-hydroperoxybutan-2-ylperoxy)butane Chemical compound CCC(C)(OO)OOC(C)(CC)OO WFUGQJXVXHBTEM-UHFFFAOYSA-N 0.000 description 1
- 229910000881 Cu alloy Inorganic materials 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- 229910000640 Fe alloy Inorganic materials 0.000 description 1
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 1
- 229910000861 Mg alloy Inorganic materials 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-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
- 229910001297 Zn alloy Inorganic materials 0.000 description 1
- 125000003118 aryl group Chemical class 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000000149 penetrating effect Effects 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 238000004663 powder metallurgy Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Landscapes
- Sealing Material Composition (AREA)
- Powder Metallurgy (AREA)
Description
【発明の詳細な説明】
本発明は多孔性剛性物体の新規な含浸剤、更に
詳細には、アルミニウム合金、亜鉛合金、マグネ
シウム合金、銅合金、鉄合金等の鋳造物又は粉末
冶金焼結体等の多孔性剛性物体の細孔に含浸硬化
させてこれをシール（巣埋め）する含浸剤に関す
る。
鋳造あるいは焼結金属は自動車の各種部品、電
気機械材料として広い範囲で使用されているが、
これらには通常多数の巣といわれる細孔が存在す
るため、使用に当つてはこれをシールしなければ
ならない。
従来、この細孔をシールする方法としては種々
の方法が行われているが、就中含浸剤としてエポ
キシ、シリコン、フエノール、ジアリルフタレー
ト等の熱硬化性樹脂モノマーを使用し、細孔中で
重合硬化させてこれをシールする方法が一般に行
われている。しかし、これらの含浸剤は種々の欠
点を有し、必ずしも満足し得るものではなかつ
た。すなわち、特にジアリルフタレート樹脂は高
温に耐える優れた性質をもつているが、このアリ
ール型単量体と過酸化物を混合した含浸液は100
℃付近の温度では硬化速度が極めて遅く、また
150℃以上の高温では硬化速度は速くなるが、得
られる硬化物は重合率が低いという欠点がある。
そこで、ジアリルフタレートにそのプレポリマー
を混合した含浸剤が提案され、現在も使用されて
いるが、これも硬化に150℃、１時間という苛酷
な条件を必要とし、しかも非水溶性であるため、
含浸剤を含浸した後剛性物体の表面を洗浄するの
に有機溶剤を使用しなければならないという難点
があつた。
近年、少量の多官能性アクリルエステルモノマ
ーと実質的に大部分の（メタ）アクリル酸エステ
ルモノマーを含有する含浸剤が開発された（特公
昭55−46644号）。この含浸剤は低粘度で浸透力を
もち、適当な触媒／抑制剤を組合せて使用すれ
ば、比較的低温で容易に硬化させることができる
と共に、剛性物体表面の含浸剤を水で容易に洗浄
できるという利点を有する。しかし、この含浸剤
の硬化物である（メタ）アクリル樹脂は、解重合
型の分解を起してモノマーを生成する性質があ
り、特に200℃以上の温度では当該分解が生起し
て硬化物が崩壊されるため、耐熱性が要求される
多孔性剛性物体の含浸剤としては未だ充分満足し
得るものではなかつた。
斯かる実情において、本発明者は、前記（メ
タ）アクリル系樹脂の有する長所を保持し、かつ
耐熱性に優れた含浸剤を提供すべく（鋭意研究を
行つた結果、（メタ）アクリル酸エステルとトリ
アリルシアヌール酸を組合せると上記目的が達成
すること、並びにこれに可塑剤を併用すると更に
優れた効果が得られることを見出し、本発明を完
成した。
すなわち、本発明は、(a)一般式（）、
（式中、R1は水素又は炭素数１〜４のアルキル
基を示し、R2はエチル基、ｎ−プロピル基又は
イソプロピル基を示し、ｎは１〜３の整数を示
す）
で表わされる（メタ）アクリル酸エステル94〜50
重量部、並びに(b)トリアリルシアヌール酸５〜50
重量部を含有する多孔性剛性物体の含浸剤、並び
に成分(a)，(b)及び可塑剤（成分ｃ）を含有する多
孔性剛性物体の含浸剤を提供するものである。
本発明の含浸剤には上記成分の他に、フリーラ
ジカル触媒及び触媒抑制剤が配合される。当該触
媒、抑制剤は公知の一般に利用されているものを
用いることができる。フリーラジカル触媒として
は、例えばベンゾイルパーオキサイド、メチルエ
チルケトンパーオサイド、各種アルキルパーエス
テル、クメンパーオキサイド、AZBN等が挙げ
られ、これらは含浸剤全組成の0.1〜５重量％
（以下単に％と記載する）配合される。また触媒
抑制剤としては、ヒドロキノン、メトキシヒドロ
キノンのような置換ヒドロキノンあるいは各種置
換アルキル化フエノール等が挙げられ、これらは
全組成の0.01〜２％配合される。
（）式で表わされる（メタ）アクリル酸エス
テルとしては、例えば２−ヒドロキシエチルメタ
クリレート、１−ヒドロキシエチルメタクリレー
ト、２−ヒドロキシプロピルメタクリレート、１
−ヒドロキシプロピルメタクリレート等が挙げら
れる。これには他のモノマー、例えばジアリルフ
タル酸、トリアリルトリメリツト酸、マレイン酸
又はフマール酸を基体とするモノマーを少量含ん
でいてもよい。これら(a)成分と、(b)成分のトリア
リルシアヌール酸との混合割合は、(a)成分が94〜
50重量部、(b)成分が５〜50重量部になるようにす
るのが好ましい。
更にまた、(c)成分の可塑剤としては、例えばジ
シクロヘキシルフタレート、ジオクチルフタレー
ト等が使用され、これは１〜10重量部配合され
る。この(c)成分を配合することにより、硬化物は
強固になり、ヒビ割れ、分解による着色等を抑制
することができる。
本発明の含浸剤を使用して多孔性剛性物体の細
孔をシールするには、従来の一般的方法が採用さ
れる。すなわち、洗浄した多孔性剛性物体をオー
トクレーブに入れ、約５mmHgの減圧下で約10〜
20分間処理し、次いで含浸剤をオートクレーブ中
に吸収して、該剛性物体を含浸剤中に減圧下約10
分間浸漬する。必要ならばこれに圧縮空気を圧入
し、該細孔中に含浸剤を含浸させる。処理された
剛性物体は水で洗浄し、その表面に付着した含浸
剤を洗い落す。次いでこの剛性物体を熱風、熱水
等で加熱処理すれば、細孔に含浸した含浸剤が硬
化し、細孔は強固にシールされる。この加熱処理
は、90〜100℃で15〜120分行うのが好ましい。
叙上の如く、本発明の含浸剤の硬化成分である
（メタ）アクリル酸エステルは水溶性であり、ま
たトリアリルシアヌール酸の水に対する溶解性も
0.5ｇ／100mlと高いので、含浸後剛性物体の表面
に付着した含浸剤は水で洗浄するだけで容易に除
去することができる。また両成分によつて形成さ
れる硬化物は耐熱性が極めて高く、200℃以上の
高温においても安定で、亀裂等を生ずることがな
い等種々の利点を有する。
次に実施例を挙げて説明する。
実施例 １
(i) 含浸剤の調製
２−ヒドロキシプロピルメタクリレート80ｇ
とトリアリルシアヌール酸20ｇを混合し、これ
にｐ−メトキシフエノール0.08ｇを加えて溶解
させる。次いでこれにベンゾイルパーオサイド
0.5ｇを加えてよく撹拌混和して含浸剤を得る。
(ii) 多孔性剛性物体のシール
巣を有する鋳物（アルミ合金製）950ｇを含
浸タンクに入れ、５mmHgの減圧下にて15分間
処理した後、(i)で調製した含浸剤1000ｇをタン
ク内に吸入し、同圧下で10分間浸漬処理した。
含浸タンクを常圧に戻し、鋳物を取り出し、そ
の表面を水で充分洗浄した後、95℃の熱水に浸
漬して30分間加熱して含浸剤を硬化させた。こ
れにより鋳物の巣は完全にシールされた。
実施例 ２
実施例１の(i)の処方中にジシクロヘキシルフタ
レート２ｇを加える以外は同様にして含浸剤を調
製し、実施例１の(ii)と同様にして多孔性剛性物体
をシールした。
実施例 ３
実施例１の(i)の処方中にジオクチルフタレート
２ｇを加える以外は同様にして含浸剤を調製し、
実施例１の(ii)と同様にして多孔性剛性物体をシー
ルした。
実施例 ４
実施例１及び２でシールした多孔性剛性物体の
耐熱性を試験した結果は次のとおりである。
尚比較品として次のものを用いた。
比較品１：２−ヒドロキシプロピルメタクリレー
ト85ｇ、トリメタクリル酸トリメチロールプロ
パン15ｇ、ｐ−メトキシフエノール0.08ｇ及び
ベンゾイルパーオキサイド0.5ｇから実施例１
の(i)と同様にして含浸剤を調製し、実施例１の
(ii)と同様にして多孔性剛性物体をシールした。
比較品２：２−ヒドロキシプロピルメタクリレー
ト91ｇ、トリメタクリル酸トリメチロールプロ
パン５ｇ、ジオクチルフタレート４ｇ、ｐ−メ
トキシフエノール0.08ｇ及びベンゾイルパーオ
キサイド0.5ｇから実施例１の(i)と同様にして
含浸剤を調製し、実施例１の(ii)と同様にして多
孔性剛性物体をシールした。
実施例１〜３でシールされた多孔性剛性物体及
び比較品を200℃で16時間加熱し、その重量減少
率を測定した。その結果は第１表のとおりであ
り、本発明品は比較品に比較し重量減少率が少な
く、耐熱性が優れていた。
【表】DETAILED DESCRIPTION OF THE INVENTION The present invention provides a novel impregnating agent for porous rigid objects, more specifically, for use in castings or powder metallurgy sintered bodies of aluminum alloys, zinc alloys, magnesium alloys, copper alloys, iron alloys, etc. This invention relates to an impregnating agent that impregnates and hardens the pores of a porous rigid object to seal (fill in the pores). Cast or sintered metals are widely used as various automobile parts and electromechanical materials.
These usually have a large number of pores called pores, which must be sealed before use. Conventionally, various methods have been used to seal these pores, but among them, thermosetting resin monomers such as epoxy, silicone, phenol, diallyl phthalate, etc. are used as impregnating agents, and polymerization is carried out in the pores. A commonly used method is to cure and seal it. However, these impregnating agents have various drawbacks and are not always satisfactory. In other words, diallyl phthalate resin in particular has excellent properties that can withstand high temperatures, but the impregnating liquid containing this aryl monomer and peroxide has a
At temperatures around ℃, the curing speed is extremely slow, and
Although the curing speed increases at high temperatures of 150° C. or higher, the resulting cured product has a drawback of having a low polymerization rate.
Therefore, an impregnating agent made by mixing diallyl phthalate with its prepolymer was proposed and is still in use today, but this also requires harsh conditions for curing at 150°C for 1 hour and is not water-soluble.
A disadvantage is that an organic solvent must be used to clean the surface of the rigid object after it has been impregnated with the impregnating agent. Recently, an impregnating agent containing a small amount of polyfunctional acrylic ester monomer and substantially most of (meth)acrylic acid ester monomer has been developed (Japanese Patent Publication No. 46644/1983). This impregnating agent has low viscosity and penetrating power, and if an appropriate catalyst/inhibitor is used in combination, it can be easily cured at relatively low temperatures, and the impregnating agent on the surface of a rigid object can be easily washed away with water. It has the advantage of being able to However, the (meth)acrylic resin that is the cured product of this impregnating agent has the property of depolymerizing to produce monomers, and especially at temperatures above 200°C, this decomposition occurs and the cured product becomes Because it disintegrates, it has not yet been fully satisfactory as an impregnating agent for porous rigid objects that require heat resistance. Under such circumstances, the present inventor has conducted intensive research to provide an impregnating agent that retains the advantages of the (meth)acrylic resin and has excellent heat resistance. The present invention was completed based on the discovery that the above object can be achieved by combining triallylcyanuric acid with triallylcyanuric acid, and that even more excellent effects can be obtained by using a plasticizer in combination. ) General formula (), (In the formula, R 1 represents hydrogen or an alkyl group having 1 to 4 carbon atoms, R 2 represents an ethyl group, n-propyl group, or isopropyl group, and n represents an integer of 1 to 3.) meth)acrylic acid ester 94-50
Parts by weight, and (b) triallylcyanuric acid 5-50
parts by weight of a porous rigid body impregnating agent, and a porous rigid body impregnating agent containing components (a), (b) and a plasticizer (component c). In addition to the above components, the impregnating agent of the present invention contains a free radical catalyst and a catalyst inhibitor. Known and commonly used catalysts and inhibitors can be used. Examples of free radical catalysts include benzoyl peroxide, methyl ethyl ketone peroxide, various alkyl peresters, cumene peroxide, AZBN, etc., which amount to 0.1 to 5% by weight of the total composition of the impregnating agent.
(hereinafter simply referred to as %). Examples of catalyst inhibitors include substituted hydroquinones such as hydroquinone and methoxyhydroquinone, and various substituted alkylated phenols, which are blended in an amount of 0.01 to 2% of the total composition. Examples of the (meth)acrylic ester represented by the formula () include 2-hydroxyethyl methacrylate, 1-hydroxyethyl methacrylate, 2-hydroxypropyl methacrylate, 1
-Hydroxypropyl methacrylate and the like. It may also contain small amounts of other monomers, such as monomers based on diallylphthalic acid, triallyl trimellitic acid, maleic acid or fumaric acid. The mixing ratio of component (a) and triallylcyanuric acid of component (b) is as follows:
50 parts by weight, and preferably 5 to 50 parts by weight of component (b). Furthermore, as the plasticizer of component (c), for example, dicyclohexyl phthalate, dioctyl phthalate, etc. are used, and this is blended in an amount of 1 to 10 parts by weight. By blending this component (c), the cured product becomes strong, and cracking, discoloration due to decomposition, etc. can be suppressed. Conventional and common methods are employed to seal the pores of porous rigid objects using the impregnating agents of the present invention. That is, the cleaned porous rigid object is placed in an autoclave and heated for about 10 to 30 minutes under a reduced pressure of about 5 mmHg.
treatment for 20 minutes, then the impregnating agent is absorbed into an autoclave, and the rigid object is placed in the impregnating agent under reduced pressure for about 10 minutes.
Soak for minutes. If necessary, compressed air is forced into this to impregnate the impregnating agent into the pores. The treated rigid object is washed with water to wash off the impregnating agent adhering to its surface. Next, when this rigid object is heat-treated with hot air, hot water, etc., the impregnating agent impregnated into the pores is hardened, and the pores are firmly sealed. This heat treatment is preferably performed at 90 to 100°C for 15 to 120 minutes. As mentioned above, the (meth)acrylic acid ester that is the curing component of the impregnating agent of the present invention is water-soluble, and the solubility of triallylcyanuric acid in water is also high.
Since the impregnating agent is as high as 0.5 g/100 ml, the impregnating agent attached to the surface of the rigid object after impregnation can be easily removed by simply washing with water. Furthermore, the cured product formed from both components has various advantages such as extremely high heat resistance, stability even at high temperatures of 200° C. or higher, and no cracking. Next, an example will be given and explained. Example 1 (i) Preparation of impregnating agent 80 g of 2-hydroxypropyl methacrylate
and 20 g of triallylcyanuric acid were mixed, and 0.08 g of p-methoxyphenol was added and dissolved. Next, add benzoyl peroxide to this.
Add 0.5g and mix thoroughly to obtain an impregnating agent. (ii) Sealing of porous rigid objects 950g of the casting (made of aluminum alloy) with cavities was placed in an impregnating tank and treated under a reduced pressure of 5mmHg for 15 minutes, then 1000g of the impregnating agent prepared in (i) was added into the tank. It was inhaled and immersed for 10 minutes under the same pressure.
The impregnating tank was returned to normal pressure, the casting was taken out, and its surface was thoroughly washed with water, and then immersed in hot water at 95°C and heated for 30 minutes to harden the impregnating agent. This completely sealed the casting cavity. Example 2 An impregnating agent was prepared in the same manner as in Example 1 (i) except that 2 g of dicyclohexyl phthalate was added to the formulation in Example 1 (i), and a porous rigid object was sealed in the same manner as in Example 1 (ii). Example 3 An impregnating agent was prepared in the same manner except that 2 g of dioctyl phthalate was added to the formulation in (i) of Example 1,
A porous rigid object was sealed in the same manner as in Example 1 (ii). Example 4 The results of testing the heat resistance of the porous rigid bodies sealed in Examples 1 and 2 are as follows. The following products were used for comparison. Comparative product 1: Example 1 from 85 g of 2-hydroxypropyl methacrylate, 15 g of trimethylolpropane trimethacrylate, 0.08 g of p-methoxyphenol and 0.5 g of benzoyl peroxide.
An impregnating agent was prepared in the same manner as in (i) of Example 1.
A porous rigid object was sealed in the same manner as in (ii). Comparative product 2: An impregnating agent was prepared in the same manner as in Example 1 (i) from 91 g of 2-hydroxypropyl methacrylate, 5 g of trimethylolpropane trimethacrylate, 4 g of dioctyl phthalate, 0.08 g of p-methoxyphenol, and 0.5 g of benzoyl peroxide. A porous rigid object was prepared and sealed in the same manner as in Example 1 (ii). The porous rigid objects sealed in Examples 1 to 3 and comparative products were heated at 200° C. for 16 hours, and their weight loss rates were measured. The results are shown in Table 1, and the product of the present invention had a smaller weight loss rate and better heat resistance than the comparative product. 【table】
Claims (1)
基を示し、R2はエチル基、ｎ−プロピル基又は
イソプロピル基を示し、ｎは１〜３の整数を示
す） で表わされる（メタ）アクリル酸エステル94〜50
重量部、並びに(b)トリアリルシアヌール酸５〜50
重量部を含有することを特徴とする多孔性剛性物
体の含浸剤。 ２ (a)一般式（）、 （式中、R1は水素又は炭素数１〜４のアルキル
基を示し、R2はエチル基、ｎ−プロピル基又は
イソプロピル基を示し、ｎは１〜３の整数を示
す） で表わされる（メタ）アクリル酸エステル94〜50
重量部、(b)トリアリルシアヌール酸５〜50重量
部、並びに(c)可塑剤１〜10重量部を含有すること
を特徴とする多孔性剛性物体の含浸剤。 ３ 可塑剤がジシクロヘキシルフタレート又はジ
オクチルフタレートである特許請求の範囲第２項
記載の多孔性剛性物体の含浸剤。[Claims] 1 (a) General formula (), (In the formula, R 1 represents hydrogen or an alkyl group having 1 to 4 carbon atoms, R 2 represents an ethyl group, n-propyl group, or isopropyl group, and n represents an integer of 1 to 3.) meth)acrylic acid ester 94-50
Parts by weight, and (b) triallylcyanuric acid 5-50
An impregnating agent for porous rigid objects, characterized in that it contains parts by weight. 2 (a) General formula (), (In the formula, R 1 represents hydrogen or an alkyl group having 1 to 4 carbon atoms, R 2 represents an ethyl group, n-propyl group, or isopropyl group, and n represents an integer of 1 to 3.) meth)acrylic acid ester 94-50
(b) 5 to 50 parts by weight of triallylcyanuric acid, and (c) 1 to 10 parts by weight of a plasticizer. 3. The impregnation agent for porous rigid bodies according to claim 2, wherein the plasticizer is dicyclohexyl phthalate or dioctyl phthalate.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP15958683A JPH0245682B2 (en) | 1983-08-31 | 1983-08-31 | TAKOSEIGOSEIBUTSUTAINOGANSHINZAI |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP15958683A JPH0245682B2 (en) | 1983-08-31 | 1983-08-31 | TAKOSEIGOSEIBUTSUTAINOGANSHINZAI |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6051772A JPS6051772A (en) | 1985-03-23 |
| JPH0245682B2 true JPH0245682B2 (en) | 1990-10-11 |
Family
ID=15696944
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP15958683A Expired - Lifetime JPH0245682B2 (en) | 1983-08-31 | 1983-08-31 | TAKOSEIGOSEIBUTSUTAINOGANSHINZAI |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0245682B2 (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS62280285A (en) * | 1986-05-29 | 1987-12-05 | Dia Furotsuku Kk | Improved resin impregnant composition |
| JPS6433182A (en) * | 1987-07-30 | 1989-02-03 | Agency Ind Science Techn | Sparingly shrinking impregnating agent for porous body and sealing pore of porous body therewith |
| JP7431328B2 (en) * | 2019-12-17 | 2024-02-14 | ヘンケル・アクチェンゲゼルシャフト・ウント・コムパニー・コマンディットゲゼルシャフト・アウフ・アクチェン | Aqueous polymer dispersion and its use |
-
1983
- 1983-08-31 JP JP15958683A patent/JPH0245682B2/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6051772A (en) | 1985-03-23 |
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