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JPH0393819A - Resin composition for wood processing - Google Patents

Resin composition for wood processing

Info

Publication number
JPH0393819A
JPH0393819A JP23070289A JP23070289A JPH0393819A JP H0393819 A JPH0393819 A JP H0393819A JP 23070289 A JP23070289 A JP 23070289A JP 23070289 A JP23070289 A JP 23070289A JP H0393819 A JPH0393819 A JP H0393819A
Authority
JP
Japan
Prior art keywords
molecule
resin composition
water
hydroxyl groups
wood
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
Application number
JP23070289A
Other languages
Japanese (ja)
Inventor
Makoto Nakahara
誠 中原
Ikuo Yoshiga
吉賀 郁夫
Masao Izumi
和泉 正男
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Sanken Kako KK
Original Assignee
Sanken Kako KK
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Sanken Kako KK filed Critical Sanken Kako KK
Priority to JP23070289A priority Critical patent/JPH0393819A/en
Publication of JPH0393819A publication Critical patent/JPH0393819A/en
Pending legal-status Critical Current

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  • Macromonomer-Based Addition Polymer (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

PURPOSE:To provide the subject composition composed of an unsaturated polyester resin, etc., having >=3 OH groups and an unsaturated monomer, etc., and capable of keeping the water-resistance over a long period without lowering the strength of a wooden material. CONSTITUTION:The objective composition is composed of (A) at least one kind of a resin selected from an unsaturated polyester resin containing >=3 hydroxyl groups in the molecule and an epoxy acrylate resin containing >=3 hydroxyl groups in the molecule, (B) an unsaturated monomer (e.g. styrene) and, as necessary, (C) a polyether compound and (D) a polymerization catalyst (e.g. benzoyl peroxide).

Description

【発明の詳細な説明】 (m業上の利用分町) 本発明は耐水性の改良された木材加工用樹脂組或物. (従来の技術) 木′I′t材料を台所、風呂場等の水まわりや屋外等に
使用する場合、水分を吸収して寸法変化を起こし、変形
したり狂ったりする. それを防止するためにポリエチレングリコール等を含浸
せしめる方法等が提案されているが、このようにして得
られた含浸水材は表面硬度が低く而も水に長時間さらさ
れるとポリエチレングリコール等の溶出が見られ性能が
低下してくる.(本発明が解決しようとする問題点) 木質材料の強度を低下させずに耐水性を向上させ而も長
時間にわたりその耐水性を維持できる木材加工川樹脂組
或物を見い出すことを本発明の課題とした. (Itll!Ifを解決する為の手段)本発明者らは上
記問題を解決すべく種々の樹脂について検肘を行なった
結果本5■を完戊するに至った.すなわち本発明は(A
)分子内に水酸−基を3個以上含有する不飽和ポリエス
テル樹脂及び分子内に水酸基を3個以上含有するエポキ
シアクリレート#lRより選ばれる少なくとも一種(B
)不飽和単竜体(C)必要に応じてポリエーテル化合物
及び(D)重合触媒からなることを特徴とする木材加工
川樹脂組戊物を提供するものである.本発明に使用され
る分子内に水酸基を3個以上含有する不飽和ポリエステ
ル樹脂としては(1)3価以上の水酸基を含有するアル
コールをポリオル成分の一戊分として使用し、而もポリ
エステル末端が水酸基となるように多塩基酸とボリオー
ルの比率をtllllする場合、(2)ポリエポキシ化
合物と多塩基酸を逐次的に反応させポリエステルとする
場合、等がある.3個以上の水酸基を含有するアルコー
ルとしてはグリセリン、トリメチロールブロバン,ペン
タエリスリトール等が例示され.その他のボリオール或
分としては,エチレングリコール、ジエチレングリコー
ル、トリエチレングリコール、プロピレングリコール、
ネオペンチルグリコール,ヘキシレングリコール等が例
示される. 又、多塩基酸としては無水マレイン酸,フマール酸,イ
タコン酸,無水フタル酸,イソフタル酸,テレフタル酸
,アジビン酸,セバシンa等が例示される. 又,ポリエボキシ化合物としてはエボキシ樹脂の如きポ
リグリシジル化合物やam式ジエボキシ化合物等が例示
される. 又、本発明で使用される分子内に水m基を3(flit
諷上含有するエポキシアクリレート樹脂としては、既に
分子中に水I11基を1個以上含有するエボキシ樹nか
又はグリシジル基を3個以上含有するエポキシ#Iaに
アクリル酸、メタクリル酸を含むモノカルボン酸を反応
させる場合、(2)分子中に少なくとも1111の水酸
基及びカルボン酸を含有する不飽和化合物とグリシジル
基を2個以上含有するエボキシ樹脂を反応させる場合等
がある.分子中に水酸基を1個以上含有するエポキシ樹
脂としては分子!330以上のビスフェノールA型エポ
キシ樹脂等が例示され、又グリシジル基を3個以上含有
するエボキシ樹脂としてはノボラツク型エボキシ樹脂等
があげられる. 又分子中に少なくとも1個の水酸基及
びカルボン酸基を含有する不飽和化合物としては,ボリ
オールと不飽和ジカルボン酸又はその無水物,例えば無
水マレイン酸と水I!l1基が分子中1個以上残るよう
にエステル化反応させたもの等が例示される. 上記二
種の化合物は単独使用でも、混合使用でも良い.又不飽
和Ji量体としてはスチレン、ビニルトルエン、クロル
スチレン等の芳香族ビニル化合物,メチル(メタ)アク
リレート、エチル(メタ)アクリレート,ブチル(メタ
)アクリレート等の(メタ)アクリル化合物又はジアリ
ルフタレート,ジアリルフマレート、ジアリルマレート
等のアリル化合物等の中から少なくともlmが選ばれる
.ポリエーテル化合物としてはポリエチレングリコール
、ボリプロビレングリコール等が例示される. 又,必要に応じてエチルセロソルプ等の溶媒を加えるこ
とは任意である. 又重合触媒としてはペンゾイルパーオキサイドラウ口イ
ルパーオキサイド等のジアシルバーオキサイド類、ター
シャリープチルパーオキシイソプロビルカーボネート、
ターシャリープチルパーペンゾエート等のパーオキシエ
ステル類等の有機過酸化物又はアゾ化合物等が使mされ
る.本発明の*R組成物が適用できる木質材料としては
針葉樹又は広葉樹の単板又は部材でもよく、またパーテ
ィクルボード、木質II維板でも良い.そしてこれら木
a材料に樹脂組或物を含浸させる場合,減圧含浸法でも
,又減圧一加圧′@漫法でも良い.又含浸された木質材
料は通常100〜150℃の温度に加熱して、樹浦を硬
化せしめることが必要である. 上記のように硬化せしめられた樹脂含浸木材は台所や風
呂場のような水まわりや屋外用の木質系材料として川い
られる. 以下に本発明を実施例により脱明するが,これに限定さ
れるものではない. 実施例 1 グリセリン1モルと無水マレイン酸2モルとを150℃
で、水を系外に出さない反応条件で反応せしめ,次いで
スミエボキシOELA−128(住友化学工業曲品)1
モルを加えて170℃で反応せしめて得られた樹脂50
0gにスチレン500g及びペンゾイルバーオキサイド
Logを加える. かくして得られた樹II11組或物を予め乾燥された厚
みl O trn x @ 1 0 0 tm x長さ
200mmのホワイトアッシュ材に減圧法により含浸し
、140℃で30分間硬化せしめた, 得られた樹浦含浸水材の表面硬度はバーコル935で9
0を示して充分硬く又40℃の水に20時聞浸τRした
哨の抗膨i!’JI能(A.S、E)は85%を示し,
高い耐水性を示した.この値は40℃の水に更に30日
間浸漬後も変らなかった.実施例 2 実施例lのVA脂組或物202gにポリエチレングリコ
ール#1000を20gを加えて得たSR組或物を予め
乾燥された厚みl O m x @ 1 0 0 tm
X長さ200IffIのホワイトアツシュ材に減圧法に
より含浸し、140℃で30分間硬化せしめた.得られ
た!!4R含浸水材の表面硬度はバーコル935で85
を示し、ヌ40℃の水に20時間浸漬後の抗I!I1潤
能(A.S.E)は95%を示した.更に40℃の水に
30日間浸漬浚の抗膨潤能(A.S.E)は90%であ
り.flかの低下に止った.実施例 3 ジエチレングリコール1モルと無水マレイン酸1モルと
を150℃で反応せしめ、次いでスミエボキシ■ELA
−128(住友化学工業四品)lモルを加えて170℃
で反応せしめて得られた樹ITI1(分子内に4aの水
陸基を含有する)700gにスチレン300g及びペン
ゾイルバーオキサイド10gを加える. かくして得られた樹脂組成物を厚み3 m x @ 1
0 0 m x長さ200mmの檜の単板に減圧法によ
り含浸し,130℃x8分x8喰/Cポの条件でプレス
硬化を行なった. 得られたfRW1′@浸単板の表面
硬度はバーコル935で70を示し、又40℃の水に2
0特IIO浸漬した時の抗膨潤能(A,S.E〉は80
%を示し、高い耐水性を示した.この植は40℃の水に
更に30日間浸漬後も変化はなかった. 実施例 4 分子内の水酸基を平均的に2個含有するビス系エポキシ
樹脂スミエポキシ■ESA−011.1モルとメタクリ
ル酸2モルを140℃で反応せしめて得た樹n(分子内
に4個の水酸基を含脊する)600gにスチレン400
g及びターシャリープチルパーオキシイソプ口ビルカー
ボネート,10gを加える. かくして得られたami,m或物を摩み3 m x幅1
0 0 m+a x長さ200nnの檜の!n板に減圧
法により含浸し、150℃x8分x 8 kg / c
 rdの条件でプレス硬化を行なった. 得られたm脂
含浸単板の表面硬度はバーコル935で80を示し,又
40℃の水に20時間浸漬した侍の抗膨i1!1能(A
.S,E)は85%を示し、高い耐水性を示した.この
値は40℃の水に更に30口間浸漬後も変化はなかった
. 比較例 1 ポリエチレングリコール#600を厚み3 m x@ 
1 0 0 m x長さ200田の寸法の檜の単板に滅
ル法により含浸し,表面に付渭せるボリエチレングリコ
ールをふきとり表面硬度をはかると、バーコル935で
ゼロで軟かかった.又40”Cの水に2 0 +Irt
 110  浸漬しタ晴ノ抗[1191 (A.S.E
)は70%を示したが、更に30日間浸漬を続けると抗
膨潤能(A.S.E)は10%に低下した.(発明の効
果) 本発明は実施例及び比較例から明らかなように木質材料
の強度を低下させずに耐水性を向上させ而も長時間その
耐水性が維持できる木材加工川樹脂組或物である.
DETAILED DESCRIPTION OF THE INVENTION (Business use) The present invention is a resin composition for wood processing with improved water resistance. (Prior Art) When wood materials are used in plumbing areas such as kitchens and bathrooms, or outdoors, they absorb moisture, causing dimensional changes and becoming deformed or distorted. In order to prevent this, a method of impregnating polyethylene glycol etc. has been proposed, but the impregnated water material obtained in this way has a low surface hardness, but when exposed to water for a long time, polyethylene glycol etc. will elute. is observed and the performance deteriorates. (Problems to be Solved by the Invention) The object of the present invention is to find a wood-processed resin composition that can improve water resistance without reducing the strength of wood materials, and can maintain that water resistance for a long time. I made it a task. (Means for Solving Itll! If) The inventors of the present invention conducted tests on various resins in order to solve the above problem, and as a result, they completed Book 5. That is, the present invention (A
) At least one type (B
The present invention provides a wood-processed resin composite characterized by comprising (C) an unsaturated monomer, (C) a polyether compound as required, and (D) a polymerization catalyst. As for the unsaturated polyester resin containing three or more hydroxyl groups in the molecule used in the present invention, (1) alcohol containing trivalent or higher hydroxyl groups is used as one part of the polyol component, and the polyester terminal is (2) A case in which the ratio of polybasic acid and polyol is adjusted to form a hydroxyl group, and (2) a case in which a polyepoxy compound and a polybasic acid are sequentially reacted to form a polyester. Examples of alcohols containing three or more hydroxyl groups include glycerin, trimethylolbroban, and pentaerythritol. Other polyols include ethylene glycol, diethylene glycol, triethylene glycol, propylene glycol,
Examples include neopentyl glycol and hexylene glycol. Examples of polybasic acids include maleic anhydride, fumaric acid, itaconic acid, phthalic anhydride, isophthalic acid, terephthalic acid, adipic acid, and sebacin a. Examples of polyepoxy compounds include polyglycidyl compounds such as epoxy resins and am-type dieboxy compounds. In addition, 3 (flit
Epoxy acrylate resins containing epoxy resins include epoxy resins that already contain one or more water I1 groups in the molecule, or epoxy #Ia containing three or more glycidyl groups, and monocarboxylic acids containing acrylic acid and methacrylic acid. In some cases, (2) an unsaturated compound containing at least 1111 hydroxyl groups and a carboxylic acid in the molecule is reacted with an epoxy resin containing two or more glycidyl groups. Molecule as an epoxy resin containing one or more hydroxyl groups in the molecule! Examples include bisphenol A type epoxy resins having a molecular weight of 330 or more, and examples of epoxy resins containing three or more glycidyl groups include novolac type epoxy resins. Examples of unsaturated compounds containing at least one hydroxyl group and one carboxylic acid group in the molecule include polyols, unsaturated dicarboxylic acids, or their anhydrides, such as maleic anhydride and water I! Examples include those subjected to an esterification reaction so that one or more l1 groups remain in the molecule. The above two types of compounds may be used alone or in combination. Examples of unsaturated Ji-mers include aromatic vinyl compounds such as styrene, vinyltoluene, and chlorostyrene; (meth)acrylic compounds such as methyl (meth)acrylate, ethyl (meth)acrylate, and butyl (meth)acrylate; and diallyl phthalate. At least lm is selected from allyl compounds such as diallyl fumarate and diallyl maleate. Examples of polyether compounds include polyethylene glycol and polypropylene glycol. Additionally, it is optional to add a solvent such as ethyl cellosolp if necessary. In addition, as a polymerization catalyst, diasilver oxides such as penzoyl peroxide, laucyl peroxide, tertiary butyl peroxy isopropyl carbonate,
Organic peroxides such as peroxyesters such as tertiary butyl perpenzoate, or azo compounds are used. Wooden materials to which the *R composition of the present invention can be applied may be softwood or hardwood veneers or members, particle boards, and wood II fiberboards. When these wooden materials are impregnated with a resin composition, a reduced pressure impregnation method or a reduced pressure one-pressure method may be used. It is also necessary to heat the impregnated wood material to a temperature of usually 100 to 150°C to harden the wood. The resin-impregnated wood that has been hardened as described above can be used as a wood-based material for wet areas such as kitchens and bathrooms, and for outdoor use. The present invention will be explained below using examples, but is not limited thereto. Example 1 1 mol of glycerin and 2 mol of maleic anhydride at 150°C
The reaction was carried out under reaction conditions that did not allow water to escape from the system, and then Sumieboxy OELA-128 (Sumitomo Chemical Co., Ltd.) 1
Resin 50 obtained by adding mol and reacting at 170°C
Add 500 g of styrene and log of penzoyl peroxide to 0 g. A pre-dried white ash material having a thickness of 100 tm and a length of 200 mm was impregnated with the thus obtained 11 pieces of Tree II by a vacuum method, and the mixture was cured at 140°C for 30 minutes. The surface hardness of Tajuura impregnated water material is Barcol 935, 9.
0 and was sufficiently hard and was immersed in 40℃ water for 20 hours. 'JI ability (A.S, E) shows 85%,
It showed high water resistance. This value remained unchanged even after immersion in water at 40°C for an additional 30 days. Example 2 An SR composite obtained by adding 20 g of polyethylene glycol #1000 to 202 g of the VA resin composition of Example 1 was pre-dried to a thickness of l O m x @ 100 tm.
A white ash material having a length of 200 IffI was impregnated by a vacuum method and cured at 140°C for 30 minutes. Got it! ! The surface hardness of 4R impregnated water material is 85 with Barcol 935.
The anti-I! The I1 moisture capacity (A.S.E.) was 95%. Furthermore, the anti-swelling ability (A.S.E.) of dredge immersed in water at 40°C for 30 days was 90%. The decline stopped at fl. Example 3 1 mole of diethylene glycol and 1 mole of maleic anhydride were reacted at 150°C, and then Sumieboxy ELA
Add 1 mol of -128 (4 products from Sumitomo Chemical Industries) to 170°C
Add 300 g of styrene and 10 g of penzoyl peroxide to 700 g of the tree ITI1 (containing a 4a hydrogen group in the molecule) obtained by the reaction. The resin composition thus obtained has a thickness of 3 m x @1
A cypress veneer measuring 0.0 m x 200 mm in length was impregnated by a reduced pressure method and press hardened at 130°C x 8 minutes x 8 bites/C. The surface hardness of the obtained fRW1'@immersion veneer was 70 on Barcol 935, and it was immersed in water at 40°C.
Anti-swelling ability (A, S.E) when immersed in 0 special IIO is 80
%, indicating high water resistance. There was no change in this plant even after it was immersed in water at 40°C for an additional 30 days. Example 4 Sumiepoxy, a bis-based epoxy resin containing an average of two hydroxyl groups in the molecule. Styrene 400g to 600g (containing hydroxyl group)
g and 10 g of tert-butyl peroxyisopropyl carbonate are added. Grind the thus obtained ami, m or object 3 m x width 1
0 0 m + a x 200 nn long cypress! Impregnated onto n plate by vacuum method, 150℃ x 8 minutes x 8 kg/c
Press hardening was performed under rd conditions. The surface hardness of the obtained m fat-impregnated veneer was 80 in Barcol 935, and the anti-swelling ability of Samurai (A
.. S, E) showed 85%, indicating high water resistance. This value did not change even after immersion in water at 40°C for an additional 30 hours. Comparative example 1 Polyethylene glycol #600 with a thickness of 3 m x @
A cypress veneer measuring 100 m x 200 m in length was impregnated with the polyethylene glycol by the immersion method, and the polyethylene glycol adhering to the surface was wiped off to measure the surface hardness, which was 935 Barcol and found to be soft. Also, 20 +Irt in 40”C water
110 Soaked Taharuno [1191 (A.S.E.
) was 70%, but when immersion was continued for an additional 30 days, the anti-swelling ability (A.S.E) decreased to 10%. (Effects of the Invention) As is clear from the Examples and Comparative Examples, the present invention is a wood-processed resin composition that improves the water resistance without reducing the strength of the wood material and can maintain its water resistance for a long time. be.

Claims (1)

【特許請求の範囲】 (A)分子内に水酸基を3個以上含有する不飽和ポリエ
ステル樹脂及び分子内に水酸基を3個以上含有するエポ
キシアクリレート樹脂より選ばれる少なくとも一種 (B)不飽和単量体 (C)必要に応じてポリエーテル化合物 (D)重合触媒 からなることを特徴とする木材加工用樹脂組成物。
[Scope of Claims] (A) At least one type of unsaturated monomer selected from unsaturated polyester resins containing three or more hydroxyl groups in the molecule and epoxy acrylate resins containing three or more hydroxyl groups in the molecule (B) Unsaturated monomer (C) A resin composition for wood processing, comprising a polyether compound (D) a polymerization catalyst, if necessary.
JP23070289A 1989-09-06 1989-09-06 Resin composition for wood processing Pending JPH0393819A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP23070289A JPH0393819A (en) 1989-09-06 1989-09-06 Resin composition for wood processing

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP23070289A JPH0393819A (en) 1989-09-06 1989-09-06 Resin composition for wood processing

Publications (1)

Publication Number Publication Date
JPH0393819A true JPH0393819A (en) 1991-04-18

Family

ID=16911980

Family Applications (1)

Application Number Title Priority Date Filing Date
JP23070289A Pending JPH0393819A (en) 1989-09-06 1989-09-06 Resin composition for wood processing

Country Status (1)

Country Link
JP (1) JPH0393819A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104193985A (en) * 2014-09-09 2014-12-10 江苏苏博特新材料股份有限公司 Preparation method of esterified macromer for polycarboxylate water-reducer

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104193985A (en) * 2014-09-09 2014-12-10 江苏苏博特新材料股份有限公司 Preparation method of esterified macromer for polycarboxylate water-reducer

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