JPH01141701A - Wood impregnated with resin - Google Patents
Wood impregnated with resinInfo
- Publication number
- JPH01141701A JPH01141701A JP30278387A JP30278387A JPH01141701A JP H01141701 A JPH01141701 A JP H01141701A JP 30278387 A JP30278387 A JP 30278387A JP 30278387 A JP30278387 A JP 30278387A JP H01141701 A JPH01141701 A JP H01141701A
- Authority
- JP
- Japan
- Prior art keywords
- wood
- acrylate
- meth
- impregnated
- isobornyl
- 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
- 239000002023 wood Substances 0.000 title claims abstract description 75
- 229920005989 resin Polymers 0.000 title description 3
- 239000011347 resin Substances 0.000 title description 3
- 239000000178 monomer Substances 0.000 claims abstract description 32
- PSGCQDPCAWOCSH-UHFFFAOYSA-N (4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl) prop-2-enoate Chemical compound C1CC2(C)C(OC(=O)C=C)CC1C2(C)C PSGCQDPCAWOCSH-UHFFFAOYSA-N 0.000 claims abstract description 4
- IAXXETNIOYFMLW-COPLHBTASA-N [(1s,3s,4s)-4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl] 2-methylprop-2-enoate Chemical compound C1C[C@]2(C)[C@@H](OC(=O)C(=C)C)C[C@H]1C2(C)C IAXXETNIOYFMLW-COPLHBTASA-N 0.000 claims abstract description 4
- 229940119545 isobornyl methacrylate Drugs 0.000 claims abstract description 4
- 230000000379 polymerizing effect Effects 0.000 claims description 5
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 abstract description 35
- 230000002579 anti-swelling effect Effects 0.000 abstract description 15
- 238000005470 impregnation Methods 0.000 abstract description 11
- DTGKSKDOIYIVQL-WEDXCCLWSA-N (+)-borneol Chemical group C1C[C@@]2(C)[C@@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-WEDXCCLWSA-N 0.000 abstract description 8
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract description 6
- 238000001035 drying Methods 0.000 abstract description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 4
- 239000002904 solvent Substances 0.000 abstract description 3
- 238000001291 vacuum drying Methods 0.000 abstract description 2
- 238000010521 absorption reaction Methods 0.000 description 21
- 238000000034 method Methods 0.000 description 16
- 230000008961 swelling Effects 0.000 description 13
- 239000002202 Polyethylene glycol Substances 0.000 description 12
- 229920001223 polyethylene glycol Polymers 0.000 description 12
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 10
- -1 alkyl ketene dimer Chemical compound 0.000 description 10
- 230000000052 comparative effect Effects 0.000 description 9
- 229920000642 polymer Polymers 0.000 description 9
- 238000006116 polymerization reaction Methods 0.000 description 7
- 239000003960 organic solvent Substances 0.000 description 6
- 239000007788 liquid Substances 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 4
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 230000014759 maintenance of location Effects 0.000 description 4
- 239000010876 untreated wood Substances 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 230000000740 bleeding effect Effects 0.000 description 3
- 238000005336 cracking Methods 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 239000012298 atmosphere Substances 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 150000002978 peroxides Chemical class 0.000 description 2
- 229920001515 polyalkylene glycol Polymers 0.000 description 2
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- 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
- LCZVSXRMYJUNFX-UHFFFAOYSA-N 2-[2-(2-hydroxypropoxy)propoxy]propan-1-ol Chemical compound CC(O)COC(C)COC(C)CO LCZVSXRMYJUNFX-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
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- 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
- 241000218645 Cedrus Species 0.000 description 1
- GUTLYIVDDKVIGB-OUBTZVSYSA-N Cobalt-60 Chemical compound [60Co] GUTLYIVDDKVIGB-OUBTZVSYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- 239000004386 Erythritol Substances 0.000 description 1
- UNXHWFMMPAWVPI-UHFFFAOYSA-N Erythritol Natural products OCC(O)C(O)CO UNXHWFMMPAWVPI-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 description 1
- JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 description 1
- MKYBYDHXWVHEJW-UHFFFAOYSA-N N-[1-oxo-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propan-2-yl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(C(C)NC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 MKYBYDHXWVHEJW-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 230000021736 acetylation Effects 0.000 description 1
- 238000006640 acetylation reaction Methods 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 125000002723 alicyclic group Chemical group 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000003796 beauty Effects 0.000 description 1
- 238000005452 bending Methods 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 239000004566 building material Substances 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000007278 cyanoethylation reaction Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 238000010894 electron beam technology Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- UNXHWFMMPAWVPI-ZXZARUISSA-N erythritol Chemical compound OC[C@H](O)[C@H](O)CO UNXHWFMMPAWVPI-ZXZARUISSA-N 0.000 description 1
- 229940009714 erythritol Drugs 0.000 description 1
- 235000019414 erythritol Nutrition 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 238000009408 flooring Methods 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 230000009477 glass transition Effects 0.000 description 1
- 239000011121 hardwood Substances 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- 239000000077 insect repellent Substances 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 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
- 125000001117 oleyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 238000010422 painting Methods 0.000 description 1
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 125000002958 pentadecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 230000002285 radioactive effect Effects 0.000 description 1
- 239000011122 softwood Substances 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 238000010408 sweeping Methods 0.000 description 1
- 230000002522 swelling effect Effects 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 239000010875 treated wood Substances 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Landscapes
- Chemical And Physical Treatments For Wood And The Like (AREA)
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明はイソボルニルアクリレートまたはイソボルニル
メタクリレート〔以下、アクリレートとメタクリレート
とを合わせて（メタ）アクリレートという〕を用いて寸
法安定性を改良した樹脂含浸木材に関する。[Detailed Description of the Invention] [Industrial Application Field] The present invention improves dimensional stability by using isobornyl acrylate or isobornyl methacrylate [hereinafter, acrylate and methacrylate are collectively referred to as (meth)acrylate]. Concerning resin-impregnated wood.
一般に、木材は吸湿、放湿に際し膨潤収縮する性質があ
り、このためそりや割れを生じる欠点がある。この理由
としては、木材中の水分が移動する場合、木材の表面近
傍の所がまず蒸発して、乾燥収縮を生じるが、内部にお
いてはまだ高い含水率の状態で未収縮となっており、こ
の乾燥収縮と未収縮との境界において応力が生じ、この
応力を緩和しようとした形でそりや割れが生じるものと
考えられている。In general, wood has the property of swelling and contracting when it absorbs and releases moisture, and this has the disadvantage of causing warping and cracking. The reason for this is that when moisture in wood moves, it evaporates first near the surface of the wood, causing drying shrinkage, but inside the wood the moisture content is still high and does not shrink. It is thought that stress is generated at the boundary between dry shrinkage and non-shrinkage, and that warping and cracking occur in an attempt to alleviate this stress.
従来より、これらの現象を防止し、木材の寸法安定性を
向上させる方法として、ホルマール化法、アセチル化法
、シアノエチル化法、アルキルケテンダイマー処理など
が知られているが、これらの方法はいずれも木材の脆弱
化あるいは工程が複雑で実施困難や多大のコストアップ
となるなどの難点があり、実用的とはいえない。Conventionally, methods such as formalization, acetylation, cyanoethylation, and alkyl ketene dimer treatment have been known to prevent these phenomena and improve the dimensional stability of wood. However, it is not practical because the wood becomes brittle or the process is complicated, making it difficult to implement and increasing costs considerably.
他方、ポリエチレングリコール処理やモノマー含浸法も
提案されている。前者は木材の空隙部内にポリエチレン
グリコールを含浸充填させるものである。また、後者は
木材の空隙部内に重合性上ツマ−を含浸させてこれを重
合させるものであって、この方法は特に木材の硬度、引
張強度、曲げ強度などの物性を改良できるといった特徴
を有している。On the other hand, polyethylene glycol treatment and monomer impregnation methods have also been proposed. The former method involves impregnating and filling the voids in wood with polyethylene glycol. The latter method involves impregnating a polymerizable material into the voids of wood and polymerizing it. This method has the characteristic that it can improve the physical properties of wood, such as its hardness, tensile strength, and bending strength. are doing.
しかしながら、上記掃案法のうち、前者のポリエチレン
グリコール処理は、吸湿時の膨潤性の低下つまり抗膨潤
能の向上に寄与して５、木材の寸法安定性に好結果をも
たらすが、ポリエチレングリコールは親水性で吸湿防止
効果に劣るために抗吸湿能が低く、このため経日的に親
水性でかつ比較的低分子量であるＪ二記ポリエチレング
リコールが木材表面に溶出して木材表面の濡れやにじみ
といった現象を生じやすく、この場合木材の美観や保護
のために通常施される各種塗料の塗装性を著しく悪化さ
せるという問題かあ、つた。However, among the above-mentioned sweeping methods, the former polyethylene glycol treatment contributes to reducing the swelling property when absorbing moisture, that is, improving the anti-swelling ability5, resulting in good results for the dimensional stability of the wood, but polyethylene glycol Since it is hydrophilic and has a poor moisture absorption prevention effect, the moisture absorption ability is low. Therefore, over time, J2 polyethylene glycol, which is hydrophilic and has a relatively low molecular weight, elutes onto the wood surface and causes wetting and bleeding of the wood surface. This phenomenon tends to occur, and in this case, the problem is that the paintability of various paints that are normally applied to the wood for its beauty and protection is significantly deteriorated.
また、モノマー含浸法では、含浸用モノマーとして、通
常メチルメタクリレート、スチレン、ヒドロキシエチル
メタクリレート、ポリアルキレングリコールモノメタク
リレートなどが用いられているが、このうち親水性モノ
マーを用いたものでは、前記のポリエチレングリコール
処理の場合と同様に、抗吸湿能を充分に満足させに（く
、一方抗吸湿能の比較的良好なメチルメタクリレートや
スチレンなどを用いたものでは、抗膨潤能に劣ったもの
となって寸法安定性の改善に好結果を得にくいという問
題があった。In addition, in the monomer impregnation method, methyl methacrylate, styrene, hydroxyethyl methacrylate, polyalkylene glycol monomethacrylate, etc. are usually used as impregnating monomers, but among these, when hydrophilic monomers are used, the above-mentioned polyethylene glycol As in the case of treatment, it is difficult to fully satisfy the anti-hygroscopic ability (on the other hand, when using methyl methacrylate or styrene, which have relatively good anti-hygroscopic ability, the anti-swelling ability is inferior and the size is There was a problem in that it was difficult to obtain good results in improving stability.
本発明は、」−記の如き従来技術の問題点に鑑み、抗吸
湿能および抗膨潤能をいずれも満足する寸法安定性の非
常に改善された樹脂含浸木材を得ることを目的とする。SUMMARY OF THE INVENTION In view of the problems of the prior art as described above, an object of the present invention is to obtain a resin-impregnated wood that satisfies both moisture absorption and swelling resistance and has significantly improved dimensional stability.
本発明者らは、上記の目的を達成するために鋭意検討し
た結果、モノマー含浸法における含浸用モノマーとして
、従来用いられたことのない特定のモノマーを用いるこ
とにより、このモノマーを含浸させ重合させた木材の抗
吸湿能および抗膨潤能が共に満足できるものとなって、
すぐれた寸法安定性および良好な塗装性が得られること
を知り、本発明を完成するに至った。As a result of intensive studies to achieve the above object, the present inventors have found that by using a specific monomer that has not been used conventionally as an impregnating monomer in the monomer impregnation method, this monomer can be impregnated and polymerized. The anti-hygroscopic ability and anti-swelling ability of the wood are both satisfactory.
It was discovered that excellent dimensional stability and good paintability can be obtained, and the present invention was completed.
すなわち、本発明は、木材に、イソボルニル（メタ）ア
クリレートまたはこれと他の共重合性モノマーとの混合
モノマーを含浸させ、重合させてなる樹脂含浸木材に係
るものある。That is, the present invention relates to resin-impregnated wood obtained by impregnating wood with isobornyl (meth)acrylate or a mixed monomer of this and other copolymerizable monomers and polymerizing the impregnated wood.
本発明に用いられる木材としては、針葉樹、広葉樹、あ
るいは国産材、外国産材の区別を全く要しない、また、
用途により、原木、丸太、あるいは角柱、円柱、板状製
材などのあらゆる形態の木材に適用できる。The wood used in the present invention does not require any distinction between softwood, hardwood, domestic wood, and foreign wood, and
Depending on the purpose, it can be applied to all types of wood such as raw wood, logs, square pillars, cylinders, and sawn boards.
本発明において上記の木材に含浸させる主モノマーとし
ては、イソボルニル（メタ）アクリレート、つまりイソ
ボルニルアクリレートまたはイソボルニルメタクリレー
トのいずれか一方また両方が用いられる。これらは市販
品であっても、合成したものであってもよい。In the present invention, isobornyl (meth)acrylate, that is, either or both of isobornyl acrylate and isobornyl methacrylate, is used as the main monomer to be impregnated into the wood. These may be commercially available products or synthesized products.
この主モノマーと併用できる他の共重合性モノマーの例
としては、メチル（メタ）アクリレート、エチル（メタ
）アクリレート、プロピル（メタ）アクリレート、ｎ−
ブチル（メタ）アクリレート、デシル（メタ）アクリレ
ート、ドデシル（メタ）アクリレート、テトラデシル（
メタ）アクリレート、ペンタデシル（メタ）アクリレー
ト、ヘキサデシル（メタ）アクリレート、オクタデシル
（メタ）アクリレート、トコシル（メタ）アクリレート
などの直鎖アルキル（メタ）アクリレート、イソプロピ
ル（メタ）アクリレート、イソブチル（メタ）アクリレ
ート、２−エチルヘキシル（メタ）アクリレート、イソ
ステアリル（メタ）アクリレートなどの分枝アルキル（
メタ）アクリレート、オレイル（メタ）アクリレートな
どのアルケニル（メタ）アクリレート、２−ヒドロキシ
エチル（メタ）アクリレート、２−ヒドロキシプロピル
（メタ）アクリレート、２−ヒドロキシブチル（メタ）
アクリレートなどのヒドロキシアルキル（メタ）アクリ
レート、ジエチレングリコール、ジプロピレングリコー
ル、トリエチレングリコール、トリプロピレングリコー
ル、ポリエチレングリコール、ポリプロピレングリコー
ルなどの炭素数２〜４のアルキレングリコールの２〜１
００モル縮金物であるポリアルキレングリコールの（メ
タ）アクリレート、スチレン、アクリロニトリル、メタ
クリロニトリル、アクリル酸、メタクリル酸、グルシジ
ル（メタ）アクリレート、グリセロール（メタ）アクリ
レート、トリメチロールプロパン（メタ）アクリレート
、ペンタエリスリトール（メタ）アクリレートなどが挙
げられる。Examples of other copolymerizable monomers that can be used in combination with this main monomer include methyl (meth)acrylate, ethyl (meth)acrylate, propyl (meth)acrylate, n-
Butyl (meth)acrylate, Decyl (meth)acrylate, Dodecyl (meth)acrylate, Tetradecyl (
Linear alkyl (meth)acrylates such as meth)acrylate, pentadecyl (meth)acrylate, hexadecyl (meth)acrylate, octadecyl (meth)acrylate, tocosyl (meth)acrylate, isopropyl (meth)acrylate, isobutyl (meth)acrylate, 2 - Branched alkyl (such as ethylhexyl (meth)acrylate, isostearyl (meth)acrylate)
Alkenyl (meth)acrylates such as meth)acrylate, oleyl (meth)acrylate, 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 2-hydroxybutyl (meth)acrylate
2 to 1 of hydroxyalkyl (meth)acrylates such as acrylates, alkylene glycols having 2 to 4 carbon atoms such as diethylene glycol, dipropylene glycol, triethylene glycol, tripropylene glycol, polyethylene glycol, and polypropylene glycol.
(meth)acrylate of polyalkylene glycol which is a 00 mole metal condensate, styrene, acrylonitrile, methacrylonitrile, acrylic acid, methacrylic acid, glucidyl (meth)acrylate, glycerol (meth)acrylate, trimethylolpropane (meth)acrylate, penta Examples include erythritol (meth)acrylate.
これら他の共重合性モノマーを併用する場合、全モノマ
ー中に占める生モノマーつまりイソボルニル（メタ）ア
クリレートの割合が通常５重量％以上、好適には２０重
世％以上となるようにするのがよい。主モノマーの使用
量が過少となると本発明の効果、すなわち抗吸湿能およ
び抗膨潤能を共に満足する寸法安定性および塗装性にす
ぐれた木材を得にくくなるため、好ましくない。When these other copolymerizable monomers are used together, the proportion of the raw monomer, that is, isobornyl (meth)acrylate, in the total monomers is usually 5% by weight or more, preferably 20% by weight or more. . If the amount of the main monomer used is too small, it is undesirable because it becomes difficult to obtain wood with excellent dimensional stability and paintability that satisfies both the effects of the present invention, that is, anti-hygroscopic ability and anti-swelling ability.
本発明において、イソボルニル（メタ）アクリレート単
独あるいはこれと他の共重合性モノマーとの混合モノマ
ーを木材にそのまま含浸させてもよいし、上記のモノマ
ーを有機溶媒に溶解させた溶液を木材に含浸させてもよ
い。In the present invention, the wood may be directly impregnated with isobornyl (meth)acrylate alone or a mixture of it and other copolymerizable monomers, or the wood may be impregnated with a solution of the above monomer dissolved in an organic solvent. You can.
ここで使用する有機溶媒としては、メタノール、エタノ
ール、アセトン、メチルエチルケトン、メチルイソブチ
ルケトン、テトラヒドロフラン、ジオキサン、トルエン
、キシレン、シクロヘキサンなどの溶媒が挙げられる。Examples of the organic solvent used here include solvents such as methanol, ethanol, acetone, methyl ethyl ketone, methyl isobutyl ketone, tetrahydrofuran, dioxane, toluene, xylene, and cyclohexane.
なお、含浸用のモノマーまたはこれを有機溶媒に溶解さ
せた溶液には、必要に応じて、他の添加剤、たとえば防
腐剤、防虫剤、紫外線吸収剤などを加えてもよい、また
、モノマーや有機溶媒に溶解するオリゴマーやポリマー
などを加えることもできる。In addition, other additives such as preservatives, insect repellents, ultraviolet absorbers, etc. may be added to the monomer for impregnation or the solution obtained by dissolving it in an organic solvent, as necessary. It is also possible to add oligomers, polymers, etc. that are soluble in organic solvents.
上記のモノマーまたはその溶液を木材に含浸させ、重合
させて樹脂含浸木材を得るには、たとえばミまず木材を
容器内に密封し、容器内を真空ポンプなどで減圧にした
のち、この容器内にモノマーまたはその溶液を注入して
これを木材の空隙部内に含浸させる。有機溶媒を用いた
場合は、上記含浸漬自然乾燥、加熱乾燥または減圧乾燥
などの乾燥処理を施して、有機溶媒だけを木材より除去
する。ついで、木材中に含浸させたモノマーを重合させ
る。To obtain resin-impregnated wood by impregnating wood with the above monomer or its solution and polymerizing it, for example, first seal the wood in a container, reduce the pressure inside the container with a vacuum pump, etc. A monomer or its solution is injected to impregnate the voids in the wood. When an organic solvent is used, only the organic solvent is removed from the wood by performing a drying treatment such as the above-mentioned impregnating natural drying, heat drying, or vacuum drying. The monomer impregnated into the wood is then polymerized.
重合方法は特に限定されず、たとえば、窒素ガス中など
の酸素を遮断した状態で、モノマー含浸木材を加熱炉内
で加熱重合させる方法、放射性コバルト６０などを用い
た放射線重合を行わせる方法、予め前記の含浸用上ツマ
−またはその溶液にベンゾイルペルオキシド、メチルエ
チルケトンペルオキシドなどの過酸化物またはこれとナ
フテン酸コバルト、ジメチルアニリンなどの還元剤との
組み合わせなどによる重合開始剤を含ませておき、この
開始剤により重合させる方法、過酸化物と電子線との組
み合わせによる方法などを適用することができる。The polymerization method is not particularly limited, and examples include a method of heating and polymerizing monomer-impregnated wood in a heating furnace in a state where oxygen is blocked such as in nitrogen gas, a method of performing radiation polymerization using radioactive cobalt 60, etc. A polymerization initiator such as a peroxide such as benzoyl peroxide or methyl ethyl ketone peroxide or a combination thereof with a reducing agent such as cobalt naphthenate or dimethylaniline is added to the above-mentioned impregnation bath or its solution to initiate the polymerization. A method of polymerization using an agent, a method using a combination of a peroxide and an electron beam, etc. can be applied.
このようにして得られる本発明に係る樹脂含浸木材は、
そのポリマー保持率が一般に５〜２５０重量％、好まし
くは５〜１５０重量％程度のものである。上記のポリマ
ー保持率とは、樹脂含浸木材の木材に対するポリマーの
重量割合、すなわち、下記の式にて算出される値を意味
する。The resin-impregnated wood according to the present invention obtained in this way is
The polymer retention rate is generally about 5 to 250% by weight, preferably about 5 to 150% by weight. The above-mentioned polymer retention rate means the weight ratio of the polymer to the wood of the resin-impregnated wood, that is, the value calculated by the following formula.
Ｘ：樹脂含浸木材の絶乾重量
Ｙ：未処理木材の絶乾重量
〔作 用〕
本発明で用いるイソボルニル（メタ）アクリレートはそ
の分子内にバルキーで炭素数の多い脂環式の基を含む高
親油性のものであるため、これを含浸させ重合させた木
材は、高い撥水性を示し、その結果木材の吸湿性が大幅
に減少する、つまり高い抗吸湿能が得られるものと思わ
れる。X: Absolute dry weight of resin-impregnated wood Y: Absolute dry weight of untreated wood [Function] The isobornyl (meth)acrylate used in the present invention is a polymer containing a bulky alicyclic group with a large number of carbon atoms in its molecule. Since it is lipophilic, wood impregnated and polymerized with it exhibits high water repellency, and as a result, it is thought that the moisture absorption of the wood is significantly reduced, that is, a high moisture absorption resistance is obtained.
また、上記のモノマーは、上述の如きバルキーな置換基
を持つために従来のメチルメタクリートやスチレンなど
に比較して重合時の体積収縮が少なく、そのぶん木材の
内部応力が小さくなって吸湿時の膨潤が抑制される、つ
まり高い抗膨潤能が得られるものと考＆られる。In addition, because the monomers mentioned above have bulky substituents as mentioned above, they have less volumetric shrinkage during polymerization than conventional methyl methacrylate or styrene, which reduces the internal stress of the wood and reduces moisture absorption. It is considered that this suppresses the swelling of the particles, that is, provides high anti-swelling ability.
さらに、上記のモノマーは、木材中での重合によって、
高分子量で高いガラス転移点を有しかつバルキーな構造
である親油性のポリマーを与えるために、従来のポリエ
チレングリコールの含浸充填とは異なり、このポリマー
が重合後に経口的に木材の表面に溶出するおそれは特に
ない。Furthermore, the above monomers can be polymerized in wood by
Unlike traditional polyethylene glycol impregnation filling, this polymer is orally eluted onto the wood surface after polymerization to provide a lipophilic polymer with a high molecular weight, high glass transition temperature, and bulky structure. There is no particular risk.
以上のように、本発明に係る樹脂含浸木材は、抗吸湿能
および抗膨潤能が共に良好で、木材特有の吸湿膨潤や放
湿収縮に起因した割れやそりが抑制された、すぐれた寸
法安定性を示し、また含浸樹脂が経口的に木材の表面に
溶出するおそれがないため、その後の塗装性を損なうと
いった問題も生じない。As described above, the resin-impregnated wood according to the present invention has good anti-hygroscopic ability and anti-swelling ability, and has excellent dimensional stability with suppressed cracking and warping caused by moisture swelling and moisture releasing shrinkage peculiar to wood. Furthermore, since there is no risk that the impregnating resin will be orally eluted onto the surface of the wood, there will be no problem of impairing subsequent paintability.
したがって、本発明に係る樹脂含浸木材は、常に湿気と
乾燥による影響を受ける外壁剤として、床材、木製美術
品、その他寸法安定性が高度に要求される建築材料など
として特に好適であり、またこれら以外の各種用途にも
広く使用することができる。Therefore, the resin-impregnated wood according to the present invention is particularly suitable as an exterior wall material that is constantly affected by moisture and dryness, such as flooring materials, wooden works of art, and other building materials that require a high degree of dimensional stability. It can also be widely used for various purposes other than these.
つぎに、本発明を実施例、比較例および試験例により具
体的に説明する。Next, the present invention will be specifically explained using Examples, Comparative Examples, and Test Examples.
実施例１〜４
木材含浸用Ｑ処理液としてつぎの第１表に記載のものを
用い、以下の方法で本発明に係る５種の樹脂含浸木材を
得た。まず、接線方向３０ｆ１．半径方向３０鶴、繊維
方向７０Ｍの寸法に木取りした試験材（静岡県内産）を
デシケータ−中で５分間、ｌＱｍｍＨｇに減圧した。つ
ぎに、処理液をデシケータ−中に注入し、常圧に戻して
２４時間放置した。この含浸木材をアルミニウム箔によ
りラッピングし、８０℃の加熱オーブン中で２４時間加
熱重合させて、樹脂含浸木材を得た。得られた各木材の
ポリマー保持率は第１表に示されるとおりであった。Examples 1 to 4 Five types of resin-impregnated wood according to the present invention were obtained by the following method using the Q treatment liquid for wood impregnation shown in Table 1 below. First, tangential direction 30f1. A test material (produced in Shizuoka prefecture) cut to a size of 30 mm in the radial direction and 70 M in the fiber direction was depressurized to lQmmHg for 5 minutes in a desiccator. Next, the treatment liquid was poured into a desiccator, returned to normal pressure, and left for 24 hours. This impregnated wood was wrapped with aluminum foil and heated and polymerized in a heating oven at 80° C. for 24 hours to obtain resin-impregnated wood. The polymer retention rate of each wood obtained was as shown in Table 1.
試験例１〜４
木材含浸用の処理液として第１表に記載のものを用いた
以外は、実施例１〜４と同様にして４種の樹脂含浸木材
を得た。ただし、ポリエチレングリコールを用いた比較
例４は加熱オーブン中での重合処理は行わなかった。各
木材のポリマー保持率は第１表に示されるとおりであっ
た。Test Examples 1 to 4 Four types of resin-impregnated wood were obtained in the same manner as Examples 1 to 4, except that the treatment liquid listed in Table 1 was used as the treatment liquid for wood impregnation. However, in Comparative Example 4 using polyethylene glycol, the polymerization treatment in a heating oven was not performed. The polymer retention rate of each wood was as shown in Table 1.
第 １ 表
以上の実施例および比較例の各樹脂含浸木材の吸湿率及
び体積膨潤率を測定し、これらの測定値から処理材の抗
吸湿能および抗膨潤能を算出した結果を後記の第２表に
示す。なお、吸湿率および体積膨潤率の測定は、以下の
方法で行った。The moisture absorption rate and volumetric swelling rate of each resin-impregnated wood of the Examples and Comparative Examples shown in Table 1 above were measured, and the anti-hygroscopic ability and anti-swelling ability of the treated wood were calculated from these measured values.The results are shown in Section 2 below. Shown in the table. Note that the moisture absorption rate and volumetric swelling rate were measured by the following method.
く吸湿率〉
絶乾試料としての樹脂含浸木材を、２０℃、相対湿度９
３％の雰囲気中で吸湿させ、そのときの重量＜Ｘｔ ）
と吸湿前の絶乾重量（Ｘ）とから、下記の式にて吸湿率
を算出した。Moisture absorption rate> Resin-impregnated wood as an absolutely dry sample was dried at 20°C and relative humidity 9.
Absorb moisture in a 3% atmosphere, weight <Xt)
The moisture absorption rate was calculated from the absolute dry weight (X) before moisture absorption using the following formula.
〈体積膨潤率〉
絶乾試料としての樹脂含浸木材を、２０℃、相対湿度９
３％の雰囲気中で吸湿させ、そのときの体積（Ｍｔ ）
と吸湿前の体積（Ｍ）とから、下記の式にて体積膨潤率
を算出した。<Volume swelling rate> Resin-impregnated wood as an absolutely dry sample was heated at 20°C and relative humidity 9
The volume (Mt) at that time when moisture is absorbed in a 3% atmosphere
The volumetric swelling rate was calculated from the volume (M) before moisture absorption using the following formula.
また、抗吸湿能および抗膨潤能は、上記樹脂含浸水材の
場合と同様にして未処理木材の吸湿率および体積膨潤率
を測定し、これと樹脂含浸木材の吸湿率および体積膨潤
率とから、下記の式より算出した。なお、いうまでもな
いが、下記の抗吸湿能および抗膨潤能は、これらの数値
が大きいほど木材として良好な性質を有していることを
示すものである。In addition, the anti-hygroscopic ability and anti-swelling ability are determined by measuring the moisture absorption rate and volumetric swelling rate of the untreated wood in the same manner as in the case of the resin-impregnated water material, and comparing this with the moisture absorption rate and volumetric swelling rate of the resin-impregnated wood. , calculated from the following formula. Needless to say, the anti-hygroscopic ability and anti-swelling ability described below indicate that the larger the values, the better the properties of the wood.
Ｗｃ ：未処理木材の吸湿率
Ｗｔ ：樹脂含浸木材の吸湿率
■、：未処理木材の体積膨潤率
ｖｔ ：樹脂含浸木材の体積膨潤率
なお、吸湿率および体積率の測定における放置日数は、
それぞれ１日、５日および１５日としたが、上述の測定
条件にて算出される吸湿率および体積膨潤率は、一般に
約２週間後に平衡に達するものである。Wc : Moisture absorption rate of untreated wood Wt : Moisture absorption rate of resin-impregnated wood ■, : Volumetric swelling rate of untreated wood vt : Volumetric swelling rate of resin-impregnated wood Note that the number of days left in the measurement of moisture absorption rate and volume ratio is as follows:
Although the measurements were taken for 1 day, 5 days, and 15 days, respectively, the moisture absorption rate and volume swelling rate calculated under the above measurement conditions generally reach equilibrium after about 2 weeks.
第 ２ 表
上記第２表の結果から明らがなように、木材含浸用モノ
マーとしてメチルメタクリレートやスチレンを用いたも
の（比較例１，２）では、抗吸湿能は比較的良好である
が、抗膨潤能が小さくなっており、これは木材の細部に
水蒸気が入って体積が増大するためと思われる。Table 2 As is clear from the results in Table 2 above, those using methyl methacrylate or styrene as monomers for wood impregnation (Comparative Examples 1 and 2) have relatively good anti-hygroscopic ability; The anti-swelling ability was reduced, which is thought to be due to water vapor entering the details of the wood and increasing its volume.
また、木材含浸用モノマーとしてポリエチレングリコー
ルモノメタクリレートを用いたもの（比較例３）および
ポリエチレングリコールを単に含浸充填させたもの（比
較例４）では、抗膨潤能は良好であるが、抗吸湿能が小
さくなっており、これは含浸重合させた樹脂やポリエチ
レングリコールが強い親水性を有しているためである。In addition, in the case of using polyethylene glycol monomethacrylate as the monomer for wood impregnation (Comparative Example 3) and the case of simply impregnating and filling with polyethylene glycol (Comparative Example 4), the anti-swelling ability was good, but the anti-hygroscopic ability was poor. This is because the impregnated polymerized resin and polyethylene glycol have strong hydrophilic properties.
なお、これら比較例３，４は上記抗吸湿能の悪さから、
吸湿時に木材表面にぬれやにじみが認められ、特にこの
傾向は比較例４において顕著であった。In addition, these Comparative Examples 3 and 4 have poor moisture absorption ability,
Wetness and bleeding were observed on the wood surface upon moisture absorption, and this tendency was particularly noticeable in Comparative Example 4.
これに対して、実施例１はスギ辺材における比較例１お
よび比較例２との比較から、抗吸湿能は同等以上であり
、抗膨潤能は大きくて寸法安定性にすぐれていることが
わかる。処理液中のイソボルニル（メタ）アクリレート
の濃度の小さい実施例２〜４は抗吸湿能は低下するが、
５日後および１５日後の抗膨潤能はほとんど変わらず、
良好な寸法安定性を保っている。なお、これら実施例１
〜４は、いずれも吸湿によるにじみの現象はおこらず、
通常の塗装においてまったく問題は生じなかった。On the other hand, a comparison of Example 1 with Comparative Examples 1 and 2 using cedar sapwood shows that the anti-hygroscopic ability is the same or higher, the anti-swelling ability is large, and the dimensional stability is excellent. . Examples 2 to 4 in which the concentration of isobornyl (meth)acrylate in the treatment liquid was small decreased the anti-hygroscopic ability, but
The anti-swelling ability after 5 days and 15 days was almost unchanged,
Maintains good dimensional stability. In addition, these Example 1
-4, no bleeding phenomenon due to moisture absorption occurred,
No problems occurred during normal painting.
Claims (1)
ボルニルメタクリレート、またはこれと他の共重合性モ
ノマーとの混合モノマーを含浸させ、重合させてなる樹
脂含浸木材。(1) Resin-impregnated wood obtained by impregnating wood with isobornyl acrylate, isobornyl methacrylate, or a mixed monomer of this and other copolymerizable monomers, and polymerizing the impregnated wood.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP30278387A JPH01141701A (en) | 1987-11-30 | 1987-11-30 | Wood impregnated with resin |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP30278387A JPH01141701A (en) | 1987-11-30 | 1987-11-30 | Wood impregnated with resin |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH01141701A true JPH01141701A (en) | 1989-06-02 |
Family
ID=17913065
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP30278387A Pending JPH01141701A (en) | 1987-11-30 | 1987-11-30 | Wood impregnated with resin |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH01141701A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110978181A (en) * | 2019-10-21 | 2020-04-10 | 中国林业科学研究院林产化学工业研究所 | Method for improving performance of fast-growing wood by using bio-based rigid monomer |
-
1987
- 1987-11-30 JP JP30278387A patent/JPH01141701A/en active Pending
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110978181A (en) * | 2019-10-21 | 2020-04-10 | 中国林业科学研究院林产化学工业研究所 | Method for improving performance of fast-growing wood by using bio-based rigid monomer |
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