JPH02307974A - Modifier for cellulosic material and processed product therefrom - Google Patents
Modifier for cellulosic material and processed product therefromInfo
- Publication number
- JPH02307974A JPH02307974A JP12718789A JP12718789A JPH02307974A JP H02307974 A JPH02307974 A JP H02307974A JP 12718789 A JP12718789 A JP 12718789A JP 12718789 A JP12718789 A JP 12718789A JP H02307974 A JPH02307974 A JP H02307974A
- Authority
- JP
- Japan
- Prior art keywords
- composition
- wood
- present
- parts
- sizing
- 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
- 239000003607 modifier Substances 0.000 title claims abstract description 10
- 239000000463 material Substances 0.000 title claims description 14
- -1 formaldehyde, modified melamine Chemical class 0.000 claims abstract description 33
- 229930182470 glycoside Natural products 0.000 claims abstract description 22
- 150000002338 glycosides Chemical class 0.000 claims abstract description 19
- 238000004132 cross linking Methods 0.000 claims abstract description 15
- 150000001875 compounds Chemical class 0.000 claims description 5
- 125000001424 substituent group Chemical group 0.000 claims description 5
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 1
- 239000002023 wood Substances 0.000 abstract description 40
- 238000004513 sizing Methods 0.000 abstract description 33
- 238000003860 storage Methods 0.000 abstract description 6
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 abstract description 4
- 150000002430 hydrocarbons Chemical class 0.000 abstract description 4
- 230000007935 neutral effect Effects 0.000 abstract description 4
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 abstract description 4
- 229920000877 Melamine resin Polymers 0.000 abstract description 3
- 239000004640 Melamine resin Substances 0.000 abstract description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 abstract description 2
- 239000001361 adipic acid Substances 0.000 abstract description 2
- 235000011037 adipic acid Nutrition 0.000 abstract description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 abstract description 2
- 239000011976 maleic acid Substances 0.000 abstract description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 abstract description 2
- 239000004215 Carbon black (E152) Substances 0.000 abstract 1
- 125000000837 carbohydrate group Chemical group 0.000 abstract 1
- 229930195733 hydrocarbon Natural products 0.000 abstract 1
- 239000000203 mixture Substances 0.000 description 51
- 239000003795 chemical substances by application Substances 0.000 description 23
- 229920000742 Cotton Polymers 0.000 description 20
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 18
- 239000004744 fabric Substances 0.000 description 16
- 238000000034 method Methods 0.000 description 16
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 12
- 230000000052 comparative effect Effects 0.000 description 11
- 229930182478 glucoside Natural products 0.000 description 11
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol group Chemical group [C@@H]1(CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C)[C@H](C)CCCC(C)C HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 10
- 230000000694 effects Effects 0.000 description 9
- 238000011282 treatment Methods 0.000 description 9
- 230000037303 wrinkles Effects 0.000 description 9
- 241000218691 Cupressaceae Species 0.000 description 8
- 229920002678 cellulose Polymers 0.000 description 8
- 239000001913 cellulose Substances 0.000 description 8
- 239000012153 distilled water Substances 0.000 description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 125000003342 alkenyl group Chemical group 0.000 description 6
- 125000000217 alkyl group Chemical group 0.000 description 6
- 125000003710 aryl alkyl group Chemical group 0.000 description 6
- 239000000178 monomer Substances 0.000 description 6
- 125000004432 carbon atom Chemical group C* 0.000 description 5
- 239000003054 catalyst Substances 0.000 description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
- 238000011084 recovery Methods 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- BZANQLIRVMZFOS-ZKZCYXTQSA-N (3r,4s,5s,6r)-2-butoxy-6-(hydroxymethyl)oxane-3,4,5-triol Chemical compound CCCCOC1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O BZANQLIRVMZFOS-ZKZCYXTQSA-N 0.000 description 3
- UWFRVQVNYNPBEF-UHFFFAOYSA-N 1-(2,4-dimethylphenyl)propan-1-one Chemical compound CCC(=O)C1=CC=C(C)C=C1C UWFRVQVNYNPBEF-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-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
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- NLEBIOOXCVAHBD-QKMCSOCLSA-N dodecyl beta-D-maltoside Chemical compound O[C@@H]1[C@@H](O)[C@H](OCCCCCCCCCCCC)O[C@H](CO)[C@H]1O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 NLEBIOOXCVAHBD-QKMCSOCLSA-N 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 125000000524 functional group Chemical group 0.000 description 3
- 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 3
- HEGSGKPQLMEBJL-RKQHYHRCSA-N octyl beta-D-glucopyranoside Chemical compound CCCCCCCCO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O HEGSGKPQLMEBJL-RKQHYHRCSA-N 0.000 description 3
- 238000002791 soaking Methods 0.000 description 3
- 239000003381 stabilizer Substances 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- PAEMERHSTIDLSE-QMCAAQAGSA-N (2r,3r,4s,5s,6r)-2-hexadecoxy-6-(hydroxymethyl)oxane-3,4,5-triol Chemical compound CCCCCCCCCCCCCCCCO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O PAEMERHSTIDLSE-QMCAAQAGSA-N 0.000 description 2
- UFSKIYBOKFBSOA-MLYSRARTSA-N (2r,3s,4s,5r)-2-(hydroxymethyl)-6-octadecoxyoxane-3,4,5-triol Chemical compound CCCCCCCCCCCCCCCCCCOC1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O UFSKIYBOKFBSOA-MLYSRARTSA-N 0.000 description 2
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 2
- UQZPGHOJMQTOHB-UHFFFAOYSA-N 2-chloro-n-(2-chloroethyl)-n-ethylethanamine Chemical compound ClCCN(CC)CCCl UQZPGHOJMQTOHB-UHFFFAOYSA-N 0.000 description 2
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 2
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 230000021736 acetylation Effects 0.000 description 2
- 238000006640 acetylation reaction Methods 0.000 description 2
- 125000002723 alicyclic group Chemical group 0.000 description 2
- 125000003545 alkoxy group Chemical group 0.000 description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 2
- 235000013877 carbamide Nutrition 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 2
- ZSWFCLXCOIISFI-UHFFFAOYSA-N cyclopentadiene Chemical compound C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- JXCHMDATRWUOAP-UHFFFAOYSA-N diisocyanatomethylbenzene Chemical compound O=C=NC(N=C=O)C1=CC=CC=C1 JXCHMDATRWUOAP-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 238000001879 gelation Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 238000007654 immersion Methods 0.000 description 2
- 230000001771 impaired effect Effects 0.000 description 2
- 238000005470 impregnation Methods 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 239000012948 isocyanate Substances 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- 125000001483 monosaccharide substituent group Chemical group 0.000 description 2
- 150000002482 oligosaccharides Polymers 0.000 description 2
- 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 2
- 230000035699 permeability Effects 0.000 description 2
- 229920001225 polyester resin Polymers 0.000 description 2
- 239000004645 polyester resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 230000000087 stabilizing effect Effects 0.000 description 2
- DLYUQMMRRRQYAE-UHFFFAOYSA-N tetraphosphorus decaoxide Chemical compound O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 description 2
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 2
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
- JVAZJLFFSJARQM-RMPHRYRLSA-N (2r,3r,4s,5s,6r)-2-hexoxy-6-(hydroxymethyl)oxane-3,4,5-triol Chemical compound CCCCCCO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O JVAZJLFFSJARQM-RMPHRYRLSA-N 0.000 description 1
- ZVXPZLNAJOMRPK-UHFFFAOYSA-N 2-(hydroxymethyl)prop-1-ene-1,3-diol;urea Chemical compound NC(N)=O.OCC(CO)=CO ZVXPZLNAJOMRPK-UHFFFAOYSA-N 0.000 description 1
- SYEWHONLFGZGLK-UHFFFAOYSA-N 2-[1,3-bis(oxiran-2-ylmethoxy)propan-2-yloxymethyl]oxirane Chemical compound C1OC1COCC(OCC1OC1)COCC1CO1 SYEWHONLFGZGLK-UHFFFAOYSA-N 0.000 description 1
- WADSJYLPJPTMLN-UHFFFAOYSA-N 3-(cycloundecen-1-yl)-1,2-diazacycloundec-2-ene Chemical compound C1CCCCCCCCC=C1C1=NNCCCCCCCC1 WADSJYLPJPTMLN-UHFFFAOYSA-N 0.000 description 1
- YAXXOCZAXKLLCV-UHFFFAOYSA-N 3-dodecyloxolane-2,5-dione Chemical class CCCCCCCCCCCCC1CC(=O)OC1=O YAXXOCZAXKLLCV-UHFFFAOYSA-N 0.000 description 1
- 125000004217 4-methoxybenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1OC([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 description 1
- GZVHEAJQGPRDLQ-UHFFFAOYSA-N 6-phenyl-1,3,5-triazine-2,4-diamine Chemical compound NC1=NC(N)=NC(C=2C=CC=CC=2)=N1 GZVHEAJQGPRDLQ-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 206010012434 Dermatitis allergic Diseases 0.000 description 1
- ZNZYKNKBJPZETN-WELNAUFTSA-N Dialdehyde 11678 Chemical compound N1C2=CC=CC=C2C2=C1[C@H](C[C@H](/C(=C/O)C(=O)OC)[C@@H](C=C)C=O)NCC2 ZNZYKNKBJPZETN-WELNAUFTSA-N 0.000 description 1
- 239000002841 Lewis acid Substances 0.000 description 1
- NEZJDVYDSZTRFS-RMPHRYRLSA-N Phenyl beta-D-glucopyranoside Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OC1=CC=CC=C1 NEZJDVYDSZTRFS-RMPHRYRLSA-N 0.000 description 1
- NEZJDVYDSZTRFS-YBXAARCKSA-N Phenylgalactoside Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1OC1=CC=CC=C1 NEZJDVYDSZTRFS-YBXAARCKSA-N 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 238000007605 air drying Methods 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000003172 aldehyde group Chemical group 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 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
- DIZPMCHEQGEION-UHFFFAOYSA-H aluminium sulfate (anhydrous) Chemical compound [Al+3].[Al+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O DIZPMCHEQGEION-UHFFFAOYSA-H 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 229920003180 amino resin Polymers 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 125000000089 arabinosyl group Chemical group C1([C@@H](O)[C@H](O)[C@H](O)CO1)* 0.000 description 1
- 125000001204 arachidyl 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])C([H])([H])C([H])([H])[H] 0.000 description 1
- 201000008937 atopic dermatitis Diseases 0.000 description 1
- 208000010668 atopic eczema Diseases 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 150000001244 carboxylic acid anhydrides Chemical group 0.000 description 1
- 229920006319 cationized starch Polymers 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 229960001701 chloroform Drugs 0.000 description 1
- SEKXJEUYYLAFAI-UHFFFAOYSA-N chloroform;sulfurochloridic acid Chemical compound ClC(Cl)Cl.OS(Cl)(=O)=O SEKXJEUYYLAFAI-UHFFFAOYSA-N 0.000 description 1
- FSMCJUNYLQOAIM-UQBZCTSOSA-N cholesteryl beta-D-glucoside Chemical compound O([C@@H]1CC2=CC[C@H]3[C@@H]4CC[C@@H]([C@]4(CC[C@@H]3[C@@]2(C)CC1)C)[C@H](C)CCCC(C)C)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O FSMCJUNYLQOAIM-UQBZCTSOSA-N 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 230000008602 contraction Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000001723 curing Methods 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 239000012975 dibutyltin dilaurate Substances 0.000 description 1
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 1
- WASQWSOJHCZDFK-UHFFFAOYSA-N diketene Chemical compound C=C1CC(=O)O1 WASQWSOJHCZDFK-UHFFFAOYSA-N 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- CCGKOQOJPYTBIH-UHFFFAOYSA-N ethenone Chemical compound C=C=O CCGKOQOJPYTBIH-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 125000002519 galactosyl group Chemical group C1([C@H](O)[C@@H](O)[C@@H](O)[C@H](O1)CO)* 0.000 description 1
- 229940052308 general anesthetics halogenated hydrocarbons Drugs 0.000 description 1
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 1
- 125000003147 glycosyl group Chemical group 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 238000013007 heat curing Methods 0.000 description 1
- 229910001385 heavy metal Inorganic materials 0.000 description 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- FPBBPRPSGHHFSV-UHFFFAOYSA-N icos-1-en-1-one Chemical class CCCCCCCCCCCCCCCCCCC=C=O FPBBPRPSGHHFSV-UHFFFAOYSA-N 0.000 description 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 150000007517 lewis acids Chemical class 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 150000008146 mannosides Chemical class 0.000 description 1
- 125000000311 mannosyl group Chemical group C1([C@@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 description 1
- 125000002960 margaryl 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])[H] 0.000 description 1
- 150000007974 melamines Chemical class 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 150000002772 monosaccharides Chemical class 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 125000001196 nonadecyl 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])C([H])([H])[H] 0.000 description 1
- 125000001400 nonyl 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])[H] 0.000 description 1
- 125000002347 octyl 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])[H] 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- QUBQYFYWUJJAAK-UHFFFAOYSA-N oxymethurea Chemical compound OCNC(=O)NCO QUBQYFYWUJJAAK-UHFFFAOYSA-N 0.000 description 1
- 229950005308 oxymethurea Drugs 0.000 description 1
- 125000000636 p-nitrophenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)[N+]([O-])=O 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
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- CMPQUABWPXYYSH-UHFFFAOYSA-N phenyl phosphate Chemical compound OP(O)(=O)OC1=CC=CC=C1 CMPQUABWPXYYSH-UHFFFAOYSA-N 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 150000007519 polyprotic acids Polymers 0.000 description 1
- 125000001844 prenyl group Chemical group [H]C([*])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000003672 processing method Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 230000029058 respiratory gaseous exchange Effects 0.000 description 1
- 230000005476 size effect Effects 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000013112 stability test Methods 0.000 description 1
- 238000011105 stabilization Methods 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
- 125000002345 steroid group Chemical group 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 239000003784 tall oil Substances 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
- 125000002889 tridecyl 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])[H] 0.000 description 1
- 125000002948 undecyl 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])[H] 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
Landscapes
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Abstract
Description
【発明の詳細な説明】
産業上の利用分野
本発明は、セルロース系素材及びその加工品６改質剤に
関する。DETAILED DESCRIPTION OF THE INVENTION Field of Industrial Application The present invention relates to cellulosic materials and processed products 6 modifiers thereof.
従来の技術とその課題
セルロース系素材（例えば紙、木材、綿布など）、
及びその加工品は様々な用途に用いられて（するが、素
材のみでは充分に機能を発揮しない場合が少なくない。Conventional technology and its challenges Cellulose-based materials (e.g. paper, wood, cotton cloth, etc.)
and their processed products are used for various purposes (although they often do not function satisfactorily with the raw materials alone).
例えば、紙では、耐水性に乏しく、イン、 キ滲みが
避けられない。木材では、含水により寸法変化、腐れが
起る。また綿布では、洗濯による縮み、着用中のシワが
避けられない。これらの欠点を解消するために、紙製品
にはサイジング、木材にはＷ２Ｃ化、綿布には樹脂加工
などの種々の改質処理が行なわれている。しかしこれら
の従来の処理法は、種々の問題点を有している。For example, paper has poor water resistance and inevitably bleeds ink and ink. In wood, dimensional changes and rot occur due to water content. In addition, cotton fabric inevitably shrinks when washed and wrinkles during wear. In order to eliminate these drawbacks, various modification treatments are being carried out such as sizing for paper products, W2C conversion for wood, and resin treatment for cotton cloth. However, these conventional processing methods have various problems.
く 例えば、従来から紙のサイズ剤として、ロジン
系サイズ剤、ポリマー型サイズ剤（例えば疎水性モノマ
ーを主成分とするモノマー）、ケテンダイマー系サイズ
剤、アルミニウム／％り酸無水物など） が用いられ
ているが、ロジン系サイズ剤を用いる場合には、該サイ
ズ剤を紙へ定着させるのに硫酸アルミニウムの使用を必
須とするため、得られる紙が酸性となり、紙が非常に劣
化し易くなる。ポリマー型サイズ剤は、パルプへの定着
性が悪く、しかも充分なサイズ効果を得るには多くの量
を用いなければならない。アルキルケテンダイマー系サ
イズ剤及びアルケニルコハク酸無水物は中性域でサイジ
ングが可能であるが、サイズ効果が不充分であり、しか
も貯蔵安定性に乏しく、数時間放置するとゲル化を起こ
すため、そのサイズ能力は著るしく低下する。For example, rosin-based sizing agents, polymer-based sizing agents (for example, monomers mainly composed of hydrophobic monomers), ketene dimer-based sizing agents, aluminum/% phosphoric anhydride, etc. have been used as paper sizing agents. However, when using a rosin-based sizing agent, it is essential to use aluminum sulfate to fix the sizing agent to the paper, which makes the resulting paper acidic and makes it extremely susceptible to deterioration. . Polymeric sizing agents have poor adhesion to pulp and must be used in large amounts to obtain a sufficient sizing effect. Alkyl ketene dimer-based sizing agents and alkenyl succinic anhydrides can be used for sizing in the neutral range, but they have insufficient sizing effects and poor storage stability, causing gelation if left for several hours. Size capacity is significantly reduced.
また、木材の耐水性及び寸法安定性を向上させるＷＰＣ
化法としては、木材を触媒の存在下無水酢酸に浸漬して
加熱する方法（アセチル化処理）、木材にポリエステル
系樹脂を含浸させる方法、木材に重縮合性モノマーを含
浸させた後、熱処理して該モノマーを木材中で重縮合さ
せる方法などが知られている。アセチル化処理された木
材は、寸法安定性に優れ高い圧縮強さを有しているが、
酢酸臭を完全に除去することができないため、用途が限
定される。また、ポリエステル系樹脂を木材内部まで充
分に含浸させるのは困難であるため、含浸ムラが生じ、
均一な寸法安定性及び圧縮強さが得られない。加えて、
木材の風合が失われる。In addition, WPC improves the water resistance and dimensional stability of wood.
Methods include soaking wood in acetic anhydride in the presence of a catalyst and heating it (acetylation treatment), impregnating wood with polyester resin, and impregnating wood with a polycondensable monomer and then heat treating it. A method of polycondensing the monomer in wood is known. Acetylated wood has excellent dimensional stability and high compressive strength, but
Because the odor of acetic acid cannot be completely removed, its uses are limited. In addition, it is difficult to sufficiently impregnate the interior of the wood with polyester resin, resulting in uneven impregnation.
Uniform dimensional stability and compressive strength cannot be obtained. In addition,
The texture of the wood is lost.
重縮合性モノマーを含浸させる方法では、木材に充分な
寸法安定性及び圧縮強さを付与するのに多量のモノマー
が必要となるため、木材の長所である軽量性が損われ、
しかも木材の呼吸作用が失われる。The method of impregnating wood with polycondensable monomers requires a large amount of monomer to impart sufficient dimensional stability and compressive strength to wood, which impairs the light weight of wood, which is an advantage.
Moreover, the breathing effect of the wood is lost.
さらに、綿布を含む衣類の耐洗濯性を向上させ、シワが
発生するのを防止するために、セルロースの水酸基と架
橋し得る化合物を含浸させ、熱処理する方法が採用され
ている。該架橋性化合物としては、主にジメチロールヒ
ドロキシエチレンウレア、ホルムアルデヒドなどが用い
られている。この方法によれば、シワの発生はかなり防
止されるが、多量の架橋性化合物を必要とし、しかも綿
繊維の強度が低下する。加えて、ジメチロールヒドロキ
シエチレンウレアを用いる加工は、繁雑な操作を必要と
し、塩素障害を起こす場合もある。またホルムアルデヒ
ドは、綿繊維から完全に除去され得ないため、アレルギ
ー性皮膚炎を惹起する。Furthermore, in order to improve the washing resistance of clothing containing cotton fabric and prevent wrinkles from forming, a method has been adopted in which the clothing is impregnated with a compound that can crosslink with the hydroxyl groups of cellulose and then heat-treated. As the crosslinkable compound, dimethylolhydroxyethyleneurea, formaldehyde, etc. are mainly used. According to this method, the occurrence of wrinkles is considerably prevented, but a large amount of crosslinking compound is required, and the strength of the cotton fiber is reduced. In addition, processing using dimethylolhydroxyethylene urea requires complicated operations and may cause chlorine damage. Further, formaldehyde cannot be completely removed from cotton fibers, causing allergic dermatitis.
課題を解決するための手段
本発明者は、上記従来技術の課題を解決するため鋭意研
究を重ねた結果、新規なセルロース系素材及びその加工
品改質剤を見出し、本発明を完成した。Means for Solving the Problems As a result of extensive research in order to solve the above-mentioned problems of the prior art, the inventors discovered a new cellulose-based material and a modifier for processed products thereof, and completed the present invention.
すなわち本発明は、グリコシド及び架橋成分を含有する
セルロース系素材疎びその加工品の改質剤に係る。That is, the present invention relates to a modifier for cellulosic materials and processed products thereof containing glycosides and crosslinking components.
本発明によれば、紙、木材、綿布などの各種セルロース
系素材及びその加工品の改質に優れた効果を発揮する組
成物を提供できる。例えば、本発明組成物は優れたサイ
ズ能力を有しているので、少量使用するだけで充分なサ
イズ効果を発揮し、中性域でのサイジングが可能であり
、貯蔵安定性に優れるため、貯蔵中にサイズ能力が低下
することがない。また本発明組成物は、木材内部への浸
透性に優れているので、木材に高度で均一な耐水性、寸
法安定性及び強度を付与できる。加えて、木材の風合、
軽量性、呼吸作用が損われず、木材に臭気が付かない。According to the present invention, it is possible to provide a composition that exhibits excellent effects in modifying various cellulosic materials such as paper, wood, cotton cloth, and processed products thereof. For example, the composition of the present invention has excellent sizing ability, so it can exert a sufficient sizing effect just by using a small amount, it can be sized in a neutral range, and it has excellent storage stability. The size ability will not decrease during the process. Furthermore, since the composition of the present invention has excellent permeability into the interior of wood, it can impart high and uniform water resistance, dimensional stability, and strength to wood. In addition, the texture of the wood,
Light weight, breathability is not impaired, and the wood does not have any odor.
更に本発明組成物は、綿繊維の耐洗濯性を向上させると
ともに、綿布の強度をほとんど低下させることなく、シ
ワの発生を防止できる。Furthermore, the composition of the present invention can improve the washing resistance of cotton fibers and prevent the occurrence of wrinkles without substantially reducing the strength of cotton fabrics.
このような顕著な効果が得られる理由は、未だ明らかで
はないが、セルロース及びグリコシド架橋成分が多数の
水酸基を有し、架橋成分と架橋し易いため、架橋成分が
セルロース及びグリコシドの水酸基と架橋してセルロー
スとグリコシドを結合するとともに、架橋成分とグリコ
シドが重縮合して、セルロース素材内部に強固な結合が
形成されるためであると考えられる。The reason why such a remarkable effect is obtained is not yet clear, but cellulose and glycoside crosslinking components have a large number of hydroxyl groups and are easily crosslinked with the crosslinking component. This is thought to be because the cellulose and glycoside are bonded together, and the crosslinking component and glycoside are polycondensed to form a strong bond inside the cellulose material.
本発明組成物の必須成分であるグリコシドは、セルロー
ス系素材及びその加工品の改質剤として用いられた例は
ない。該グリコシドとしては特に制限されず、例えば、
下記一般式（１）で表わされるグリコシドを挙げること
ができる。Glycoside, which is an essential component of the composition of the present invention, has never been used as a modifier for cellulosic materials or processed products thereof. The glycoside is not particularly limited, for example,
Examples include glycosides represented by the following general formula (1).
Ｇ−０−Ｒ（１）
〔式中、Ｇは糖残基を示す。Ｒは置換基を有し又は有し
ない炭化水素基を示す。〕
上記一般式（１）において、Ｇで示される糖残基とは、
糖の還元末端のグリコシド炭素原子に結合した水酸基の
水素原子がはずれた基である。具体的には、糖単位１〜
５程度、好ましくは１〜３程度の単糖又はオリゴ糖の残
基を挙げることができる。その具体例としては、例えば
、グリコジル、ガラクトシル、マンノシル、アラビノシ
ル基などの単糖残基、前記単糖残基のホモオリゴサツカ
ライド残基、マルトシル、ラクトシル、イソマルトシル
、セロビオシル、マルトトリオシル基などのオリゴ糖残
基などを挙げることができる。G-0-R(1) [In the formula, G represents a sugar residue. R represents a hydrocarbon group with or without a substituent. ] In the above general formula (1), the sugar residue represented by G is
It is a group in which the hydrogen atom of the hydroxyl group bonded to the glycoside carbon atom at the reducing end of the sugar has been removed. Specifically, sugar units 1 to
About 5, preferably about 1 to 3 monosaccharide or oligosaccharide residues can be mentioned. Specific examples include monosaccharide residues such as glycosyl, galactosyl, mannosyl, arabinosyl groups, homooligosaccharide residues of the monosaccharide residues, maltosyl, lactosyl, isomaltosyl, cellobiosyl, maltotriosyl groups, etc. Examples include oligosaccharide residues.
また、Ｒで示される炭化水素基としては、置換基を有し
又は有しない各種炭化水素基、例えば、アルキル基、ア
ルケニル基、アラルキル基、アリール基、脂環式炭化水
素基などを挙げることができる。アルキル基としては、
例えば、メチル、エチル、ブチル、ペンチル、ヘキシル
、ヘプチル、オクチル、ノニル、デシル、ウンデシル、
ドデシル、トリデシル、テトラデシル、ペンタデシル、
ヘキサデシル、ヘプタデシル、オクタデシル、ノナデシ
ル、エイコシル基などの、炭素数１〜２０程度の直鎖又
は分岐アルキル基を挙げることができる。アルケニル基
としては、例えば、１，３−ブタジェニル、２−ペンテ
ン−４−イニル、３−メチル−２−ブテニル、９−オク
タデセニル基などの、炭素数４〜１８程度の直鎖又は分
岐アルケニル基を挙げることができる。アラルキル基と
しては、例えば、ベンジル、４−メトキシベンジル基な
どの、置換基として低級アルコキシ基を有することのあ
るアラルキル基を挙げることができる。Furthermore, examples of the hydrocarbon group represented by R include various hydrocarbon groups with or without substituents, such as alkyl groups, alkenyl groups, aralkyl groups, aryl groups, and alicyclic hydrocarbon groups. can. As an alkyl group,
For example, methyl, ethyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl,
dodecyl, tridecyl, tetradecyl, pentadecyl,
Examples include straight chain or branched alkyl groups having about 1 to 20 carbon atoms, such as hexadecyl, heptadecyl, octadecyl, nonadecyl, and eicosyl groups. Examples of the alkenyl group include linear or branched alkenyl groups having about 4 to 18 carbon atoms, such as 1,3-butadienyl, 2-penten-4-ynyl, 3-methyl-2-butenyl, and 9-octadecenyl. can be mentioned. Examples of the aralkyl group include aralkyl groups that may have a lower alkoxy group as a substituent, such as benzyl and 4-methoxybenzyl groups.
アリール基としては、例えば、フェニル、４−ニトロフ
ェニル、４−メトキシフェニル基などの、置換基として
ニトロ基、低級アルコキシ基などを有することのあるア
リール基を挙げることができる。脂環式炭化水素基とし
ては、シクロヘキシルなどのシクロアルキル基、コレス
テリルなどのステロイド残基などを挙げることができる
。Examples of the aryl group include aryl groups that may have a nitro group, lower alkoxy group, etc. as a substituent, such as phenyl, 4-nitrophenyl, and 4-methoxyphenyl groups. Examples of the alicyclic hydrocarbon group include cycloalkyl groups such as cyclohexyl, steroid residues such as cholesteryl, and the like.
上記一般式（１）で表わされるグリコシドの具体例とし
ては、例えば、ブチルグルコシド、ヘキシルマルトシド
、２−エチルへキシルラクトシト、オクチルグルコシド
、ステアリルグルコシド、バルミチルグルコシド、オク
タデシルグルコシド、エイコシルガラクトシド、２−へ
ブチルノニルグルコシド、ドデシルマルト、シトコレス
テリルマンノシド、シクロへキシルラクトシト、９−オ
クタデセニルマルトトリオシド、ベンジルセロビオシド
、フェニルイソマルトシト、４−ニトロフェニルグルコ
シドなどを挙げることができる。これらの中でも、アル
キルグリコシド類が特に好ましい。グリコシドは、単独
で又は２種以上を併用して使用できる。Specific examples of the glycoside represented by the general formula (1) include butyl glucoside, hexyl maltoside, 2-ethylhexyl lactoside, octyl glucoside, stearyl glucoside, valmityl glucoside, octadecyl glucoside, eicosyl galactoside, 2-ethylhexyl glucoside, Examples include hebutyl nonyl glucoside, dodecyl malto, cytocholesteryl mannoside, cyclohexyl lactosyto, 9-octadecenyl maltotrioside, benzyl cellobioside, phenylisomaltosito, 4-nitrophenyl glucoside, and the like. Among these, alkyl glycosides are particularly preferred. Glycosides can be used alone or in combination of two or more.
本発明組成物のもう一方の必須成分である架橋成分とし
ては、グリコシド及びセルロースの水酸基と架橋し得る
官能基を有する種々の化合物を使用できる。該官能基と
しては、例えば、２個以上のカルボキシル基、カルボン
酸無水物基、アルデヒド基、アミノ基、ハロゲン原子、
イソシアネート基、エポキシ基などを挙げることができ
る。As the crosslinking component, which is the other essential component of the composition of the present invention, various compounds having functional groups capable of crosslinking with the hydroxyl groups of glycosides and cellulose can be used. Examples of the functional group include two or more carboxyl groups, carboxylic acid anhydride groups, aldehyde groups, amino groups, halogen atoms,
Examples include isocyanate groups and epoxy groups.
架橋成分としては上記官能基を有するものであれば特に
制限されない。具体例としては、例えば、フタル酸、イ
ソフタル酸、アジピン酸、マレイン酸、大豆油脂肪酸、
トール油脂肪酸などの多塩基酸類及びその無水物、ホル
ムアルデヒド、ジアルデヒドなどのアルデヒド類、変性
メラミン樹脂、ベンゾグアナミン樹脂などのアミノ樹脂
類、Ｎ−エチルビス（２−クロロエチル）アミン、フェ
ニルリン酸ジクロライド、ヘキサクロロシクロペンタジ
ェン、トリクロロメタンスルフオクロリドなどのハロゲ
ン置換゛有機化合物類、尿素、チオ尿素、ジメチロール
尿素などの尿素類、トルイレンジイソシアネート、ジフ
ェニルメタンジイソシアネート、多官能芳香族イソシア
ネートなどのイソシアネート類、グリシジルメタクリレ
ート、ジグリシジルエーテル、エチレングリコールジグ
リシジルエーテル、グリセリントリグリシジルエーテル
などの単官能及び多官能グリシジル化合物などを挙げる
ことができる。架橋成分は、単独で又は２種以上を併用
して使用できる。架橋成分の配合ｎは、組成物の用途に
応じて広い範囲から適宜選択できるが、通常グリコシド
１００重量部に対して５〜２５０重量部程度、好ましく
は１５〜１５０重量部程度とすればよい。The crosslinking component is not particularly limited as long as it has the above functional group. Specific examples include phthalic acid, isophthalic acid, adipic acid, maleic acid, soybean oil fatty acid,
Polybasic acids such as tall oil fatty acids and their anhydrides, aldehydes such as formaldehyde and dialdehyde, amino resins such as modified melamine resins and benzoguanamine resins, N-ethylbis(2-chloroethyl)amine, phenylphosphoric acid dichloride, hexachloro Halogen-substituted organic compounds such as cyclopentadiene and trichloromethane sulfochloride; ureas such as urea, thiourea, and dimethylol urea; isocyanates such as toluylene diisocyanate, diphenylmethane diisocyanate, and polyfunctional aromatic isocyanates; glycidyl methacrylate; Examples include monofunctional and polyfunctional glycidyl compounds such as diglycidyl ether, ethylene glycol diglycidyl ether, and glycerin triglycidyl ether. The crosslinking components can be used alone or in combination of two or more. The blend n of the crosslinking component can be appropriately selected from a wide range depending on the use of the composition, but it is usually about 5 to 250 parts by weight, preferably about 15 to 150 parts by weight, based on 100 parts by weight of glycoside.
本発明組成物には、上記２種の必須成分の他に、触媒が
含まれていもよい。触媒としては、本発明組成物成分の
架橋及び重縮合を促進するものであれば特に制限されず
、例えば、塩酸、硫酸、パラトルエンスルホン酸などの
プロトン酸類、ＢＦ３、塩化亜鉛、Ｍｇ （ＢＦ４ ）
２ 、ジブチル錫ジラウレート、Ｆ ｅ ＣＱ ３、
Ａ Ｑ ＣＱ ３などのルイス酸類、水酸化ナトリウム
、水酸化カリウムなどのアルカリ金属水酸化物、ジアザ
ビシクロウンデセン、アゾビスイソブチロニトリルなど
を挙げることができる。触媒の使用量は特に制限されな
いが、架橋成分１００重量部に対して通常０．０１〜１
０重量部程度、好ましくは０．０５〜２重量部程度とす
ればよい。The composition of the present invention may contain a catalyst in addition to the above two essential components. The catalyst is not particularly limited as long as it promotes crosslinking and polycondensation of the components of the composition of the present invention, and includes, for example, protic acids such as hydrochloric acid, sulfuric acid, and para-toluenesulfonic acid, BF3, zinc chloride, and Mg (BF4).
2, dibutyltin dilaurate, Fe CQ 3,
Examples include Lewis acids such as A Q CQ 3, alkali metal hydroxides such as sodium hydroxide and potassium hydroxide, diazabicycloundecene, and azobisisobutyronitrile. The amount of catalyst used is not particularly limited, but it is usually 0.01 to 1 part by weight per 100 parts by weight of the crosslinking component.
The amount may be about 0 parts by weight, preferably about 0.05 to 2 parts by weight.
本発明組成物は、上記成分を適当な溶媒で希釈したもの
でもよい。溶媒としては上記成分を溶解又は分散若しく
は乳化し得るものであれば特に制限されず、例えば、水
、メタノール、エタノールなどのアルコール類、アセト
ンなどのケトン類、酢酸エチルなどのエステル類、クロ
ロホルムなどのハロゲン化炭化水素類、又はこれらの混
合溶媒などを挙げることができる。この際、上記成分の
総濃度（固形分濃度という）は特に制限されず、用途に
応じて広い範囲から適宜選択できるが、通常０．１〜５
０重量％程度、好ましくは０．５〜３０重量％程度とす
ればよい。The composition of the present invention may be prepared by diluting the above components with an appropriate solvent. The solvent is not particularly limited as long as it can dissolve, disperse, or emulsify the above components, and examples include water, alcohols such as methanol and ethanol, ketones such as acetone, esters such as ethyl acetate, and chloroform. Examples include halogenated hydrocarbons and mixed solvents thereof. At this time, the total concentration of the above components (referred to as solid content concentration) is not particularly limited and can be appropriately selected from a wide range depending on the application, but is usually 0.1 to 5.
It may be about 0% by weight, preferably about 0.5 to 30% by weight.
本発明組成物を、例えば、紙のサイズ剤、木材の寸法安
定化剤、綿布などの処理剤として使用する場合につき、
具体的に説明する。When the composition of the present invention is used, for example, as a sizing agent for paper, a dimensional stabilizer for wood, a treatment agent for cotton cloth, etc.,
I will explain in detail.
本発明組成物を紙のサイズ剤として用いる場合には、グ
リコシドとしては、非糖部分が炭素数６〜２０程度のア
ルキル基、アルケニル基、アラルキル基やコレステリル
基などであるものが好ましく、それらの中でも炭素数８
〜１８のもの及びコレステリル基が特に好ましい。具体
的には、オクチルグルコシド、イソオクチルガラクトシ
ド、ドデシルマンノシド、オクタデシルグルコシド、ヘ
キサデシルマルトシド、テトラデシルアラビノシト、９
−オクタデセニルラクトシト、コレステリルマルトトリ
オシド、コレステリルグルコシドなどを挙げることがで
きる。本発明組成物は公知の内添サイズ剤と同様に使用
できる。例えば、バルブの水性スラリーに本発明組成物
を添加し、 ｐＨ６〜１０程度で抄造し、乾燥すればよ
い。その際、クレー、タルクなどの充填剤やその使用に
伴う充填剤定着剤などを併用してもよい。本発明組成物
の使用量は特に制限されず広い範囲から適宜選択できる
が、パルプ１００重量部に対して通常０．１〜１０．０
重量部程度（固形分換算）程度、好ましくは０．２５〜
５．０重量部程度とすればよい。When the composition of the present invention is used as a paper sizing agent, the glycoside is preferably one in which the non-sugar moiety is an alkyl group, alkenyl group, aralkyl group, or cholesteryl group having about 6 to 20 carbon atoms. Especially carbon number 8
-18 and cholesteryl groups are particularly preferred. Specifically, octyl glucoside, isooctyl galactoside, dodecyl mannoside, octadecyl glucoside, hexadecyl maltoside, tetradecyl arabinoside, 9
- Octadecenyl lactosyto, cholesteryl maltotrioside, cholesteryl glucoside, etc. can be mentioned. The composition of the present invention can be used in the same manner as known internally added sizing agents. For example, the composition of the present invention may be added to an aqueous slurry of a valve, paper-formed at a pH of about 6 to 10, and dried. At that time, a filler such as clay or talc or a filler fixing agent associated with the use thereof may be used in combination. The amount of the composition of the present invention to be used is not particularly limited and can be appropriately selected from a wide range, but it is usually 0.1 to 10.0 parts by weight per 100 parts by weight of pulp.
Approximately part by weight (solid content equivalent), preferably 0.25~
The amount may be about 5.0 parts by weight.
また、本発明組成物は外添サイズ剤としても使用できる
。すなわち紙に本発明組成物を塗布した後、加熱キュア
ーしてもよい。塗布方法は特に制限されず公知の方法で
よ（、例えば刷毛などを用いる方法、本発明組成物に紙
を浸漬する方法などが挙げられる。この際好ましく使用
できる本発明組成物は、固形分濃度が０．１〜１０重量
％程度のものであり、より好ましいものは０．５〜７．
０重量％程度のものである。加熱キュアーは、上記と同
様に行なわれる。The composition of the present invention can also be used as an external sizing agent. That is, the composition of the present invention may be applied to paper and then heated and cured. The application method is not particularly limited and may be any known method (for example, a method using a brush or the like, a method of dipping paper in the composition of the present invention, etc.). is about 0.1 to 10% by weight, more preferably 0.5 to 7.
It is about 0% by weight. Heat curing is performed in the same manner as above.
木材の寸法安定化剤として用いる場合には、グリコシド
としては、非糖部分が炭素数４〜１８程度のアルキル基
、アルケニル基、アラルキル基やコレステリル基などで
あるものが好ましく、それらの中でも炭素数４〜１４の
もの及びコレステリル基が特に好ましい。具体的には、
ブチルグルコシド、フェニルガラクトシド、ベンジルマ
ンノシド、ドデシルマルトシド、２−エチルへキシルグ
ルコシド、ヘキシルグルコシド、テトラデシルマルトト
リオシドなどを挙げることができる。本発明組成物は公
知の木材安定化剤と同様に使用できる。例えば、本発明
組成物を木材に含浸させた後加熱キュアーすればよい。When used as a dimensional stabilizer for wood, the glycoside is preferably one in which the non-sugar moiety is an alkyl group, alkenyl group, aralkyl group, or cholesteryl group having about 4 to 18 carbon atoms. 4 to 14 and cholesteryl groups are particularly preferred. in particular,
Examples include butyl glucoside, phenyl galactoside, benzyl mannoside, dodecyl maltoside, 2-ethylhexyl glucoside, hexyl glucoside, and tetradecyl maltotrioside. The composition of the present invention can be used in the same manner as known wood stabilizers. For example, wood may be impregnated with the composition of the present invention and then heated and cured.
含浸は公知の方法に従って行われる。加熱キュアーは、
上記した紙の場合と同様に行なわれる。本発明組成物の
使用ｍは特に制限されず広い範囲から適宜選択すればよ
いが、内添サイズ剤の場合と同程度でよい。Impregnation is carried out according to known methods. Heating cure is
This is done in the same way as for paper as described above. The amount m used in the composition of the present invention is not particularly limited and may be appropriately selected from a wide range, but it may be the same as in the case of the internally added sizing agent.
綿布などの処理剤として用いる場合、グリコシドとして
は、非糖部分が炭素数４〜１８程度のアルキル基、アル
ケニル基、アラルキル基やコレステリル基などであるも
のが好ましく、それらの中でも炭素数４〜１４のもの及
びコレステリル基が特に好ましい。具体的には、例えば
、２−エチルへキシルグルコシド、ドデシルマルトシド
、ブチルガラクトシド、ベンジルマンノシド、フェニル
アラビノシト、コレステリルマルトシド、テトラデシル
マルトトリオシド、デシルラクトシドなどを挙げること
ができる。本発明組成物による処理は、公知の方法に従
って行なわれる。例えば、本発明組成物に綿布を浸漬す
ればよい。浸漬は、通常１０〜９０℃程度の温度下に１
〜６０分程度、好ましくは２５〜７０℃程度の温度下に
２〜３０分程度行なわれる。この際本発明組成物は、外
添サイズ剤の場合と同程度の固形分濃度を有するものを
使用するのがよい。When used as a treatment agent for cotton cloth, etc., the glycoside is preferably one in which the non-sugar moiety is an alkyl group, alkenyl group, aralkyl group, or cholesteryl group having about 4 to 18 carbon atoms. Particularly preferred are those and cholesteryl groups. Specifically, examples thereof include 2-ethylhexyl glucoside, dodecyl maltoside, butyl galactoside, benzyl mannoside, phenylarabinoside, cholesteryl maltoside, tetradecyl maltotrioside, and decyl lactoside. . Treatment with the composition of the present invention is carried out according to known methods. For example, a cotton cloth may be soaked in the composition of the present invention. Immersion is usually carried out at a temperature of about 10 to 90 degrees Celsius.
This is carried out for about 60 minutes, preferably at a temperature of about 25 to 70°C for about 2 to 30 minutes. In this case, the composition of the present invention preferably has a solid content concentration comparable to that of the externally added sizing agent.
発明の効果
本発明組成物は、紙、木材、綿布などの各種セルロース
系素材及びその加工品の改質に優れた効果を発揮する。Effects of the Invention The composition of the present invention exhibits excellent effects in modifying various cellulose-based materials such as paper, wood, cotton cloth, and processed products thereof.
例えば、本発明組成物は優れたサイズ能力を有している
ので、少量使用するだけで充分なサイズ効果を発揮し、
中性域でのサイジングが可能であり、貯蔵安定性に優れ
るため貯蔵中にサイズ能力が劣化することがない。また
本発明組成物は、木材内部への浸透性に優れているので
、木材に高度で均一な耐水性、寸法安定性及び強度を付
与できる。加えて、木材の風合、軽量性、呼吸作用が損
われず、木材に臭気が付かない。更に本発明組成物は、
綿布の耐洗濯性を向上させるとともに、綿布の強度をほ
とんど低下させることなく、シワの発生を防止できる。For example, the composition of the present invention has excellent sizing ability, so even a small amount of the composition can provide sufficient sizing effect.
Sizing is possible in the neutral range and has excellent storage stability, so the sizing ability does not deteriorate during storage. Furthermore, since the composition of the present invention has excellent permeability into the interior of wood, it can impart high and uniform water resistance, dimensional stability, and strength to wood. In addition, the texture, lightness, and breathability of the wood are not impaired, and the wood does not have any odor. Furthermore, the composition of the present invention
The washing resistance of cotton fabric can be improved and wrinkles can be prevented without substantially reducing the strength of cotton fabric.
実施例
以下に実施例及び比較例を挙げ、本発明を一層明瞭にす
る。実施例において、「部」とあるのは「重金部」を意
味する。EXAMPLES Examples and comparative examples are given below to further clarify the present invention. In the examples, "part" means "heavy metal department".
実施例１
ステアリルグルコシド ６部メラミン樹脂
４部〔商標名［ニカラックＭＸ−０
３１Ｊ、三相ケミカル■製〕
蒸留水 ９０部上記各成分を混
合し、４０℃にてホモミキサーで予備分散させた後、ホ
モジナイザー（剪断圧力２００ ｋｇ／ｃ＋Ｊ）を通し
て分散させ、本発明組成物を得た。Example 1 Stearyl glucoside 6 parts melamine resin
4 copies [Trade name [Nikalak MX-0]
31J, manufactured by Sanphase Chemical ■] Distilled water 90 parts The above components were mixed and predispersed using a homomixer at 40°C, and then dispersed through a homogenizer (shear pressure 200 kg/c+J) to obtain the composition of the present invention. Obtained.
比較例１
ステアリルケテンダイマー １１部カチオン化澱粉
１０％水溶液 ２７部蒸留水
６２部上記各成分を混合し、７０°Ｃにてホモミキサ
ーで予備分散させた後、ホモジナイザー（剪断圧力３５
０ｋｇ／ｃｄ）を通して分散させ、本発明組成物を得た
。Comparative Example 1 Stearyl ketene dimer 11 parts Cationized starch 10% aqueous solution 27 parts Distilled water
62 parts The above components were mixed and predispersed using a homomixer at 70°C, and then dispersed using a homogenizer (shear pressure 35°C).
0 kg/cd) to obtain a composition of the present invention.
実施例１及び比較例１の水性エマルジョンを２５℃で静
置し、粘度の変化を観察し、ゲル化の有無を調べたとこ
ろ、実施例１のものは１２０時間経過後も全く変化がな
かった。一方比較例１のものは、４時間後には粘度が増
加してゲル化状態となり、１２時間後には流動性がなく
なった。The aqueous emulsions of Example 1 and Comparative Example 1 were allowed to stand at 25°C, and the changes in viscosity were observed and the presence or absence of gelation was examined. As a result, there was no change at all in Example 1 even after 120 hours. . On the other hand, in Comparative Example 1, the viscosity increased and became a gel after 4 hours, and the fluidity disappeared after 12 hours.
実施例２
パルミチルグルコシド ５部イソオクチルグ
ルコシド ５部ホルムアルデヒド
１０部蒸留水 ８０部パルミ
チルグルコシド及びイソオクチルグルコシドの混合物に
蒸留水を加え、４０℃に加温して均一に溶解した後、５
℃に冷却してホルムアルデヒドを加え、本発明組成物を
得た。Example 2 Palmityl glucoside 5 parts Isooctyl glucoside 5 parts Formaldehyde
10 parts distilled water 80 parts Distilled water was added to a mixture of palmityl glucoside and isooctyl glucoside, heated to 40°C to dissolve uniformly, and then
The mixture was cooled to ℃ and formaldehyde was added to obtain a composition of the present invention.
実施例１．２及び比較例１で得られた組成物をサイズ剤
として用い、下記サイズ度試験１及び２を行なった。Using the compositions obtained in Example 1.2 and Comparative Example 1 as sizing agents, the following sizing tests 1 and 2 were conducted.
［サイズ度試験１〕
ＬＢＫＰパルプに、パルプ型出に対してサイズ剤０．２
重量％（固形分換算）を加えて混合し、これをタラピー
スタンダード・シートマシーンで抄造し、３．５ｋｇν
／Ｃ−で５分間プレスし、回転式ドライヤーにて１００
℃で６０秒乾燥し、６０±１ ｇ／ｒｒ？ｌの紙を得た
。[Sizing test 1] For LBKP pulp, a sizing agent of 0.2 was applied to pulp molding.
% by weight (in terms of solid content) was added and mixed, and this was made into paper using a Tarapy Standard Sheet Machine to form a sheet of 3.5 kgν.
/C- for 5 minutes, then use a rotary dryer to
Dry at ℃ for 60 seconds, 60±1 g/rr? 1 paper was obtained.
この紙を、ステキヒト法（ＪＩＳ
Ｐ−８１２２）に供し、サイズ度（秒）を測定した。結
果を、下記第１表に示す。This paper was subjected to the Stekicht method (JIS P-8122) to measure the degree of size (seconds). The results are shown in Table 1 below.
第１表
〔サイズ度試験２〕
Ｎｏ、 １ ？Ｐ紙（１０Ｘ１０ｃｍ）をサイズ剤に５
分間浸漬し、風乾し、１１０℃にて２分間乾燥した後、
ステキヒト法（Ｊ Ｉ Ｓ Ｉ’−８１２２）に供し
、サイズ度（秒）を測定した。結果を、下記第２表に示
す。Table 1 [Size test 2] No. 1? P paper (10x10cm) as a sizing agent 5
After soaking for minutes, air drying, and drying at 110°C for 2 minutes,
The size degree (seconds) was measured by the Stekicht method (JIS I'-8122). The results are shown in Table 2 below.
第２表
第１表及び第２表から、実施例１及び２の本発明組成物
が、従来のケテン系サイズ剤（比較例１）に比べ、著る
しく優れたサイズ効果を有し、しかもサイズ効果の立ち
上りにも優れていることが判る。Table 2 Tables 1 and 2 show that the compositions of the present invention of Examples 1 and 2 have significantly superior sizing effects compared to the conventional ketene-based sizing agent (Comparative Example 1). It can be seen that the rise of the size effect is also excellent.
実施例３
ブチルグルコシド １０部オクチルグルコ
シド １０部２−へブチルノニルグルコシド
１０部トルイレンジイソシアネート １５部メタノ
ール ５５部上記各成分を混合し、
２５℃にて溶解し、本発明組成物を得た。Example 3 Butyl glucoside 10 parts Octyl glucoside 10 parts 2-hebutyl nonyl glucoside 10 parts Toluylene diisocyanate 15 parts Methanol 55 parts The above components were mixed,
The composition of the present invention was obtained by melting at 25°C.
ヒノキ材（１ｃｍＸ２ｃｍＸ５ｃｍ）を、２か所にコッ
クを有するデシケータ中に入れ、一方のコックから真空
ポンプで排気して内圧を０ 、 ５ ａｕａｌｌｇとし
た。真空ポンプ側のコックを閉じた後、もう一方のコッ
クから上記本発明組成物を注入し、室温で減圧を保った
まま１０分間静置した。その後コックを開放してヒノキ
材を取りだし、１５０℃にて１０分間キユアリングを行
ない、処理ヒノキ材を得た。A piece of cypress wood (1 cm x 2 cm x 5 cm) was placed in a desiccator having two cocks, and one of the cocks was evacuated using a vacuum pump to bring the internal pressure to 0.5 auallg. After closing the cock on the vacuum pump side, the composition of the present invention was injected from the other cock, and the mixture was allowed to stand for 10 minutes while maintaining reduced pressure at room temperature. Thereafter, the cock was opened, the cypress wood was taken out, and curing was performed at 150°C for 10 minutes to obtain a treated cypress wood.
比較例２
公知のアセチル化法に従って、実施例３と同じヒノキ材
に、寸法安定化処理を施した。すなわち、１３０℃に加
熱した処理剤（無水酢酸９５部及び酢酸ナトリウム５部
）に、ヒノキ材を１０分間浸漬した後、８０°Ｃの温水
で洗浄し、オーブンにて１５０℃で乾燥し、処理ヒノキ
材を得た。該ヒノキ材は酢酸臭を有していた。Comparative Example 2 The same cypress wood as in Example 3 was subjected to dimensional stabilization treatment according to a known acetylation method. That is, cypress wood was immersed in a treatment agent (95 parts of acetic anhydride and 5 parts of sodium acetate) heated to 130°C for 10 minutes, washed with warm water of 80°C, dried in an oven at 150°C, and then treated. Obtained cypress wood. The cypress wood had an acetic acid odor.
実施例３及び比較例２で得られた処理ヒノキ材につき、
乾燥状態（２０°Ｃ１６５％ＲＨ）及び吸水状態（２４
時間水に浸漬）において、その主な物性を調べた。結果
を第３表に示す。Regarding the treated cypress wood obtained in Example 3 and Comparative Example 2,
Dry state (20°C 165% RH) and water absorption state (24
The main physical properties were investigated after immersion in water for an hour. The results are shown in Table 3.
第３表から、本発明組成物が、従来の木材用寸法安定化
処理剤に比し、優れた寸法安定化効果を有し、しかも本
発明組成物で処理された木材が吸水時でも高い強度を示
すことが判る。Table 3 shows that the composition of the present invention has an excellent dimensional stabilizing effect compared to conventional dimensional stabilizing treatment agents for wood, and that wood treated with the composition of the present invention has high strength even when water is absorbed. It can be seen that this shows that
実施例４
２−エチルへキシルグルコシド １０部ドデシルマル
トシド ８部エチレングリコールジグリ
シジルエーテル１５部
Ｍｇ （ＢＦ４）２ ０．０１部蒸留水
残部針
１００部上記各成分を混合し、本発明組成物を得
た。Example 4 2-ethylhexyl glucoside 10 parts Dodecyl maltoside 8 parts Ethylene glycol diglycidyl ether 15 parts Mg (BF4)2 0.01 part Distilled water
remaining needle
100 parts of each of the above components were mixed to obtain a composition of the present invention.
比較例３
エチレングリコールジグリシジルエーテル３３部
Ｍｇ （ＢＦ４） ２ ０．０１部蒸留水
残部計
１００部上記各成分を混合し、比較組成物を得
た。Comparative Example 3 Ethylene glycol diglycidyl ether 33 parts Mg (BF4) 2 0.01 part Distilled water
Remaining total
100 parts of each of the above components were mixed to obtain a comparative composition.
実施例４及び比較例３で得られた組成物に、それぞれ１
０ｃｍＸ１０ｃｍの綿布を３０秒間浸漬して引き上げ、
綿布表面の水分を濾紙で吸着除去した。1 to the compositions obtained in Example 4 and Comparative Example 3, respectively.
Soak a 0cm x 10cm cotton cloth for 30 seconds and pull it out.
Moisture on the surface of the cotton cloth was adsorbed and removed using filter paper.
この湿潤綿布を２０℃で２分、次いで８０℃で５分乾燥
し、検体を得た。この検体につき、重量増加率（％）、
シワ回復角（″）及び引裂強度を調べた。シワ回復角は
、ＪＩＳ Ｌ １０９６Ｃに準じ、また引裂強度は
、ＪＩＳ Ｌ １０９６（ペンシュラム法）に準じ
て測定した。This wet cotton cloth was dried at 20°C for 2 minutes and then at 80°C for 5 minutes to obtain a specimen. For this sample, weight increase rate (%),
The wrinkle recovery angle (″) and tear strength were examined. The wrinkle recovery angle was measured according to JIS L 1096C, and the tear strength was measured according to JIS L 1096 (Pensulam method).
更にこの検体を、２０℃、６５％ＲＨで２４時間湿潤状
態に置いた後、シワ回復角及び引裂強度を調べた。結果
を第４表に示す。なお、引裂強度については、乾燥時に
対する湿潤時の強度保持率（％）を示した。Furthermore, this specimen was kept in a wet state at 20° C. and 65% RH for 24 hours, and then the wrinkle recovery angle and tear strength were examined. The results are shown in Table 4. Regarding the tear strength, the strength retention rate (%) in the wet state versus the dry state is shown.
第４表
第４表から、本発明組成物を用いれば、従来法のように
綿繊維の強度を著るしく低下させることなく、綿繊維に
良好なシワ回復性を付与できることが判る。From Table 4, it can be seen that by using the composition of the present invention, good wrinkle recovery properties can be imparted to cotton fibers without significantly lowering the strength of cotton fibers as in the conventional method.
実施例５
ベンジルマンノシド ８部フェニルグル
コシド １２部Ｎ−エチルビス（２−クロ
ロエチル）アミン５部
蒸留水 ７５部上記上記性成
混合して、本発明組成物を得た。Example 5 Benzylmannoside 8 parts Phenyl glucoside 12 parts N-ethylbis(2-chloroethyl)amine 5 parts Distilled water 75 parts The above ingredients were mixed to obtain a composition of the present invention.
この組成物中に、ラワン単板（５ｃｍＸ ５ｃｍＸ ２
ｍｍ）を１０分間浸漬して引き上げ、単板表面を濾紙で
覆い、余分な本発明組成物を拭きとった後、１２０°Ｃ
で１０分乾燥し、処理ラワン材を得た。In this composition, lauan veneer (5 cm x 5 cm x 2
mm) for 10 minutes, then pulled out, covered the surface of the veneer with filter paper, wiped off the excess composition of the present invention, and then heated it at 120°C.
After drying for 10 minutes, a treated lauan material was obtained.
処理ラワン材の重量増加は９％であった。また、処理ラ
ワン材と未処理材の含水時の膨張収縮率（％）は下記第
５表の通りであった。The weight increase of the treated lauan material was 9%. Further, the expansion and contraction ratios (%) of the treated lauan material and the untreated material when hydrated were as shown in Table 5 below.
第５表
実施例６
コレステリルマルトシド １０部ジフェニルメ
タンジイソシアネート１５部酢酸エチル
７５部上記上記性成混合して、本発明組成物を
得た。Table 5 Example 6 Cholesteryl maltoside 10 parts Diphenylmethane diisocyanate 15 parts Ethyl acetate
75 parts of the above ingredients were mixed to obtain a composition of the present invention.
この組成物に、キャンパス布（１００ｃｍ８２０ｃｍ）
を１分間浸漬して引き上げ、２５°Ｃで３０分間風乾し
た後、オーブン中にて１００°Ｃで５分間加熱し、検体
を得た。この検体と未処理検体を８０°Ｃの温水に１０
分間浸漬し、５０℃の温風で乾燥した後、両横体の寸法
変化（ｎｕ）を調べた。結果を下記第６表に示す。In this composition, canvas cloth (100cm 820cm)
was immersed for 1 minute, taken out, air-dried at 25°C for 30 minutes, and then heated in an oven at 100°C for 5 minutes to obtain a specimen. This sample and the untreated sample were placed in warm water at 80°C for 10 minutes.
After soaking for a minute and drying with warm air at 50° C., the dimensional change (nu) of both horizontal bodies was examined. The results are shown in Table 6 below.
第６表 （以 上）Table 6 (that's all)
Claims (3)
素材及びその加工品の改質剤。(1) A modifier for cellulosic materials and processed products thereof containing glycosides and crosslinking components.
ない炭化水素基を示す。〕 で表わされる化合物である請求項（１）の改質剤。(2) Glycoside has the general formula G-O-R [wherein, G represents a sugar residue]. R represents a hydrocarbon group with or without a substituent. ] The modifier according to claim (1), which is a compound represented by:
２）の改質剤。(3) Claim in which the glycoside is an alkyl glycoside (
2) Modifier.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP12718789A JPH02307974A (en) | 1989-05-19 | 1989-05-19 | Modifier for cellulosic material and processed product therefrom |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP12718789A JPH02307974A (en) | 1989-05-19 | 1989-05-19 | Modifier for cellulosic material and processed product therefrom |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH02307974A true JPH02307974A (en) | 1990-12-21 |
Family
ID=14953837
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP12718789A Pending JPH02307974A (en) | 1989-05-19 | 1989-05-19 | Modifier for cellulosic material and processed product therefrom |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH02307974A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5998606A (en) * | 1997-11-10 | 1999-12-07 | Grandics; Peter | Mn(IV)-mediated crosslinking and functionalization of chromatography media |
| JP2007262085A (en) * | 1994-09-14 | 2007-10-11 | Stephan Ladisch | Synthetic ganglioside derivatives |
-
1989
- 1989-05-19 JP JP12718789A patent/JPH02307974A/en active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2007262085A (en) * | 1994-09-14 | 2007-10-11 | Stephan Ladisch | Synthetic ganglioside derivatives |
| US5998606A (en) * | 1997-11-10 | 1999-12-07 | Grandics; Peter | Mn(IV)-mediated crosslinking and functionalization of chromatography media |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP2485880B1 (en) | Impregnation of chemicals into wood | |
| CN101830015B (en) | Method for processing polysaccharide material with polymer composition | |
| US3057755A (en) | Treatment of paper composed of partially acylated cellulose fibers | |
| USRE24011E (en) | Product thereof | |
| JP2021517593A (en) | Deacetylation and cross-linking of chitin and chitosan in fungal materials and their composites for adjustable properties | |
| Sun et al. | Modification of wood by glutaraldehyde and poly (vinyl alcohol) | |
| JPS5921782A (en) | Improved fabric treating agent and method | |
| KR20160081926A (en) | Lignin based waterproof coating | |
| Aly et al. | Utilization of chitosan citrate as crease-resistant and antimicrobial finishing agent for cotton fabric | |
| Yang et al. | Development of biomass adhesives based on aminated cellulose and oxidized sucrose reinforced with epoxy functionalized wood interface | |
| US2629701A (en) | Compositions containing esters of a glycol and polycarboxylic acids and the treatment of cellulose therewith | |
| US2759787A (en) | Cellulose citrates and their preparation | |
| CN105601960A (en) | Preparation method of bamboo fiber modified via surface crosslinking | |
| US1996707A (en) | Manufacture of paper and the like | |
| JPH02307974A (en) | Modifier for cellulosic material and processed product therefrom | |
| CN113832723A (en) | Cotton fiber fabric and manufacturing method thereof | |
| CN112323161A (en) | LYOCELL fiber containing chitin/chitosan and preparation method thereof | |
| AT413988B (en) | METHOD FOR THE TREATMENT OF CELLULOSIC FORM BODIES | |
| Samanta et al. | Eco-friendly Rot and Crease Resistance Finishing of Jute Fabric using Citric Acid and Poly Ethylene Glycol. | |
| US20210254276A1 (en) | Method for preparing water repellent textile substrates and products thereof | |
| DE971108C (en) | Process for the production of finishing effects on cellulose-containing fabrics or the like. | |
| JPH056481B2 (en) | ||
| AT408996B (en) | FIBER TREATMENT AGENT | |
| Zoppe et al. | Surface modification of nanocellulosics and functionalities | |
| KR20010036793A (en) | Kitosan treatment liquid for procrssing cellulose textile |