NO119902B - - Google Patents
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- NO119902B NO119902B NO158911A NO15891165A NO119902B NO 119902 B NO119902 B NO 119902B NO 158911 A NO158911 A NO 158911A NO 15891165 A NO15891165 A NO 15891165A NO 119902 B NO119902 B NO 119902B
- Authority
- NO
- Norway
- Prior art keywords
- dispersions
- dispersions according
- polyvinyl alcohol
- xylenol
- resoles
- Prior art date
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- XPFVYQJUAUNWIW-UHFFFAOYSA-N furfuryl alcohol Chemical compound OCC1=CC=CO1 XPFVYQJUAUNWIW-UHFFFAOYSA-N 0.000 claims description 37
- 239000006185 dispersion Substances 0.000 claims description 31
- 229920002451 polyvinyl alcohol Polymers 0.000 claims description 25
- 239000004372 Polyvinyl alcohol Substances 0.000 claims description 24
- 229920003987 resole Polymers 0.000 claims description 23
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 12
- 239000002904 solvent Substances 0.000 claims description 11
- 125000002256 xylenyl group Chemical class C1(C(C=CC=C1)C)(C)* 0.000 claims description 10
- 239000000203 mixture Substances 0.000 claims description 9
- 125000002777 acetyl group Chemical class [H]C([H])([H])C(*)=O 0.000 claims description 6
- 229920002554 vinyl polymer Polymers 0.000 claims description 5
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 claims description 3
- 239000003995 emulsifying agent Substances 0.000 claims description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
- 229920003002 synthetic resin Polymers 0.000 claims description 3
- 239000000057 synthetic resin Substances 0.000 claims description 3
- 239000012736 aqueous medium Substances 0.000 claims description 2
- 150000002118 epoxides Chemical class 0.000 claims 2
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 claims 2
- 239000013543 active substance Substances 0.000 claims 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 27
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 23
- 239000000243 solution Substances 0.000 description 20
- 229920005989 resin Polymers 0.000 description 19
- 239000011347 resin Substances 0.000 description 19
- ZTQSAGDEMFDKMZ-UHFFFAOYSA-N Butyraldehyde Chemical compound CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 description 7
- 239000002253 acid Substances 0.000 description 7
- 239000000839 emulsion Substances 0.000 description 7
- 239000000945 filler Substances 0.000 description 7
- 238000003756 stirring Methods 0.000 description 7
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
- -1 for example Substances 0.000 description 5
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 4
- 235000012239 silicon dioxide Nutrition 0.000 description 4
- HGBOYTHUEUWSSQ-UHFFFAOYSA-N valeric aldehyde Natural products CCCCC=O HGBOYTHUEUWSSQ-UHFFFAOYSA-N 0.000 description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- 239000004593 Epoxy Substances 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 150000001299 aldehydes Chemical class 0.000 description 3
- 229910021383 artificial graphite Inorganic materials 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 229920001568 phenolic resin Polymers 0.000 description 3
- 239000010453 quartz Substances 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Substances [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- HSJKGGMUJITCBW-UHFFFAOYSA-N 3-hydroxybutanal Chemical compound CC(O)CC=O HSJKGGMUJITCBW-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- NBBJYMSMWIIQGU-UHFFFAOYSA-N Propionic aldehyde Chemical compound CCC=O NBBJYMSMWIIQGU-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- 235000013339 cereals Nutrition 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 239000007859 condensation product Substances 0.000 description 2
- 235000013312 flour Nutrition 0.000 description 2
- SLGWESQGEUXWJQ-UHFFFAOYSA-N formaldehyde;phenol Chemical compound O=C.OC1=CC=CC=C1 SLGWESQGEUXWJQ-UHFFFAOYSA-N 0.000 description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 description 2
- 239000011707 mineral Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- XTEGVFVZDVNBPF-UHFFFAOYSA-N naphthalene-1,5-disulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1S(O)(=O)=O XTEGVFVZDVNBPF-UHFFFAOYSA-N 0.000 description 2
- 239000004848 polyfunctional curative Substances 0.000 description 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
- 229960001755 resorcinol Drugs 0.000 description 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
- JSPLKZUTYZBBKA-UHFFFAOYSA-N trioxidane Chemical group OOO JSPLKZUTYZBBKA-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- FLTSEOGWHPJWRV-UHFFFAOYSA-N 1,2-dichloropropan-1-ol Chemical compound CC(Cl)C(O)Cl FLTSEOGWHPJWRV-UHFFFAOYSA-N 0.000 description 1
- IFDLXKQSUOWIBO-UHFFFAOYSA-N 1,3-dichloropropan-1-ol Chemical compound OC(Cl)CCCl IFDLXKQSUOWIBO-UHFFFAOYSA-N 0.000 description 1
- DEWLEGDTCGBNGU-UHFFFAOYSA-N 1,3-dichloropropan-2-ol Chemical compound ClCC(O)CCl DEWLEGDTCGBNGU-UHFFFAOYSA-N 0.000 description 1
- RZWHKKIXMPLQEM-UHFFFAOYSA-N 1-chloropropan-1-ol Chemical compound CCC(O)Cl RZWHKKIXMPLQEM-UHFFFAOYSA-N 0.000 description 1
- SZIFAVKTNFCBPC-UHFFFAOYSA-N 2-chloroethanol Chemical compound OCCCl SZIFAVKTNFCBPC-UHFFFAOYSA-N 0.000 description 1
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 description 1
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 1
- YYROPELSRYBVMQ-UHFFFAOYSA-N 4-toluenesulfonyl chloride Chemical compound CC1=CC=C(S(Cl)(=O)=O)C=C1 YYROPELSRYBVMQ-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 229920002367 Polyisobutene Polymers 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000003945 chlorohydrins Chemical class 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000000571 coke Substances 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000001143 conditioned effect Effects 0.000 description 1
- 239000012084 conversion product Substances 0.000 description 1
- 229930003836 cresol Natural products 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
- 239000008131 herbal destillate Substances 0.000 description 1
- 239000007970 homogeneous dispersion Substances 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- 239000011256 inorganic filler Substances 0.000 description 1
- 229910003475 inorganic filler Inorganic materials 0.000 description 1
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Substances CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 229910021382 natural graphite Inorganic materials 0.000 description 1
- 239000012766 organic filler Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 239000004810 polytetrafluoroethylene Substances 0.000 description 1
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- HBMJWWWQQXIZIP-UHFFFAOYSA-N silicon carbide Chemical compound [Si+]#[C-] HBMJWWWQQXIZIP-UHFFFAOYSA-N 0.000 description 1
- 229910010271 silicon carbide Inorganic materials 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 1
- XTHPWXDJESJLNJ-UHFFFAOYSA-N sulfurochloridic acid Chemical compound OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A41—WEARING APPAREL
- A41C—CORSETS; BRASSIERES
- A41C1/00—Corsets or girdles
- A41C1/02—Elastic corsets
-
- A—HUMAN NECESSITIES
- A41—WEARING APPAREL
- A41C—CORSETS; BRASSIERES
- A41C1/00—Corsets or girdles
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Corsets Or Brassieres (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Professional, Industrial, Or Sporting Protective Garments (AREA)
Description
Fremgangsmåte til fremstilling av stabile vandige dispersjoner av herdbare kunstharpikser. Process for producing stable aqueous dispersions of curable synthetic resins.
Det er allerede kjent å fremstille stabile dispersjoner av xylenol-formaldehyd-harpikser og vandige polyvinylalkohol-oppløsninger, og som f. eks. i forbindelse med egnede fyllstoffer og herdemidler finner anvendelse som overflatebeskyttelse og isoleringsmellomlag. En av fordelene med denne emulsjon er at polyvinylalkoholen, som samtidig virker som beskyttelseskolloid og emulgator, etter herdningsforløpet, særlig ved 60° og høyere, vidtgående taper sin vannoppløselighet. Dette står i motsetning til såpeliknende emulgatorer, som alltid be-virker en særlig vannømfintlighet for de filmer som inneholder disse. En ulempe ved disse av polyvinylalkoholholdige dispersjoner og fyllstoff oppbyggede lag er at deres mekaniske motstandsevne, betinget av den dårlige trykkfasthet for den anvendte xylenol-harpiks, er liten. Dette hindrer an-vendelsen av dispersjonen som bindemiddel for bestemte anvendelsesformål, f. eks. for gulver. Det er videre kjent at fenolformalde-hyd- samt furfurylalkohol-harpikser i ut-herdet tilstand har høy mekanisk verdi, særlig trykkfastheter, mens tekniske pro-dukter med egnet kondensasjonsgrad bare kan bringes til stabile dispersjoner med polyvinylalkohol ved samtidig nærvær av såpe. Se tysk patent 838.275. It is already known to produce stable dispersions of xylenol-formaldehyde resins and aqueous polyvinyl alcohol solutions, and which e.g. in connection with suitable fillers and hardeners is used as surface protection and insulating intermediate layer. One of the advantages of this emulsion is that the polyvinyl alcohol, which simultaneously acts as a protective colloid and emulsifier, after the curing process, especially at 60° and above, largely loses its water solubility. This is in contrast to soap-like emulsifiers, which always cause a particular water sensitivity for the films that contain them. A disadvantage of these layers made up of polyvinyl alcohol-containing dispersions and fillers is that their mechanical resistance, due to the poor compressive strength of the xylenol resin used, is low. This prevents the use of the dispersion as a binder for specific application purposes, e.g. for floors. It is also known that phenol formaldehyde and furfuryl alcohol resins in the cured state have high mechanical value, especially compressive strengths, while technical products with a suitable degree of condensation can only be brought to stable dispersions with polyvinyl alcohol in the simultaneous presence of soap. See German patent 838,275.
Det ble nu funnet at man kan fremstille stabile vandige dispersjoner av herdbare kunstharpikser derved, at man til-setter i og for seg ikke i vandige polyvinyl-alkoholoppløsninger dispergerbare fenolaldehyd- og/eller epoksy- og/eller fur-furylalkoholharpikser i A-tilstand, før, under eller etter deres fremstilling, xylenol-aldehydharpikser i A-tilstand og/eller deres utgangskomponenter, d.v.s. xylenol og minst et aldehyd og polyvinylalkohol av vilkårlig kjedelengde og dispergere blandingen i vandig medium. Mengden av polyvinylalkohol kan derved utgjøre f. eks. til 30 %, fortrinnsvis mellom 1 og 10 %, beregnet på summen av xylenolharpiks og den i og for seg ikke i vandig polyvinylalkohol dispergerbare harpiks. I stedet for eller ved siden av polyvinylalkohol kan også dens vannoppløselige derivater, f. eks. par-tielt forsåpet polyvinylacetal eller -acetat anvendes. Man kan også anvende acetaler av polyvinylalkohol, som inneholder sulfo-gruppen, f. eks. omsetningsproduktet av polyvinylalkohol og butyraldehydsulfon-syre henholdsvis dens natrium- eller am-moniumsalt. Ifølge oppfinnelsen kan altså alle nevnte utgangskomponenter blandings-kondenseres i nærvær av polyvinylalkohol. It was now found that stable aqueous dispersions of curable synthetic resins can be produced by adding phenolaldehyde and/or epoxy and/or furfuryl alcohol resins in state A which are not per se dispersible in aqueous polyvinyl alcohol solutions, before, during or after their manufacture, xylenol-aldehyde resins in the A state and/or their starting components, i.e. xylenol and at least one aldehyde and polyvinyl alcohol of arbitrary chain length and dispersing the mixture in an aqueous medium. The quantity of polyvinyl alcohol can thereby amount to e.g. to 30%, preferably between 1 and 10%, calculated on the sum of xylenol resin and the resin which is not per se dispersible in aqueous polyvinyl alcohol. Instead of or next to polyvinyl alcohol, its water-soluble derivatives, e.g. partially saponified polyvinyl acetal or acetate is used. One can also use acetals of polyvinyl alcohol, which contain the sulfo group, e.g. the reaction product of polyvinyl alcohol and butyraldehyde sulfonic acid, respectively its sodium or ammonium salt. According to the invention, all said starting components can therefore be mixed-condensed in the presence of polyvinyl alcohol.
Fortrinnsvis lar fremgangsmåten ifølge oppfinnelsen seg utføre når man ferdigkondenserer harpiksene inntil A-tilstand (d.v.s. resoltilstand), d.v.s. til et ennu herdbart trinn, og deretter utføre dispergeringen med polyvinylalkoholoppløsning. Preferably, the method according to the invention can be carried out when the resins are fully condensed up to the A state (i.e. resol state), i.e. to a still curable step, and then carry out the dispersion with polyvinyl alcohol solution.
Andelen av xylenolresol kan variere innen vide grenser fra 90 til 10 % beregnet på summen av den i og for seg ikke i vandig polyvinylalkoholoppløsning dispergerbare harpiks <p>g av xylenolresolet. Xylenolresolet har overraskende nok den egenskap å lette dispergeringen av de nevnte harpikser, henholdsvis å formidle denne. Det er altså lyk-kes også å meddele fenol- eller kresolalde-hydresoler, furfurylalkoholharpiksene og kondensasjonsproduktene av dioksydifenyldimetylmetan, resorcin o.l. med epiklorhydrin eller blandinger av disse stoffer den lette forarbeidbarhet og andre fordeler som er betinget av innholdet av polyvinylalkohol. The proportion of xylenol resol can vary within wide limits from 90 to 10% calculated on the sum of the resin <p>g of the xylenol resol which is not per se dispersible in an aqueous polyvinyl alcohol solution. The xylenol resole surprisingly has the property of facilitating the dispersion of the aforementioned resins, or mediating this. It is therefore also possible to disclose phenol or cresolaldehyde hydrosols, the furfuryl alcohol resins and the condensation products of dioxydiphenyldimethylmethane, resorcin and the like. with epichlorohydrin or mixtures of these substances the ease of processing and other advantages which are conditioned by the content of polyvinyl alcohol.
Som aldehydkomponenter kommer både for xylenolaldehydresoler også for fenol- eller kresoaldehydresoler fram for alt formaldehyd på tale. Imidlertid kan også alle andre vanligvis anvendte aldehy-der slik som acet- eller butyraldehyd anvendes. Overraskende nok viser de dispersjoner som er fremstillet ifølge oppfinnelsen etter deres utherdning fenolaldehyd-og/eller epoksyd- og/eller furfuryl-alko-holharpiksenes utmerkede herdeegenska-per, reduseres praktisk talt ikke ved nærvær av xylenolaldehydharpiks. As aldehyde components, both for xylenolaldehyde resoles and for phenol or cresoaldehyde resoles, all formaldehyde appears. However, all other commonly used aldehydes such as acetaldehyde or butyraldehyde can also be used. Surprisingly, the dispersions produced according to the invention after their curing show the excellent curing properties of the phenolaldehyde and/or epoxy and/or furfuryl alcohol resins, practically not reduced by the presence of xylenolaldehyde resin.
Hvis man ikke legger vekt på en lys farge for den film som kan fåes av emulsjon, er det fordelaktig å tilsette resolene minst et slikt oppløsningsmiddel, som ved herdning ikke medfordunster, men inn-bygges. Slike oppløsningsmidler er bl. a. furfurylalkohol, furfurol, aldol, omsetnings-produktene av acetaldehyd og formaldehyd, såfremt disse ennu er flytende. I til-fellet medanvendelse av disse aktive opp-løsningsmidler er det mulig å anvende høy-kondenserte resoler. If no emphasis is placed on a light color for the film that can be obtained from emulsion, it is advantageous to add to the resols at least one such solvent, which does not evaporate during curing, but is incorporated. Such solvents include a. furfuryl alcohol, furfurol, aldol, the conversion products of acetaldehyde and formaldehyde, provided that these are still liquid. In the case of co-use of these active solvents, it is possible to use highly condensed resols.
Av slike dispersjoner og eventuelt egnede fyllstoffer fremstilte sjikt oppviser i herdet tilstand en rekke ønskelige egenska-per, slik som god trykkfasthet på minst 400 kg/cm2, målt på sylindriske prøvelege-mer med en diameter på 25 mm og 25 mm's høyde. Prøvelegemer som er fremstillet av rene xylenolharpiksdispersjoner viser trykkfastheter på 60—100 kg/cm<2>. Videre er de sjikt som er fremstillet av de dispersjoner som er foreslått ifølge oppfinnelsen gode syre- og alkalibestandige og har en høy tetthet. Layers produced from such dispersions and possibly suitable fillers in the hardened state exhibit a number of desirable properties, such as good compressive strength of at least 400 kg/cm2, measured on cylindrical test bodies with a diameter of 25 mm and a height of 25 mm. Specimens made from pure xylenol resin dispersions show compressive strengths of 60-100 kg/cm<2>. Furthermore, the layers produced from the dispersions proposed according to the invention are good acid and alkali resistant and have a high density.
Videre er det mulig også å blande alkalisk herdbare harpikser, slik som om-setningsprodukter av epyklorhydrin og dioksydifenyldimetylmetan, resorcin o. 1. Furthermore, it is also possible to mix alkaline curable resins, such as reaction products of epichlorohydrin and dioxydiphenyldimethylmethane, resorcin, etc. 1.
(generelt kjent som epoksyd- eller etoksy-linharpikser) med xylenolresoler og å dispergere disse blandinger ved hjelp av poly-vinylalkoholoppløsning. (generally known as epoxy or ethoxyline resins) with xylenol resols and dispersing these mixtures using polyvinyl alcohol solution.
Dispersj onene som er forslått ifølge oppfinnelsen kan f. eks. fåes idet man blan-der en vandig polyvinylalkoholoppløsning med oppløsninger av resoler i vannoppløse-lige organiske oppløsningsmidler, fortrinnsvis slike som koker under 100°. Som slike oppløsningsmidler egner eksempelvis metanol, etanol, aceton, metyl-acetat, isopropa-nol, etylacetat, butanol samt blandinger av forskjellige oppløsningsmidler, seg. The dispersions that have been prepared according to the invention can e.g. is obtained by mixing an aqueous polyvinyl alcohol solution with solutions of resoles in water-soluble organic solvents, preferably those that boil below 100°. As such solvents, for example, methanol, ethanol, acetone, methyl acetate, isopropanol, ethyl acetate, butanol and mixtures of different solvents are suitable.
Selvfølgelig er det mulig også å fremstille dispersj onene, som er foreslått ifølge oppfinnelsen, således at man oppløser fenolresolene og/eller furfurylalkoholharpiksene og/eller epoksydharpiksene eventuelt i ett av de nevnte aktive oppløsningsmidler, slik som furfurylalkohol eller furfurol, setter dette til en allerede fremstilt dispersj on, som er fremstilt ved tilsetning av polyvinylalkoholer eller deres vannoppløselige derivater, f. eks. i Of course, it is also possible to prepare the dispersions, which are proposed according to the invention, so that one dissolves the phenol resoles and/or the furfuryl alcohol resins and/or the epoxy resins, possibly in one of the aforementioned active solvents, such as furfuryl alcohol or furfurol, adding this to an already prepared dispersion, which is produced by adding polyvinyl alcohols or their water-soluble derivatives, e.g. in
form av en 5 %'s vandig oppløsning under form of a 5% aqueous solution below
omrøring til en flytende xylenolaldehyd-harpiksresol eller en oppløsning av dette og ved god blanding, f. eks. ved hjelp av stirring to a liquid xylenolaldehyde resin resol or a solution thereof and by good mixing, e.g. using
sn røremekanisme (hurtigrører på 1000 omdreininger pr. minutt eller mer) rører til en stabil homogen dispersj on. sn stirring mechanism (high speed stirrer at 1000 revolutions per minute or more) stirs to a stable homogeneous dispersion.
Herved er det mulig å tilsette dispersj onene før forarbeidelsen ennu inerte fyllstoffer av organisk eller anorganisk natur. De maksimale mengder av disse fyllstoffer, som kan tilsettes dispersj onene som er foreslått ifølge oppfinnelsen, kan lett fastslåes av en sakkyndig. F. eks. er silicium, silicium-karbid og de forskjellige grafittarter, slik som naturlig grafitt eller finpulverisert koks eller andre arter kunstig grafitt egnet. Som videre inerte fyllmidler kommer f. eks. også siliciumdioksyd, slik som kvarts, videre titandioksyd, bariumsulfat o.s.v. på tale. Det lar seg også godt anvende inerte organiske fyllmidler, slik som allerede herdede f enolaldehydkondensasj onsharpikser, polyvinylklorid, polytetrafluoretylen, poly-trifluorkloretylen, polyisobutylen, poly-etylen o.s.v. Det er også mulig å tilsette dispersj onene, som er foreslått ifølge oppfinnelsen, polyvinylacetaler, som ennu inneholder 30 til 90 % frie hydroksylgrupper, f. eks. i en mengde på 30 % beregnet på summen av resoler. Som acetaler kommer f. eks. forbindelsene av butyraldehyd, av propionaldehyd, av valeraldehyd eller av acetaldehyd på tale. This makes it possible to add inorganic fillers of an organic or inorganic nature to the dispersions before processing. The maximum amounts of these fillers, which can be added to the dispersions proposed according to the invention, can be easily determined by an expert. For example are silicon, silicon carbide and the various types of graphite, such as natural graphite or finely powdered coke or other types of artificial graphite suitable. As further inert fillers, e.g. also silicon dioxide, such as quartz, further titanium dioxide, barium sulphate, etc. on speech. It is also possible to use inert organic fillers, such as already hardened phenolaldehyde condensation resins, polyvinyl chloride, polytetrafluoroethylene, polytrifluorochloroethylene, polyisobutylene, polyethylene, etc. It is also possible to add to the dispersions, which are proposed according to the invention, polyvinyl acetals, which still contain 30 to 90% free hydroxyl groups, e.g. in an amount of 30% calculated on the sum of resoles. As acetals, e.g. the compounds of butyraldehyde, of propionaldehyde, of valeraldehyde or of acetaldehyde in question.
Det er videre mulig å tilsette dispersj onene som er foreslått ifølge oppfinnelsen ved forarbeidelsen også sure herdere, slik som 1,5-naftalindisulfonsyre, p-toluol-sulfonsyre, /3-naftalinsulfoklorid, p-toluol-sulfoklorid. Det kan imidlertid også anvendes andre sure herdemidler, slik som tri-kloreddiksyre, maleinsyreanhydrid, klor-vannstoff, fosforsyre eller svovelsyre. It is also possible to add acidic hardeners to the dispersions proposed according to the invention during processing, such as 1,5-naphthalene disulfonic acid, p-toluene sulfonic acid, /3-naphthalene sulfochloride, p-toluene sulfochloride. However, other acidic curing agents can also be used, such as trichloroacetic acid, maleic anhydride, hydrogen chloride, phosphoric acid or sulfuric acid.
Dispersj onene som foreslåes ifølge oppfinnelsen kan videre ved forarbeidelsen tilsettes klorhydriner, slik som 1,3-diklorpropanol, monoklorpropanol, diklorhydrin (1,2-diklorpropanol), glykolklorhydrin, epiklorhydrin, diklor-tertiært-isobutanol. The dispersions proposed according to the invention can further be added to chlorohydrins during processing, such as 1,3-dichloropropanol, monochloropropanol, dichlorohydrin (1,2-dichloropropanol), glycol chlorohydrin, epichlorohydrin, dichloro-tertiary-isobutanol.
De følgende eksempler tjener til å for-klare det ovenstående. Det skal henvises til at det med dispersjoner ifølge oppfinnelsen er mulig å beskytte store flater, slik som gulver, vannkanaler, gruber og andre ved hjelp av enkelt påførte overtrekk både kjemisk mot angrep av syrer, lut og opp-løsningsmidler og også mot mekanisk på-kjenning. The following examples serve to explain the above. It should be noted that with dispersions according to the invention it is possible to protect large surfaces, such as floors, water channels, pits and others by means of simply applied coatings both chemically against attack by acids, lye and solvents and also against mechanical familiarity.
Eksempel 1: 100 g av en 75 %'s oppløsning i metanol av en xylenol-formaldehydresol og 50 g av en fenolformaldehydresol i metanol blandes og settes under hurtig omrøring (ca. 1000—2000 omdreininger pr. min.) til 100 vektsdeler av en 5 %'s vandig polyvinyl-alkoholoppløsning. Man får en stabil emulsjon av gulhvit farge og minst ett års lagringevne. Example 1: 100 g of a 75% solution in methanol of a xylenol-formaldehyde resole and 50 g of a phenol-formaldehyde resole in methanol are mixed and placed under rapid stirring (approx. 1000-2000 revolutions per min.) to 100 parts by weight of a 5% aqueous polyvinyl alcohol solution. You get a stable emulsion of a yellowish-white color and at least one year's shelf life.
Fremstiller man av denne emulsjon og kunstgrafitt eller kvartsmel eller et annet inert fyllmiddel av egnet kornstørrelse og en liten mengde av fortynnet mineralsyre som er tilstrekkelig til å gjennomherde blandingen i løpet av 24 timer, legemer som egner seg for trykkprøvning, f. eks. sylinder med en diameter på 25 mm og 25 mm's høyde, finner man hos disse ved 60° herdede legemer trykkfastheter på 360— 380 kg/cm-'. From this emulsion and artificial graphite or quartz flour or another inert filler of suitable grain size and a small amount of dilute mineral acid sufficient to harden the mixture within 24 hours, bodies suitable for pressure testing, e.g. cylinder with a diameter of 25 mm and a height of 25 mm, with these bodies hardened at 60°, compressive strengths of 360-380 kg/cm-' are found.
Eksempel 2: 100 g av en 75%'s oppløsning av en xylenol-formaldehyd-resol i metanol og 50 g furfurylalkoholharpiks blandes og settes under hurtig omrøring (ca. 1000—2000 omdreininger pr. min.) til 100 vektsdeler av en 5 %'s vandig polyvinylalkoholoppløsning. Man får en stabil emulsjon med minst ett års lagringsevne. Prøvelegemer som er fremstillet etter det som er angitt i eksempel 1 viser en god bestandighet mot lut, syrer og oppløsningsmidler. Example 2: 100 g of a 75% solution of a xylenol-formaldehyde resole in methanol and 50 g of furfuryl alcohol resin are mixed and placed under rapid stirring (approx. 1000-2000 revolutions per min.) to 100 parts by weight of a 5% 's aqueous polyvinyl alcohol solution. You get a stable emulsion with a shelf life of at least one year. Samples produced according to what is stated in example 1 show a good resistance to lye, acids and solvents.
Eksempel 3: 25 g av en 75 %'s oppløsning av en xylenol-formaldehyd-resol i metanol, 55 g fenolformaldehydharpiksoppløsning i en ca. 95 %'s oppløsning i metanol og 20 g furfurylalkohol blandes og settes under hurtig omrøring (ca. 1000—2000 omdreininger pr. min.) til 43 vektsdeler av en 5 %'s vandig polyvinylalkoholoppløsning. Man får en stabil emulsjon med minst ett Example 3: 25 g of a 75% solution of a xylenol-formaldehyde resol in methanol, 55 g of phenol formaldehyde resin solution in an approx. A 95% solution in methanol and 20 g of furfuryl alcohol are mixed and added under rapid stirring (approx. 1000-2000 revolutions per minute) to 43 parts by weight of a 5% aqueous polyvinyl alcohol solution. You get a stable emulsion with at least one
års lagringsevne. Fremstiller man av denne emulsjon og kunstgrafitt eller kvartsmel eller et annet inert fyllstoff av egnet korn-størrelse og en liten mengde av fortynnet mineralsyre som er tilstrekkelig til å gjennomherde blandingen i løpet av 24 timer, legemer som egner seg til trykkprøvning, f. eks. sylindere med en diameter på 25 mm og 25 mm's høyde, finner man hos disse ved 60° herdede legemer trykkfastheter på 450 kg/cm<2>. De nevnte legemer har videre en god bestandighet mot lut, syrer og opp-løsningsmidler. years of storage capacity. From this emulsion and artificial graphite or quartz flour or another inert filler of suitable grain size and a small quantity of diluted mineral acid sufficient to harden the mixture within 24 hours, bodies suitable for pressure testing, e.g. cylinders with a diameter of 25 mm and a height of 25 mm, with these bodies hardened at 60°, compressive strengths of 450 kg/cm<2> are found. The aforementioned bodies also have a good resistance to lye, acids and solvents.
Eksempel 4: 50 g av en 75 %'s oppløsning av en xylenolformaldehyd-resol i metanol og 50 g av et ennu flytende kondensasjonsprodukt av epiklorhydrin og dioksyfenyldimetyl-metan blandes og settes under hurtig om-røring (ca. 1000—2000 omdreininger pr. min.) til 43 g av en 5 %'s polyvinyl-alkohol-oppløsning. Man får en stabil vandig dispersj on, som lar seg herde surt eller alkalisk. Example 4: 50 g of a 75% solution of a xylenol-formaldehyde resole in methanol and 50 g of a still liquid condensation product of epichlorohydrin and dioxyphenyldimethylmethane are mixed and placed under rapid stirring (approx. 1000-2000 revolutions per minute). min.) to 43 g of a 5% polyvinyl alcohol solution. A stable aqueous dispersion is obtained, which can be cured with acid or alkali.
Eksempel 5: 60 g av en 75 %'s oppløsning av xylenol-formaldehydresol i metanol blandes med 24 g av en kresolresol, 6 g av en polyvinylacetal med ca. 35 % ennu ikke lukkede hydroksylgrupper og 10 g metanol. Denne blanding settes til 45 g av en 5 %'s vandig polyvinylalkohol-opplø.sning og homogeni-seres med hurtigrører (1000—2000 omdreininger pr. min.). Man får en stabil vandig dispersj on. Example 5: 60 g of a 75% solution of xylenol-formaldehyde resol in methanol is mixed with 24 g of a cresol resol, 6 g of a polyvinyl acetal with approx. 35% not yet closed hydroxyl groups and 10 g of methanol. This mixture is added to 45 g of a 5% aqueous polyvinyl alcohol solution and homogenized with a high-speed stirrer (1000-2000 revolutions per minute). A stable aqueous dispersion is obtained.
Claims (7)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB4977/65A GB1034143A (en) | 1965-02-04 | 1965-02-04 | Improvements in foundation garments |
Publications (1)
Publication Number | Publication Date |
---|---|
NO119902B true NO119902B (en) | 1970-07-27 |
Family
ID=9787444
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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NO158911A NO119902B (en) | 1965-02-04 | 1965-07-13 |
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US (1) | US3349773A (en) |
BE (1) | BE666088A (en) |
CH (1) | CH425688A (en) |
DE (2) | DE1982406U (en) |
GB (1) | GB1034143A (en) |
NL (1) | NL6508250A (en) |
NO (1) | NO119902B (en) |
SE (1) | SE314343B (en) |
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DE8812119U1 (en) * | 1988-09-26 | 1988-12-08 | Der Schlanke Schnitt Versand Gmbh & Co. Kg, 4018 Langenfeld, De | |
DE102009045116A1 (en) | 2009-09-29 | 2011-03-31 | Evonik Degussa Gmbh | Niederdruckvermahlungsverfahren |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
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US3124137A (en) * | 1964-03-10 | All-way stretch fabric girdle with a back | ||
US2872927A (en) * | 1957-09-19 | 1959-02-10 | Erteszek Olga | Girdle structure |
BE571461A (en) * | 1958-07-01 | |||
US3121428A (en) * | 1962-01-12 | 1964-02-18 | Poirettc Corsets Inc | Foundation garment |
-
1965
- 1965-02-04 GB GB4977/65A patent/GB1034143A/en not_active Expired
- 1965-06-25 NL NL6508250A patent/NL6508250A/xx unknown
- 1965-06-29 BE BE666088D patent/BE666088A/xx unknown
- 1965-06-30 US US468445A patent/US3349773A/en not_active Expired - Lifetime
- 1965-07-03 DE DEC13285U patent/DE1982406U/en not_active Expired
- 1965-07-03 DE DE19651435929 patent/DE1435929A1/en active Pending
- 1965-07-05 SE SE8852/65A patent/SE314343B/xx unknown
- 1965-07-13 NO NO158911A patent/NO119902B/no unknown
- 1965-07-21 CH CH1024965A patent/CH425688A/en unknown
Also Published As
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NL6508250A (en) | 1966-08-05 |
DE1982406U (en) | 1968-04-04 |
BE666088A (en) | 1965-10-18 |
CH425688A (en) | 1966-12-15 |
SE314343B (en) | 1969-09-08 |
DE1435929A1 (en) | 1969-03-13 |
US3349773A (en) | 1967-10-31 |
GB1034143A (en) | 1966-06-29 |
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