NO132938B - - Google Patents
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- Publication number
- NO132938B NO132938B NO1761/71A NO176171A NO132938B NO 132938 B NO132938 B NO 132938B NO 1761/71 A NO1761/71 A NO 1761/71A NO 176171 A NO176171 A NO 176171A NO 132938 B NO132938 B NO 132938B
- Authority
- NO
- Norway
- Prior art keywords
- wood
- polypropylene glycol
- propylene oxide
- blooming
- glycol ethers
- Prior art date
Links
- 150000002170 ethers Chemical class 0.000 claims description 10
- 229920001451 polypropylene glycol Polymers 0.000 claims description 10
- 239000013543 active substance Substances 0.000 claims description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- 239000003171 wood protecting agent Substances 0.000 claims description 3
- 239000003960 organic solvent Substances 0.000 claims description 2
- 239000007788 liquid Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 230000008929 regeneration Effects 0.000 abstract 1
- 238000011069 regeneration method Methods 0.000 abstract 1
- 229910052979 sodium sulfide Inorganic materials 0.000 abstract 1
- GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 abstract 1
- 239000002023 wood Substances 0.000 description 12
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 11
- 239000007858 starting material Substances 0.000 description 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 6
- IZUPBVBPLAPZRR-UHFFFAOYSA-N pentachlorophenol Chemical class OC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl IZUPBVBPLAPZRR-UHFFFAOYSA-N 0.000 description 5
- 239000003755 preservative agent Substances 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- 150000002924 oxiranes Chemical class 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 239000007795 chemical reaction product Substances 0.000 description 3
- -1 dimethyl-dithiophosphoric acid ester Chemical class 0.000 description 3
- 239000002480 mineral oil Substances 0.000 description 3
- AHHWIHXENZJRFG-UHFFFAOYSA-N oxetane Chemical class C1COC1 AHHWIHXENZJRFG-UHFFFAOYSA-N 0.000 description 3
- 239000011347 resin Substances 0.000 description 3
- 229920005989 resin Polymers 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000012141 concentrate Substances 0.000 description 2
- 238000002425 crystallisation Methods 0.000 description 2
- 230000008025 crystallization Effects 0.000 description 2
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- JTPNRXUCIXHOKM-UHFFFAOYSA-N 1-chloronaphthalene Chemical compound C1=CC=C2C(Cl)=CC=CC2=C1 JTPNRXUCIXHOKM-UHFFFAOYSA-N 0.000 description 1
- UIFVCPMLQXKEEU-UHFFFAOYSA-N 2,3-dimethylbenzaldehyde Chemical compound CC1=CC=CC(C=O)=C1C UIFVCPMLQXKEEU-UHFFFAOYSA-N 0.000 description 1
- TYDSIOSLHQWFOU-UHFFFAOYSA-N 2-cyclohexylidenecyclohexan-1-one Chemical compound O=C1CCCCC1=C1CCCCC1 TYDSIOSLHQWFOU-UHFFFAOYSA-N 0.000 description 1
- JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 description 1
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical class C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 1
- 229930185605 Bisphenol Natural products 0.000 description 1
- YVGGHNCTFXOJCH-UHFFFAOYSA-N DDT Chemical compound C1=CC(Cl)=CC=C1C(C(Cl)(Cl)Cl)C1=CC=C(Cl)C=C1 YVGGHNCTFXOJCH-UHFFFAOYSA-N 0.000 description 1
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 235000008331 Pinus X rigitaeda Nutrition 0.000 description 1
- 235000011613 Pinus brutia Nutrition 0.000 description 1
- 241000018646 Pinus brutia Species 0.000 description 1
- AWMVMTVKBNGEAK-UHFFFAOYSA-N Styrene oxide Chemical compound C1OC1C1=CC=CC=C1 AWMVMTVKBNGEAK-UHFFFAOYSA-N 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 230000004071 biological effect Effects 0.000 description 1
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 229930195733 hydrocarbon Chemical class 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 150000002790 naphthalenes Chemical class 0.000 description 1
- 150000004780 naphthols Chemical class 0.000 description 1
- 239000000025 natural resin Substances 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 239000003223 protective agent Substances 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 125000006836 terphenylene group Chemical group 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21C—PRODUCTION OF CELLULOSE BY REMOVING NON-CELLULOSE SUBSTANCES FROM CELLULOSE-CONTAINING MATERIALS; REGENERATION OF PULPING LIQUORS; APPARATUS THEREFOR
- D21C11/00—Regeneration of pulp liquors or effluent waste waters
- D21C11/0085—Introduction of auxiliary substances into the regenerating system in order to improve the performance of certain steps of the latter, the presence of these substances being confined to the regeneration cycle
- D21C11/0092—Substances modifying the evaporation, combustion, or thermal decomposition processes of black liquor
Landscapes
- Compounds Of Alkaline-Earth Elements, Aluminum Or Rare-Earth Metals (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Processing Of Solid Wastes (AREA)
Abstract
Fremgangsmåte for regenerering av natr iiimbisuf it-kpcevæsk.Method for regeneration of sodium sulfide liquid.
Description
BeskytteLsesmiddel for tre. Preservative for wood.
Trebeskyttelsesmidler som består av oppløsninger av aktive stoffer, som f. eks. klorerte naftaliner og andre kullvannstof-fer, Y~nexaklorcyklonexan> hexaklor-epoxy-oktahydrodimetan-naftalin, diklor-difenyltrikloretan, fosforsyreester, som dimetyl-ditiofosforsyreester av N-metyl-benzazimid i egnede oppløsningsmidler, særlig i mineraloljer som petroleum, testbensin, dieseloljer, hydrerte bensinfrak-sjoner, spindeloljer og klornaftalin er ved sin anvendelse ofte tilbøyelig til å utkry-stallisere som såkalt «blomstring» på det impregnerte trevirkes overflate under eller etter oppløsningsmidlets fordampning. Wood preservatives consisting of solutions of active substances, such as e.g. chlorinated naphthalenes and other hydrocarbons, Y~nexachlorcycloxane> hexachloro-epoxy-octahydrodimethan-naphthalene, dichloro-diphenyltrichloroethane, phosphoric acid esters, such as dimethyl-dithiophosphoric acid ester of N-methyl-benzimide in suitable solvents, especially in mineral oils such as petroleum, test petrol, diesel oils, hydrogenated petrol fractions, spindle oils and chloronaphthalene are, when used, often prone to crystallize as so-called "blooming" on the surface of the impregnated wood during or after the evaporation of the solvent.
Man har forsøkt å hindre denne «blomstring» ved ^tilsetning av naturlige eller syntetiske harpikser, som nåletrehar-piks, xylen- f ormaldehy d- kondensasj ons-produkter, samt klorert bis- og terfenylen. Imidlertid kreves der til oppnåelse av en tilstrekkelig effekt betydelige mengder harpikser i forhold til mengden av aktivt stoff. Ved tilsetning av store mengder fremmede stoffer har man også iakttatt tap av det aktive stoffs biologiske aktivi-tet. Dessuten medfører harpiksene ofte også andre uønskede egenskaper, f. eks. for liten oppløselighet i de mineraloljer som brukes som oppløsningsmidler, vanskelig behandling av konsentratene i aktivt stoff, utilstrekkelig bestandighet av disse kon-sentrater mot krystallisasjon, for sterk øk-ning av oppløsningenes viskositet eller mis-farvning. Attempts have been made to prevent this "blooming" by the addition of natural or synthetic resins, such as pine resin, xylene formaldehyde condensation products, as well as chlorinated bis- and terphenylene. However, in order to achieve a sufficient effect, significant amounts of resins are required in relation to the amount of active substance. When large amounts of foreign substances are added, a loss of the active substance's biological activity has also been observed. In addition, the resins often also entail other undesirable properties, e.g. too little solubility in the mineral oils used as solvents, difficult treatment of the concentrates in active substance, insufficient resistance of these concentrates to crystallization, too strong an increase in the viscosity of the solutions or discolouration.
Trebeskyttelsesmidlene ifølge oppfin-nelsen består av oppløsninger av aktive stoffer i egnede organiske oppløsningsmid-ler, og det karakteristiske trekk ved opp-finnelsen er at disse oppløsninger inneholder tungt oppløselige, eller bare delvis opp-løselige polypropylenglykoletere. Det har vist seg at «blomstringen» forhindres ved nærvær av slike etere. Polypropylenglykoleter medfører videre den fordel at kon-sentrerte oppløsninger av de aktive stoffer inneholdende slike etere er relativt bestan-dige mot krystallisasjon og lett lar seg fortynne med de forskjelligste oppløsnings-midler som anvendes i trebeskyttelsestek-nikken, særlig de ovenfor nevnte mineraloljer. Det beskyttelsesmiddel som føres inn i treet blir dessuten etter fordampning av oppløsningsmidlet i høy grad hydrofobt i nærvær av polypropylenglykoleterne. En ytterligere fordel ved sådanne etere er at nærværet av samme forhøyer vedkom-mende trebeskyttelsesmiddels viskositet bare i uvesentlig grad. The wood preservatives according to the invention consist of solutions of active substances in suitable organic solvents, and the characteristic feature of the invention is that these solutions contain poorly soluble, or only partially soluble, polypropylene glycol ethers. It has been shown that the "blooming" is prevented by the presence of such ethers. Polypropylene glycol ethers also have the advantage that concentrated solutions of the active substances containing such ethers are relatively resistant to crystallization and can easily be diluted with the most diverse solvents used in wood protection technology, especially the above-mentioned mineral oils. The protective agent that is introduced into the wood also becomes, after evaporation of the solvent, highly hydrophobic in the presence of the polypropylene glycol ethers. A further advantage of such ethers is that the presence of the same increases the viscosity of the corresponding wood preservative only to an insignificant extent.
De nevnte polypropylenglykoletere kan fremstilles på i og for seg kjent måte ved omsetning av propylenoxyd og organiske forbindelser som inneholder en eller flere alkoholiske og/eller fenoliske hydroxyl-grupper samt eventuelt ytterligere funk-sjonelle grupper som ikke kan reagere med propylenoxyd, i nærvær av basiske eller sure katalysatorer. Mengdeforholdet av propylenoxyd er avhengig av den øn-skede kjedelengde hos den resulterende polypropylenglykoleter, og bør dessuten velges slik at de erholdte produkter er tungt oppløselige eller bare delvis oppløse-lige i vann. I avhengighet av det anvendte utgangsmateriale kreves der herved om-kring 2—50, i alminnelighet 5—25, mol propylenoxyd pr. hydroxylgruppe i ut-gangsmaterialet. Jo hydrofilere utgangs-materialet er desto mere propylenoxyd kreves der for å få et tungt oppløselig sluttprodukt. The aforementioned polypropylene glycol ethers can be produced in a manner known per se by reacting propylene oxide and organic compounds containing one or more alcoholic and/or phenolic hydroxyl groups as well as possibly further functional groups that cannot react with propylene oxide, in the presence of basic or acid catalysts. The quantity ratio of propylene oxide depends on the desired chain length of the resulting polypropylene glycol ether, and should also be chosen so that the products obtained are poorly soluble or only partially soluble in water. Depending on the starting material used, around 2-50, generally 5-25, moles of propylene oxide per hydroxyl group in the starting material. The more hydrophilic the starting material is, the more propylene oxide is required there to obtain a heavily soluble end product.
Som hydroxylgruppeholdige utgangsmaterialer for fremstilling av polypropylenglykoleterne kommer der i betraktning, f. eks. mono-, di- og polyfunksjonelle alko-holer, fenoler, naftoler, bisfenoler og fe-nolharpikser som inneholder hydroxyl-grupper. Videre kan der anvendes reaksjonsprodukter av slike forbindelser med andre epoxyder enn propylenoxyd, f. eks. med etylenoxyd, butylenoxyd, epiklorhy-drin eller styrenoxyd, samt med trimety-lenoxydderivater. Der kan også brukes po-lymerisasjonsprodukter av slike epoxyder, av trimetylenoxyder samt av tetrahydro-furanderivater som inneholder hydroxyl-grupper i endestilling, som utgangsmateriale for reaksjonen med propylenoxyd. Man får også virksomme produkter ved å omsette de hydroxylgruppeholdige utgangsmaterialer med blandinger av propylenoxyd og andre epoxyder. Imidlertid har det vist seg at reaksjonsprodukter av de nevnte utgangsmaterialer og propylenoxyd i regelen er best egnet for forelig-gende anvendelsesformål. As starting materials containing hydroxyl groups for the production of the polypropylene glycol ethers, e.g. mono-, di- and polyfunctional alcohols, phenols, naphthols, bisphenols and phenolic resins containing hydroxyl groups. Furthermore, reaction products of such compounds with epoxides other than propylene oxide can be used, e.g. with ethylene oxide, butylene oxide, epichlorohydrin or styrene oxide, as well as with trimethylene oxide derivatives. Polymerization products of such epoxides, trimethylene oxides and tetrahydrofuran derivatives containing hydroxyl groups in the terminal position can also be used as starting material for the reaction with propylene oxide. Active products are also obtained by reacting the starting materials containing hydroxyl groups with mixtures of propylene oxide and other epoxides. However, it has been shown that reaction products of the aforementioned starting materials and propylene oxide are generally best suited for the present application.
Polmerisasjonsprodukter av propylen-oxyder, eventuelt i blanding med andre epoxyder og med trimetylenoxyder er egnet for direkte anvendelse i trebeskyttelsesmidler forutsatt at de er tungt oppløse-lige i vann. Også her er i regelen de rene polypropylenoxydpolymerisater best egnet. Polymerization products of propylene oxides, possibly in a mixture with other epoxides and with trimethylene oxides, are suitable for direct use in wood preservatives, provided they are poorly soluble in water. Here too, as a rule, the pure polypropylene oxide polymers are best suited.
I nedenstående tabell vises effekten av forskjellig polypropylenglykoletere mot «blomstring» av pentaklorfenoler. Der blev her anvendt som impregneringsmiddel en oppløsning av 40 vektsdeler teknisk pen-taklorfenol, 15 vektsdeler av det stoff som skal prøves og 45 vektsdeler 2-cyklohexyli-den-cyklohexanon i testbensin i mengdeforholdet 1:9. The table below shows the effect of different polypropylene glycol ethers against "blooming" of pentachlorophenols. A solution of 40 parts by weight of technical pentachlorophenol, 15 parts by weight of the substance to be tested and 45 parts by weight of 2-cyclohexylidene-cyclohexanone in test petrol in a ratio of 1:9 was used as impregnating agent.
Uten tilsetning av det stoff som skal prøves fikk man ved anvendelse av en opp-løsning som ovenfor angitt den «blomstring» som er typisk for pentaklorfenolet kort tid etter at impregneringsmidlet var påført trevirket. Without the addition of the substance to be tested, when using a solution as indicated above, the "blooming" that is typical for pentachlorophenol was obtained shortly after the impregnation agent had been applied to the wood.
Eksempel. Example.
Et trebeskyttelsesmiddel bestående av en 5 pst.'s oppløsning av (3-naftol i isopro-paraol og hexaklorepoxy-oktahydrodime-tan-naftalin og av en likeledes 5 pst.'s oppløsning av N-metyl-benzazimid-dimetyl-ditiofosforsyreester i xylen viser 48 timer etter at de er påført trevirket en hvit «blomstring» på treets overflate. De samme trebeskyttelsesmidler viser etter tilsetning av 5 pst. av en polypropylenglykoleter fremstillet på kjent måte av 1 mol butandiol og 35 mol propylenoxyd intet spor av «blomstring» etter at de er på-ført trevirket. A wood preservative consisting of a 5% solution of (3-naphthol in isopro-paraol and hexachlorepoxy-octahydrodime-tan-naphthalene and a similarly 5% solution of N-methyl-benzamide-dimethyl-dithiophosphoric acid ester in xylene shows 48 hours after they have been applied to wood a white "blooming" on the surface of the wood. The same wood preservatives show no trace of "blooming" after the addition of 5% of a polypropylene glycol ether prepared in a known manner from 1 mol of butanediol and 35 mol of propylene oxide that they are applied to the wood.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US3718470A | 1970-05-14 | 1970-05-14 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| NO132938B true NO132938B (en) | 1975-10-27 |
| NO132938C NO132938C (en) | 1976-02-04 |
Family
ID=21892911
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO176171A NO132938C (en) | 1970-05-14 | 1971-05-11 |
Country Status (7)
| Country | Link |
|---|---|
| JP (1) | JPS506561B1 (en) |
| CA (1) | CA958159A (en) |
| DK (1) | DK142000B (en) |
| FI (1) | FI55064C (en) |
| GB (1) | GB1319417A (en) |
| NO (1) | NO132938C (en) |
| SE (1) | SE366565B (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP3578128B2 (en) * | 2001-09-17 | 2004-10-20 | 新菱冷熱工業株式会社 | Method and apparatus for incinerating shochu waste liquid or soy sauce waste liquid |
-
1971
- 1971-04-05 CA CA109,666A patent/CA958159A/en not_active Expired
- 1971-05-11 NO NO176171A patent/NO132938C/no unknown
- 1971-05-11 SE SE607171A patent/SE366565B/xx unknown
- 1971-05-13 DK DK231271A patent/DK142000B/en unknown
- 1971-05-13 JP JP3219071A patent/JPS506561B1/ja active Pending
- 1971-05-13 GB GB1482371A patent/GB1319417A/en not_active Expired
- 1971-05-13 FI FI133471A patent/FI55064C/en active
Also Published As
| Publication number | Publication date |
|---|---|
| FI55064C (en) | 1979-05-10 |
| GB1319417A (en) | 1973-06-06 |
| NO132938C (en) | 1976-02-04 |
| FI55064B (en) | 1979-01-31 |
| SE366565B (en) | 1974-04-29 |
| DK142000C (en) | 1980-12-15 |
| DE2123201B2 (en) | 1976-04-29 |
| JPS506561B1 (en) | 1975-03-15 |
| DE2123201A1 (en) | 1971-12-02 |
| DK142000B (en) | 1980-08-04 |
| CA958159A (en) | 1974-11-26 |
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