NO131068B - - Google Patents
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- NO131068B NO131068B NO02231/70A NO223170A NO131068B NO 131068 B NO131068 B NO 131068B NO 02231/70 A NO02231/70 A NO 02231/70A NO 223170 A NO223170 A NO 223170A NO 131068 B NO131068 B NO 131068B
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- Prior art keywords
- acid
- urea
- bleaching
- inclusion compounds
- acids
- Prior art date
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- 150000001875 compounds Chemical class 0.000 claims description 22
- 239000002253 acid Substances 0.000 claims description 20
- -1 acyl peroxides Chemical class 0.000 claims description 19
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 17
- 239000004202 carbamide Substances 0.000 claims description 17
- 238000004519 manufacturing process Methods 0.000 claims description 10
- 150000007513 acids Chemical class 0.000 claims description 9
- 239000007844 bleaching agent Substances 0.000 claims description 8
- 239000003599 detergent Substances 0.000 claims description 7
- 238000000034 method Methods 0.000 claims description 7
- 125000001931 aliphatic group Chemical group 0.000 claims description 3
- 239000000654 additive Substances 0.000 claims 1
- 230000000996 additive effect Effects 0.000 claims 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
- 150000004965 peroxy acids Chemical class 0.000 description 11
- 238000004061 bleaching Methods 0.000 description 10
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 9
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 9
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 8
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 8
- 239000004327 boric acid Substances 0.000 description 8
- 125000004432 carbon atom Chemical group C* 0.000 description 8
- 239000001301 oxygen Substances 0.000 description 8
- 229910052760 oxygen Inorganic materials 0.000 description 8
- 239000000047 product Substances 0.000 description 7
- POULHZVOKOAJMA-UHFFFAOYSA-N methyl undecanoic acid Natural products CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 6
- XDVOLDOITVSJGL-UHFFFAOYSA-N 3,7-dihydroxy-2,4,6,8,9-pentaoxa-1,3,5,7-tetraborabicyclo[3.3.1]nonane Chemical compound O1B(O)OB2OB(O)OB1O2 XDVOLDOITVSJGL-UHFFFAOYSA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- CVXHBROPWMVEQO-UHFFFAOYSA-N Peroxyoctanoic acid Chemical compound CCCCCCCC(=O)OO CVXHBROPWMVEQO-UHFFFAOYSA-N 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- BRDYCNFHFWUBCZ-UHFFFAOYSA-N dodecaneperoxoic acid Chemical compound CCCCCCCCCCCC(=O)OO BRDYCNFHFWUBCZ-UHFFFAOYSA-N 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 4
- 150000002978 peroxides Chemical class 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- WWZKQHOCKIZLMA-UHFFFAOYSA-M octanoate Chemical compound CCCCCCCC([O-])=O WWZKQHOCKIZLMA-UHFFFAOYSA-M 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 239000005635 Caprylic acid (CAS 124-07-2) Substances 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- KFSLWBXXFJQRDL-UHFFFAOYSA-N Peracetic acid Chemical compound CC(=O)OO KFSLWBXXFJQRDL-UHFFFAOYSA-N 0.000 description 2
- 125000002252 acyl group Chemical group 0.000 description 2
- 150000008064 anhydrides Chemical class 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 239000005457 ice water Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 229960002446 octanoic acid Drugs 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 229960001922 sodium perborate Drugs 0.000 description 2
- YKLJGMBLPUQQOI-UHFFFAOYSA-M sodium;oxidooxy(oxo)borane Chemical compound [Na+].[O-]OB=O YKLJGMBLPUQQOI-UHFFFAOYSA-M 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- BOJKULTULYSRAS-OTESTREVSA-N Andrographolide Chemical compound C([C@H]1[C@]2(C)CC[C@@H](O)[C@]([C@H]2CCC1=C)(CO)C)\C=C1/[C@H](O)COC1=O BOJKULTULYSRAS-OTESTREVSA-N 0.000 description 1
- 241000588724 Escherichia coli Species 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical group C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- CODXQVBTPQLAGA-UHFFFAOYSA-N Hydroxydecanoate Chemical compound CCCCCCCCCC(=O)OO CODXQVBTPQLAGA-UHFFFAOYSA-N 0.000 description 1
- SHBUUTHKGIVMJT-UHFFFAOYSA-N Hydroxystearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OO SHBUUTHKGIVMJT-UHFFFAOYSA-N 0.000 description 1
- 239000005639 Lauric acid Substances 0.000 description 1
- SCKXCAADGDQQCS-UHFFFAOYSA-N Performic acid Chemical compound OOC=O SCKXCAADGDQQCS-UHFFFAOYSA-N 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- 241000191967 Staphylococcus aureus Species 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- VTIIJXUACCWYHX-UHFFFAOYSA-L disodium;carboxylatooxy carbonate Chemical compound [Na+].[Na+].[O-]C(=O)OOC([O-])=O VTIIJXUACCWYHX-UHFFFAOYSA-L 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- NQUPKCJGWCPODR-UHFFFAOYSA-N hexaneperoxoic acid Chemical compound CCCCCC(=O)OO NQUPKCJGWCPODR-UHFFFAOYSA-N 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 150000002484 inorganic compounds Chemical class 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 125000000468 ketone group Chemical group 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 230000002045 lasting effect Effects 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 150000002763 monocarboxylic acids Chemical class 0.000 description 1
- 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 description 1
- UQGPCEVQKLOLLM-UHFFFAOYSA-N pentaneperoxoic acid Chemical compound CCCCC(=O)OO UQGPCEVQKLOLLM-UHFFFAOYSA-N 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 230000035939 shock Effects 0.000 description 1
- 229940045872 sodium percarbonate Drugs 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B17/00—Sulfur; Compounds thereof
- C01B17/69—Sulfur trioxide; Sulfuric acid
- C01B17/74—Preparation
- C01B17/76—Preparation by contact processes
- C01B17/77—Fluidised-bed processes
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B17/00—Sulfur; Compounds thereof
- C01B17/69—Sulfur trioxide; Sulfuric acid
- C01B17/74—Preparation
- C01B17/76—Preparation by contact processes
- C01B17/765—Multi-stage SO3-conversion
- C01B17/7655—Multi-stage SO3-conversion with intermediate absorption
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Devices And Processes Conducted In The Presence Of Fluids And Solid Particles (AREA)
- Catalysts (AREA)
- Industrial Gases (AREA)
- Detergent Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Fremgangsmåte til fremstilling av blekemidler. Process for the production of bleaching agents.
Foreliggende oppfinnelse vedrører en fremgangsmåte for fremstilling av blekemidler, som er særlig egnet som en be-standdel av vaskemidler. The present invention relates to a method for the production of bleaching agents, which are particularly suitable as a component of detergents.
Mange blekemiddelpreparater, særlig Many bleach preparations, in particular
vaskemidler med blekevirkning, inneholder perforbindelser som f. eks. natriumperborat eller -percarbonat. Disse perforbindelser bevirker en god bleking når de anvendes ved koketemperatur, men virker imidlertid for langsomt ved lave temperaturer for innenfor den normale bleketid å bevirke den ønskede bleking. Dessuten er mengden av oxygen, som faktisk deltar i blekingen, forholdsvis lav i forhold til to-talmengden av aktivt oxygen. Oppfinnelsen har til hensikt å tilveiebringe inklusjonsforbindelser som gir en mer virksom bleking enn det er mulig med anorganiske perforbindelser, som natriumperborat, såvel ved lave som ved høyere temperaturer. detergents with a bleaching effect, contain percompounds such as e.g. sodium perborate or -percarbonate. These percompounds cause good bleaching when used at boiling temperature, but work too slowly at low temperatures to effect the desired bleaching within the normal bleaching time. Moreover, the amount of oxygen, which actually participates in the bleaching, is relatively low compared to the two-digit amount of active oxygen. The invention aims to provide inclusion compounds which provide a more effective bleaching than is possible with inorganic compounds, such as sodium perborate, both at low and at higher temperatures.
Man har allerede foreslått å anvende It has already been proposed to use
blekemidler som inneholder en organisk percarboxylsyre, f. eks. pereddiksyre. Som følge av disse forbindelsers ubestandighet, særlig i at alkalisk medium, som er nor-malt for vaskemidler, var det imidlertid nødvendig å fremstille dem kort tid før bruken. Det har derfor ikke vært mulig å anvende de organiske percarboxylsyrer i praksis, fordi blekemidler i alminnelighet brukes i noen tid etter fremstillingen, særlig når de er bestemt for husholdninger. bleaches containing an organic percarboxylic acid, e.g. peracetic acid. However, due to the instability of these compounds, particularly in the alkaline medium, which is normal for detergents, it was necessary to prepare them shortly before use. It has therefore not been possible to use the organic percarboxylic acids in practice, because bleaching agents are generally used for some time after production, especially when they are intended for households.
Det viste seg nu at fra monocarboxylsyrer avledede permonocarboxylsyrer og derivater av disse, som acylperoxyder, når de er kombinert med urinstoff til addukter eller såkalte inklusjonsforbindelser, opp-viser en fremragende og varig blekevirkning. It now turned out that permonocarboxylic acids derived from monocarboxylic acids and their derivatives, such as acyl peroxides, when combined with urea to form adducts or so-called inclusion compounds, exhibit an outstanding and lasting bleaching effect.
Det er kjent at urinstoff med forskjellige organiske stoffer, som alifatiske hydro-carboner, alkoholer, aldehyder, ketoner og syrer, danner såkalte inklusjonsforbindelser. Det er likeledes fra DAS 1 018 574 kjent å fremstille urinstoff-inklusjonsforbindelser av flytende, ikke-ioniserte, over-flateaktive midler, som i molekylet inneholder en kjede av kondenserte ethylen-oxydenheter. It is known that urea with various organic substances, such as aliphatic hydrocarbons, alcohols, aldehydes, ketones and acids, form so-called inclusion compounds. It is likewise known from DAS 1,018,574 to produce urea inclusion compounds from liquid, non-ionized, surface-active agents, which in the molecule contain a chain of condensed ethylene oxide units.
Det var imidlertid ikke kjent at urinstoff kan danne disse inklusjonsforbindelser også med organiske permonocarboxylsyrer, og herav avledede acylperoxyder. Det er dessuten overraskende at de organiske permonocarboxylsyrer og acylperoxyder i form av disse inklusjonsforbindelser er stabilisert på en slik måte at de dessuten kan anvendes i lang tid etter fremstillingen. However, it was not known that urea can form these inclusion compounds also with organic permonocarboxylic acids, and acyl peroxides derived from them. It is also surprising that the organic permonocarboxylic acids and acyl peroxides in the form of these inclusion compounds are stabilized in such a way that they can also be used for a long time after production.
I overenstemmelse med det foran an-førte går foreliggende oppfinnelse ut på en fremgangsmåte til fremstilling av blekemidler, som er stabile i lang tid etter fremstillingen, og som består av inklusjonsforbindelser av urinstoff, og det særegne ved fremgangsmåten er at alifatiske permonocarboxylsyrer og/eller herav avledede acylperoxyder kombineres med urinstoff slik at inklusjonsforbindelser dannes. In accordance with the foregoing, the present invention is based on a method for the production of bleaching agents, which are stable for a long time after production, and which consist of inclusion compounds of urea, and the peculiarity of the method is that aliphatic permonocarboxylic acids and/or derived acyl peroxides combine with urea to form inclusion compounds.
Blekemidlet i henhold til oppfinnelsen er særlig egnet for anvendelse som bleke-middel i vaskemidler. De kan imidlertid også anvendes som baktericid middel resp. de kan anvendes som bestanddeler i slike midler. The bleaching agent according to the invention is particularly suitable for use as a bleaching agent in detergents. However, they can also be used as a bactericidal agent or they can be used as ingredients in such remedies.
For at de skal kunne danne addukter eller inklusjonsforbindelser med urinstoff må de organiske permonocarboxylsyrer i det minste inneholde 4 C-atomer i en rett kjede. Man kan anvende persyrer med inntil 20 C-atomer i en rett kjede, hen-siktsmessig velger man persyrer med 6—10 C-atomer. In order for them to be able to form adducts or inclusion compounds with urea, the organic permonocarboxylic acids must at least contain 4 C atoms in a straight chain. Peracids with up to 20 C atoms in a straight chain can be used, preferably peracids with 6-10 C atoms are chosen.
Persyrer av denne art kan være avledet fra mettede alifatiske monocarboxylsyrer. Som eksempler kan nevnes persmør-syre, pervaleriansyre, percapronsyre, per-heptansyre, percaprylsyre, perpelargonsyre, percaprinsyre, perundecansyre, perlaurinsyre, permyristinsyre, ' perpalmitinsyre og perstearinsyre. Man kan også anvende persyrer, som inneholder substituenter, f. eks. methyl-, oxy- eller ketogrupper og/eller dobbeltbindinger. Peracids of this nature may be derived from saturated aliphatic monocarboxylic acids. As examples can be mentioned persbutyric acid, pervaleric acid, percaproic acid, perheptanoic acid, percaprylic acid, perpelargonic acid, percapric acid, perundecanoic acid, perlauric acid, permyristic acid, 'perpalmitic acid and perstearic acid. You can also use peracids, which contain substituents, e.g. methyl, oxy or keto groups and/or double bonds.
De i henhold til oppfinnelsen anvendte acylperoxyder kan være avledet fra alifatiske monocarboxylsyrer med 4—20 C-atomer i en rett kjede, særlig fra de oven-nevnte syrer. I blandede acylperoxyder kan imidlertid en av gruppene være avledet av en alifatisk monocarboxylsyre med 2 eller 3 C-atomer i en rett kjede. Acylperoxydene har følgende alminnelige formel: The acyl peroxides used according to the invention can be derived from aliphatic monocarboxylic acids with 4-20 C atoms in a straight chain, in particular from the above-mentioned acids. In mixed acyl peroxides, however, one of the groups may be derived from an aliphatic monocarboxylic acid with 2 or 3 C atoms in a straight chain. The acyl peroxides have the following general formula:
hvor R og R' er alifatiske hydrocarbon-grupper med 1—19 C-atomer i en rett kjede, hvorunder imidlertid i det minste en av gruppene R eller R' inneholder 3 eller flere C-atomer i en rett kjede. R og R' kan være substituert og inneholde det samme antall eller et forskjellige antall C-atomer. where R and R' are aliphatic hydrocarbon groups with 1-19 C atoms in a straight chain, however at least one of the groups R or R' contains 3 or more C atoms in a straight chain. R and R' may be substituted and contain the same number or a different number of C atoms.
Man kan også anvende blandinger Mixtures can also be used
av persyrer og/eller acylperoxyder. of peracids and/or acyl peroxides.
Persyrene og acylperoxydene kan fremstilles etter kjente fremgangsmåter. Persyrene kan f. eks. fåes ved at den tilsva-rende syre behandles med kondenserings-produktet av borsyre med eddiksyreanhydrid, og det dannede acylperborat om-settes med hydrogenperoxyd, og dette i henhold til følgende ligninger: The peracids and acyl peroxides can be prepared according to known methods. The peracids can e.g. is obtained by treating the corresponding acid with the condensation product of boric acid with acetic anhydride, and the formed acyl perborate is reacted with hydrogen peroxide, and this according to the following equations:
Det er også mulig først å fremstille anhydridet av den ønskede syre, f. eks. ved innvirkning av eddiksyreanhydrid og derpå å omsette anhydridet til acylpyro-borat, ved reaksjon med borsyre etter føl-gende ligninger: Acylpyroboratet behandles derpå med hydrogenperoxyd etter ligning (c). En tredje fremtillingsprosess for acyl-pyroboratene for den deretter tilsluttende behandling med hydrogenperoxyd etter ligning (c) består i at man lar syreklori-dene reagere med borsyre: Acylperoxydene kan f eks. fremstilles idet man lar en persyre reagere med en syre i henhold til etterfølgende ligning: It is also possible to first prepare the anhydride of the desired acid, e.g. by the action of acetic anhydride and then converting the anhydride to acyl pyroborate, by reaction with boric acid according to the following equations: The acyl pyroborate is then treated with hydrogen peroxide according to equation (c). A third production process for the acyl pyroborates for the subsequent treatment with hydrogen peroxide according to equation (c) consists in allowing the acid chlorides to react with boric acid: The acyl peroxides can e.g. is produced by allowing a peracid to react with an acid according to the following equation:
De dannes ofte i underordnede meng-der ved fremstillingen av persyren. They are often formed in minor quantities during the production of the peracid.
Reaksjonsproduktet kan om ønskes på kjent måte f. eks. ved ekstraksjon med lettpetroleum, befries for borsyre. The reaction product can be desired in a known manner, e.g. by extraction with light petroleum, boric acid is freed.
Produktene i henhold til oppfinnelsen kan fåes ved at man behandler persyrene eller acylperoxydene med urinstoff eller en lignende forbindelse etter de fremgangsmåter som er kjent for fremstilling av addukter eller inklusjonsforbindelser, f. eks. idet man blander dem med i et opp-løsningsmiddel som methanol oppløst urinstoff og i tilslutning hertil kjøler og/eller inndamper. De på denne måte erholdte produkter er krystallinske stoffer som opp-viser den for urinstoffaddukter eller -inklusjonsforbindelser vanlige struktur. The products according to the invention can be obtained by treating the peracids or acyl peroxides with urea or a similar compound according to the methods known for producing adducts or inclusion compounds, e.g. by mixing them with urea dissolved in methanol and then cooling and/or evaporating. The products obtained in this way are crystalline substances which exhibit the usual structure for urea adducts or inclusion compounds.
Stabiliteten av produktene i henhold til oppfinnelsen kan økes ytterligere ved at man under fremstillingen av inklusjons-forbindelsen tilsetter en liten mengde, for-trinnsvis 0,5—3 pst. svovelsyre, beregnet på den organiske permonocarboxylsyre. The stability of the products according to the invention can be further increased by adding a small amount, preferably 0.5-3% sulfuric acid, based on the organic permonocarboxylic acid, during the preparation of the inclusion compound.
Produktene i henhold til oppfinnelsen er overordentlig stabile. De eksploderer eller brenner ikke når de opphetes eller utsettes for støt, og ved lagring ved romtemperatur oppstår ingen nevneverdige oxygentap. De kan blandes med andre stoffer, f. eks. med de vanlige bestanddeler av vaskemidler, uten at de taper sin stabilitet, og oppfinnelsen omfatter derfor også anvendelsen av de angitte urinstoff-inklusjonsforbindelser i vaskemidler. De oppløses lett i vann, og de på denne måten erholdte oppløsninger har såvel ved lave som ved høye temperaturer fremragende bleke-egenskaper, de er bedre enn per-boratoppløsninger, som inneholder en lik mengde av aktivt oxygen. Dessuten opp-viser oppløsningene et bedre oxygenut-bytte enn perboratoppløsningene, dvs. den del av det aktive oxygen som faktisk deltar i blekingen er langt større enn ved perboratoppløsninger. Det er derfor lettere å anvende den riktige, og for blekingen nødvendige mengde av perforbindelsen slik at ved anvendelsen av produktene i henhold til oppfinnelsen oppnåes en bedre økonomi. De har dessuten en sterk baktericid virkning, f. eks. likeoverfor Esche-richia coli og Staphylococcus aureus. The products according to the invention are extremely stable. They do not explode or burn when heated or subjected to shocks, and when stored at room temperature no significant oxygen loss occurs. They can be mixed with other substances, e.g. with the usual components of detergents, without them losing their stability, and the invention therefore also covers the use of the stated urea inclusion compounds in detergents. They dissolve easily in water, and the solutions obtained in this way have excellent bleaching properties at both low and high temperatures, they are better than perborate solutions, which contain an equal amount of active oxygen. In addition, the solutions show a better oxygen yield than the perborate solutions, i.e. the part of the active oxygen that actually participates in the bleaching is far greater than with perborate solutions. It is therefore easier to use the correct, and for the bleaching, necessary amount of the percompound so that a better economy is achieved when using the products according to the invention. They also have a strong bactericidal effect, e.g. opposite Escherichia coli and Staphylococcus aureus.
Eksempel 1. Example 1.
a) 50 g (0,8 mol) borsyre ble blandet med 250 g (2,45 mol) eddiksyreanhydrid, og a) 50 g (0.8 mol) boric acid was mixed with 250 g (2.45 mol) acetic anhydride, and
opphetet ved 90° C. Under reaksjonen steg temperaturen som følge av den utviklede reaksjonsvarme til 120° C. Ved kjøling av reaksjonsblandingen erholdtes pyroborsyreacetat med et utbytte av 92 pst., beregnet på den anvendte borsyre. b) 15,2 g (0,05 mol) pyroborsyreacetat ag 28,8 g (0,2 mol) caprylsyre ble blandet heated at 90° C. During the reaction, the temperature rose as a result of the heat of reaction developed to 120° C. On cooling the reaction mixture, pyroboric acid acetate was obtained with a yield of 92 per cent, calculated on the boric acid used. b) 15.2 g (0.05 mol) pyroboric acetate and 28.8 g (0.2 mol) caprylic acid were mixed
med 60 mol xylol og opphetet på vannbad bil ca. 90° C inntil man fikk en klar opp-løsning. Xylolet og den under reaksjonen dannede eddiksyre ble avdestillert ved en temperatur av 30—40° C i et vakuum av 15 mm Hg. Residuet var en krystallinsk fast masse som besto av pyroborsyrecaprylat. Utbyttet andro til 99 pst, beregnet på det anvendte pyroborsyreacetat. with 60 mol xylol and heated on a water bath car approx. 90° C until a clear solution was obtained. The xylene and the acetic acid formed during the reaction were distilled off at a temperature of 30-40° C in a vacuum of 15 mm Hg. The residue was a crystalline solid consisting of pyroboric caprylate. Yield of andro to 99 percent, calculated on the pyroboric acid acetate used.
c) 12, 5 g (0,02 mol) pyroborsyrecaprylat ble i løpet av ca. 15 minutter tilsatt c) 12.5 g (0.02 mol) pyroboric acid caprylate was added during approx. 15 minutes added
0,08 mol i ether oppløst hydrogenperoxyd ved 10° C. Reaksjonsblandingen ble holdt i det minste i 1 time ved romtemperatur (ca. 20° C), hvorpå den dannede borsyre ble avfiltrert. Filtratet ble vasket med vann og tørket med natriumsulfat, hvorpå etheren ble avdestillert ved ca. 20° C i et vakuum av 15 mm Hg. Residuet besto av en blanding av percaprylsyre (68 pst.) dicaprylperoxyd (25 pst.), caprylsyre (4 pst.) og borsyre (3 pst.). Utbyttet av perforbindelser andro til 65 pst., beregnet på det anvendte pyroborsyrecaprylat. Residuet er en temmelig ubestandig væske, i hvilken perforbindelsene ved romtemperatur er spaltet praktisk talt fullstendig i løpet av ca. 8 dager. 0.08 mol hydrogen peroxide dissolved in ether at 10° C. The reaction mixture was kept for at least 1 hour at room temperature (approx. 20° C), after which the boric acid formed was filtered off. The filtrate was washed with water and dried with sodium sulfate, after which the ether was distilled off at approx. 20° C in a vacuum of 15 mm Hg. The residue consisted of a mixture of percaprylic acid (68 per cent), dicapryl peroxide (25 per cent), caprylic acid (4 per cent) and boric acid (3 per cent). The yield of per compounds increased to 65 per cent, calculated on the pyroboric acid caprylate used. The residue is a rather unstable liquid, in which the per compounds at room temperature are practically completely decomposed within approx. 8 days.
d) 10 g av dette residuum ble ved romtemperatur (ca. 20° C) blandet med 50 g d) 10 g of this residue was mixed at room temperature (approx. 20° C) with 50 g
urinstoff oppløst i 250 ml methanol; blan-dingen ble avkjølt til h-10° C, og det her-ved utfelte urene urinstoff ble avfiltrert. Filtratet ble ved inndampning ved 40° C i et vakuum av 15 mm Hg befridd for methanol. Residuet (29,5 g) besto i det vesentlige av urinstoff-inklusjonsforbindelser av percaprylsyre og dicaprylperoxyd. Det inneholdt ca. 18 pst. perforbindelser. Produktet var bestandig, ved oppbevaring ved romtemperatur kunne det etter 7 dager ikke påvises noe oxygentap. urea dissolved in 250 ml of methanol; the mixture was cooled to -10° C, and the impure urea precipitated here was filtered off. The filtrate was freed from methanol by evaporation at 40° C. in a vacuum of 15 mm Hg. The residue (29.5 g) consisted essentially of urea inclusion compounds of percaprylic acid and dicapryl peroxide. It contained approx. 18 percent per connections. The product was stable, when stored at room temperature no oxygen loss could be detected after 7 days.
e) Den etter c) erholdte rå percapryl-syreblanding ble fraksjonert i et vakuum e) The crude percaprylic acid mixture obtained after c) was fractionated in a vacuum
av 15 mm Hg. Det erholdtes på denne måte praktisk talt rent dicaprylperoxyd. Dicaprylperoxyder er et temmelig bestandig krystallinsk fast stoff, som ved romtemperatur i løpet av 8 dager taper ca. of 15 mm Hg. Practically pure dicapryl peroxide was obtained in this way. Dicapryl peroxide is a fairly stable crystalline solid, which at room temperature loses approx.
18 pst. av det aktive oxygen. Det kan på 18 percent of the active oxygen. It can on
den i d) beskrevne måte overføres til urinstoff -inklusj onsf orbindelser. the way described in d) is transferred to urea inclusion compounds.
Eksempel 2. Example 2.
a) 39,8 g (0,2 mol) laurinsyre oppløst i 61,2 g (0,6 mol) svovelsyre (96 pst.) ble a) 39.8 g (0.2 mol) lauric acid dissolved in 61.2 g (0.6 mol) sulfuric acid (96 percent) was
langsomt ved 10° C under konstant omrø-ring tilsatt 20,5 g (0,3 mol) av en 50 pst.s hydrogenperoxydoppløsning. Derpå ble omrørt ytterligere i 3 timer ved 15° C. Den på denne måte erholdte suspensjon ble fortynnet med isvann, hvorunder persyren ble utfelt. Utfellingen ble avsuget, vasket fire ganger med isvann, og tørket i en vakuumeksikator. Det erholdtes 39 g av et tørt krystallinsk produkt som inneholdt 89 pst perlaurinsyre (utbytte 81 pst.). slowly at 10° C with constant stirring added 20.5 g (0.3 mol) of a 50% hydrogen peroxide solution. It was then stirred for a further 3 hours at 15° C. The suspension obtained in this way was diluted with ice water, during which the peracid was precipitated. The precipitate was filtered off, washed four times with ice water, and dried in a vacuum desiccator. 39 g of a dry crystalline product containing 89 per cent perlauric acid (yield 81 per cent) were obtained.
b) 6 g av den etter a) erholdte perlaurinsyre og 18 g urinstoff ble oppløst i 100 ml methanol. Oppløsningen tale opphetet b) 6 g of the perlauric acid and 18 g of urea obtained after a) were dissolved in 100 ml of methanol. The resolution speech heated
på vannbad, og oppløsningsmidlet ble av-dampet i vakuum. Herunder erholdtes on a water bath, and the solvent was evaporated in vacuo. Below was obtained
23,9 g av den rene inklusjonsforbindelse 23.9 g of the pure inclusion compound
med 23 pst.s perlaurinsyreinnhold. with 23 percent perlauric acid content.
Claims (1)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE1929388A DE1929388C3 (en) | 1969-06-10 | 1969-06-10 | Process for the production of sulfur trioxide |
Publications (2)
Publication Number | Publication Date |
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NO131068B true NO131068B (en) | 1974-12-23 |
NO131068C NO131068C (en) | 1975-04-02 |
Family
ID=5736572
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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NO2231/70A NO131068C (en) | 1969-06-10 | 1970-06-09 |
Country Status (17)
Country | Link |
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JP (1) | JPS5421317B1 (en) |
AT (1) | AT298515B (en) |
BE (1) | BE751766A (en) |
CA (1) | CA926088A (en) |
CH (1) | CH565112A5 (en) |
DE (1) | DE1929388C3 (en) |
EG (1) | EG10548A (en) |
ES (1) | ES380523A1 (en) |
FI (1) | FI57088C (en) |
FR (1) | FR2051041A5 (en) |
GB (1) | GB1316608A (en) |
NL (1) | NL7008316A (en) |
NO (1) | NO131068C (en) |
SE (1) | SE368189B (en) |
SU (1) | SU1079171A3 (en) |
YU (1) | YU138570A (en) |
ZA (1) | ZA703458B (en) |
Families Citing this family (1)
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CN114210274B (en) * | 2021-11-30 | 2024-08-23 | 武汉搜优数字科技有限公司 | Sulfur trioxide gas generating device with determined concentration and generating method thereof |
-
1969
- 1969-06-10 DE DE1929388A patent/DE1929388C3/en not_active Expired
-
1970
- 1970-05-20 CA CA083143A patent/CA926088A/en not_active Expired
- 1970-05-20 CH CH746470A patent/CH565112A5/xx not_active IP Right Cessation
- 1970-05-21 ZA ZA703458A patent/ZA703458B/en unknown
- 1970-05-22 GB GB2489470A patent/GB1316608A/en not_active Expired
- 1970-06-01 YU YU01385/70A patent/YU138570A/en unknown
- 1970-06-04 FI FI1596/70A patent/FI57088C/en active
- 1970-06-04 EG EG251/70A patent/EG10548A/en active
- 1970-06-05 SU SU701445821A patent/SU1079171A3/en active
- 1970-06-08 NL NL7008316A patent/NL7008316A/xx not_active Application Discontinuation
- 1970-06-08 ES ES380523A patent/ES380523A1/en not_active Expired
- 1970-06-09 NO NO2231/70A patent/NO131068C/no unknown
- 1970-06-10 FR FR7021345A patent/FR2051041A5/fr not_active Expired
- 1970-06-10 AT AT521870A patent/AT298515B/en not_active IP Right Cessation
- 1970-06-10 SE SE08050/70A patent/SE368189B/xx unknown
- 1970-06-10 JP JP4978370A patent/JPS5421317B1/ja active Pending
- 1970-06-10 BE BE751766D patent/BE751766A/en not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
AT298515B (en) | 1972-05-10 |
YU138570A (en) | 1982-05-31 |
FI57088C (en) | 1980-06-10 |
BE751766A (en) | 1970-12-10 |
FI57088B (en) | 1980-02-29 |
SE368189B (en) | 1974-06-24 |
ZA703458B (en) | 1971-01-27 |
GB1316608A (en) | 1973-05-09 |
DE1929388A1 (en) | 1971-01-07 |
ES380523A1 (en) | 1972-10-01 |
NL7008316A (en) | 1970-12-14 |
JPS5421317B1 (en) | 1979-07-30 |
CH565112A5 (en) | 1975-08-15 |
DE1929388C3 (en) | 1979-06-21 |
NO131068C (en) | 1975-04-02 |
EG10548A (en) | 1976-07-31 |
SU1079171A3 (en) | 1984-03-07 |
DE1929388B2 (en) | 1972-10-05 |
FR2051041A5 (en) | 1971-04-02 |
CA926088A (en) | 1973-05-15 |
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