DEP0014718DA - Process for the production of reaction products of high molecular weight, polyunsaturated compounds with sulfur dioxide. - Google Patents
Process for the production of reaction products of high molecular weight, polyunsaturated compounds with sulfur dioxide.Info
- Publication number
- DEP0014718DA DEP0014718DA DEP0014718DA DE P0014718D A DEP0014718D A DE P0014718DA DE P0014718D A DEP0014718D A DE P0014718DA
- Authority
- DE
- Germany
- Prior art keywords
- production
- molecular weight
- sulfur dioxide
- high molecular
- reaction products
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 238000004519 manufacturing process Methods 0.000 title claims description 5
- 238000000034 method Methods 0.000 title claims description 4
- 150000001875 compounds Chemical class 0.000 title description 9
- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 title description 8
- 239000007795 chemical reaction product Substances 0.000 title description 2
- 239000007788 liquid Substances 0.000 claims description 3
- 150000001299 aldehydes Chemical class 0.000 claims 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N titanium dioxide Inorganic materials O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 229920006395 saturated elastomer Polymers 0.000 description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- 150000002576 ketones Chemical class 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 description 2
- 239000004927 clay Substances 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- 101100316790 Dictyostelium discoideum vatA gene Proteins 0.000 description 1
- 244000292411 Excoecaria agallocha Species 0.000 description 1
- 206010020400 Hostility Diseases 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- YACLQRRMGMJLJV-UHFFFAOYSA-N chloroprene Chemical compound ClC(=C)C=C YACLQRRMGMJLJV-UHFFFAOYSA-N 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- 229940035564 duration Drugs 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 150000002432 hydroperoxides Chemical class 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- -1 methyl ethyl Chemical group 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- HVAMZGADVCBITI-UHFFFAOYSA-M pent-4-enoate Chemical compound [O-]C(=O)CCC=C HVAMZGADVCBITI-UHFFFAOYSA-M 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
Description
filrVEeeJEtl&n&produkt& efilrVEeeJEtl & n & product & e
^ mehrfach. isnge sttt lgteg|,VeiH in dungen ffiit Schwefel-«3)loxyd·^ multiple. isnge sttt lgteg |, VeiH in dungen ffiit sulfur- «3) loxyd ·
Die Erfindung bezieht sieh, auf eine Verbesserung isa Herstellungsverfahren fte Hea&tionsprodukt® von ©olefeulareaf me&rfaeh ungesättigten Verl Schwefeldio^yde laea der vorliegenden Erfindung wlrd laden betreffenden Herstellungsverfahren das Schvefeldioxjrd veranlasaty i& Form flüssiger oder gel8st®pt loser raolekttla« rer Verbindaiigön mit Aldei^den oder Ketonen Moeteolekularer raehrfacli suageslttigter Yerblndungen zm reagieren«The invention relates check, fte to an improvement isa manufacturing method Hea & tionsprodukt® of © olefeularea f me & rfaeh unsaturated Verl Schwefeldio ^ yde laea the present invention wlrd load manufacturing method concerned the Schvefeldioxjrd veranlasaty i the form of liquid or gel8st®p t loose raolekttla "rer Verbindaiigön with Aldei ^ the or ketones of moeteolecular highly saturated compounds to react "
Als Beispiel hoclimuilekiilarerg mehrfaelx e&ttigter Stilb Bt&xiz&n seien genannt t na tür 1 leiter txnd seine Derivate^ Polymerisationsprodukte warn oder Homolofain b®zwa Derivat» daraus 9 wit Dime thy ll>utadlenf Pentadi®n und Chloropren» Copol$m&® von Verbindungen der genannten Substanzen ixntereinander im®. Copolymere &®r genannten löBomsra mit ®na®r©%L@ ung»- alttigtea organiselien Siihstangen* Polymer© von Ä«©tylen oder ioraol©gen beasv« Derivat© hiervon» f®w»r OopolymeiH» von Azetyleslcohlenwaeeer β topfen (oder deren Derivaten) mit ButadienlcohlemmBfierstofien (oder deren Derivaten)» wie Copolymere von Vinyl-A«e tjlen mit But,adient Oopolymer© vonAs an example, a number of different types of stilb Bt & xiz & n may be mentioned t of course 1 ladder txnd its derivatives ^ polymerization products were or homolofain or a derivative »from it 9 wit dimethy ll> utadlen f pentadi®n and chloroprene» copolymers & ® of compounds of the named substances in the®. Copolymers & ®r called LöBomsra with ®na®r ©% L @ ung »- alttigtea organiselien Siihstangen * Polymer © from Ä« © tylen or ioraol © gen beasv «derivative © thereof» f®w »r OopolymeiH» from Acetyleslcohlenwaeeer β pot (or derivatives thereof) with ButadienlcohlemmBfierstofien (or derivatives thereof) "as copolymers of vinyl-A" e tj len with but, ADIUMS t Oopolymer © by
stoffen mit Alkenes^, wie Z0B0 Isobuten* mit wie Styremt Vinylchlorid» Vinyl® ©torf substances with Alkenes ^, such as Z 0 B 0 isobutene * with such as Styrem t vinyl chloride »Vinyl® © tor f
Aerylonltril» oder mit unge'BSttlgtea Ketonen oder Ithern# wie Ä©rolein# Methyl· Isopropeny!ketone und Vinyl-Aethy 1-Äther« lan kann auch von Gemischen ier genannten hochmolekularen Substans@a Di® hoohmole&ularen» asehrfash ungesättigten fcSnnen der Reaktion aueh msemmn mit niedrig·Aerylonltril "or unge'BSttlgtea ketones or Ithern # such as Ä © rolein # methyl ethyl Isopropeny! Ketone and vinyl Aethy 1-ether" lan can also be mixtures of the reaction ier said high molecular Substans @ a DI® hoohmole & ularen "asehrfash unsaturated fcSnnen aueh msemmn with low
uagseattigteii Verbindtmgen unterworfen werden* ßiedrlgmolekularen Verbindungen fcdnnen monomere sein oder Substan2tn# die selbst ale Polymerisation©· produkte angesehen werden können* SI® können einfach oder mehrfach ungesättigt eeine Eine Gruppe niedrigmolekularer, ungeslttlgtei» Verbindungen die für d@n vorliegenden &w®e3£ gute Dienste leistet, wird durch die Alkadiene gebildet, ζ*Β* Butadien und it5-H@x&&ieaae Ander© Verbindungen« die besonder« Beachtung verdienen, sinds Ally !verbindungen» wi® Z8B8 Allyl alcohol. Allyl-uagseattigteii Verbindtmgen be subjected * fcdnnen ßiedrlgmolekularen compounds monomeric or be Substan2tn # self ale polymerization © · products may be considered * SI® can be mono- or polyunsaturated eein e A group of low molecular weight, ungeslttlgtei "compounds, for d @ n present & w®e3 £ serves well, is formed by the alkadienes, ζ * Β * butadiene and i t 5-H @ x && ieaa e other © compounds «which deserve special attention, are ally compounds» wi® Z 8 B 8 allyl alcohol. Allyl
., Allylacetat^ Allyl© ap;ronatf Allyllsothiocyanate AllyIo1®at und he Bonders «al® wie &*Bo O-Bi&llylphfchal&i wa& Di&llyla&fpat» arenas von hoehmolelaalaFan und niedrigaoleieularei!! Verfeindungen wird in dieser Beeehreibung angenommen "bei einem Molekulargewicht ron 5000«., Allylacetat ^ Allyl © ap; ronat f Allyllsothiocyanate AllyIo1®at und he Bonders «al® wie & * Bo O-Bi & llylphfchal & i wa & Di & llyla & fpat» arenas of hoehmolelaalaFan und niedigaoleieularei !! Hostilities are assumed in this description "with a molecular weight ron 5000"
Vor zug aweise findet ein© Substanz hei ϋ&τ Bea&tio» als iösaiigamitt©!Preferably, a © substance is called ϋ & τ Bea & tio »as iösaiigamitt ©!
Outer "losen molekül area, Verbindungen" steht nan moleleul&r© K&!sblxmtlQn@n$ in ä®raea die ursprtoglieh® Natur ö©r i^ersoliiedeneB Koi^onentea im anver&adert g»^lie"ben ist« Beispiel© di© fShlg siaadg los» molekmla^e g>ia rait SO2 eiHÄiigelieat eiads CarfeoivlvegfeIndungen, wie Awton, Metbyl@©tliyll£©toiif Cyololiezanoa# Aseto-Outer "loose molecule area, connections" stands nan moleleul & r © K &! SblxmtlQn @ n $ in ä®raea the original nature ö © ri ^ ersoliiedeneB Koi ^ onentea in the different & vert g »^ love is« example © di © fShlg siaadg los »molekmla ^ eg> ia rait SO 2 eiHÄiigeliea t eiads Carfeoivlvegfendungen, such as Awton, Metbyl @ © tliyll £ © toii f Cyololiezanoa # Aseto-
In solclien lesen* moletaal&ren K©itfbinatioa®n ißt in wrftälfciiismlssig stsÄenRead in solclien * moletaal & ren K © itfbinatioa®n eats in cubic form
iBfesr als die KonzBnti?ationen s die "toi Verwendung Ton Loeiing®» iron iitßanol oder Methanol noraal siade Beim Torliegenden Verfahr» sind hohe Werte für die s©few®teldio^ydkonsentr®tioiien grosser Bedetatungt da mit der stirte dies®f das Re als ti one tempo und ferner di®As far as the concBn ti? ations s the "toi use clay Loeiing®" iron iitßanol or methanol normal siad e With the gate-laying process " high values are for the few®teldio ^ ydconsentr®tioiien of great concern because with the this this®f the Re as ti one tempo and also di®
d@s Schweizldiesyds in d@n Verbindungen EuniBaat« Im ¥@rglei®li in der gleichen Kon»n-d @ s Schweizldiesyds in d @ n connections EuniBaat «Im ¥ @ rglei®li in the same con» n-
tration haiaeii los© molefemlare VeÄlitö-ungen und Lösungen daraus den Vorteil des geringeren Selwiftl« g was zur Folge hat, das® die dur@2i das Gas auf tretende BeMnderang verminderttration haiaeii los © molefemlare solutions and solutions therefrom have the advantage of lower selwiftl «g, which has the consequence that the dura- tion of the gas that occurs is reduced
Es ist ferner m*ogiiüh& für die Reaktion lose molekular® KosSsinationen Ton SO2 ssu τ erw®ndenf in denen ein ü¥eFseiiuse τοη S©2 gelöst 1st, aber dieser wird schnell wieder ®ntiwiohenf was suIt is also m * & ogiiüh for the reaction loose molekular® KosSsinationen sound SO 2 ssu τ erw®nden f where a u ¥ eFseiiuse τοη S © 1st solved two, but this is f ®ntiwiohen quickly what su
Pur die Herstellung τοη ReaktionsproduktenPur the production of τοη reaction products
Subatang©af wie S0B0 Granmi^ mit SOg, let nach der Torli©ge.n&<®n Erfindung die molekulare Koiibimatioii Ton Aceton mit S0g als l>©sond®f»© geeignet befunden worden® Die»0 Adaukt# das unter normalen Bedingungen tImesig ist und sich in Wasser ni©ht ist femer nicht entsündl>arg la öegensatss euSubatang © a f as S 0 B 0 Granmi ^ with SOg, let after the Torli © ge.n &<®n invention the molecular Koiibimatioii clay acetone with S0 g as l> © sond®f »© has been found suitable® The» 0 # Adaukt the Imesig under normal conditions t and is water-ni © ht furthermore not entsündl> ar g la öegensatss eu
Ijestelsi aus einem Molekül Aceton und einem Molekül SOgρ enthalt iafolgedessen u&gaf&hr 52f5Ijestelsi from one molecule of acetone and one molecule of SOg ρ consequently contains u & gaf & hr 52 f 5
SO2 wad let b©t3?&ehtli@D stabiler als s«B« in Methanol oder Methanol ge1δete ρ SOg* As®tonSO2 wad let b © t3? & Ehtli @ D more stable than s «B« in methanol or methanol ρ SOg * As®ton
dureh Perostyde mad Hydroperoxide, welche "feel Reaktionen Ton hoehsioletoilaren mehrfach
e&ttlgtexL Verbindu&gen mti
als B®sktioiiöl>©S€iil@tmlg@f»
oayälert* Ferner ist ©@ billiger als die geaanaten Alkohol®βDureh Perostyde mad hydroperoxides, which "feel reactions" tone highsioletoilaren multiple e & ttlgtexL compounds with
as B®sktioiiöl> © S € iil @ tmlg @ f »
oayälert * Furthermore, © @ is cheaper than the common alcohol®β
Das ?@Ff®h3?ea aacli der Srf i33iäuag kann otasThe? @ Ff®h3? Ea aacli the Srf i33iäuag can otas
·*■ 100C JPUi· hoefe-· * ■ 10 0 C JPUi · hoefe-
# ae&rfaffih "sogeslitlgte Verbindmzig®n mit # ae & rfaffih "so-called established connections with
Hilft foa A2@t©a eagswenäei w®rÖÄat oh»! dass ©to V©3?lust τοπ S0g eintritt« So ist es Lf wenn man s;oB« tob öiMiml auegeht@ ohne Schwierigkeiten m, eiB©® Eadps?o<i\&t zu gelangen mitHelps foa A2 @ t © a eagswenäei w®rÖÄa t oh »! that © to V © 3? lust τοπ S0 g occurs «So it is L f when one s; o B «tob öiMiml auegeht @ without difficulty m, eiB © ® Eadps? o <i \ & t to get with
ein»ffl jaaxiiaalea Schwefel gehalt fön tmgefato 22 Gewe Weim J#do©h @nd@rers@itg Aethanol oder Methanol al® fttr SOg vawandet wirdf a »ffl jaaxiiaalea sulfur content fön tmgefato 22 Gew e Weim J # do © h @ nd @ rers @ itg ethanol or methanol al® fttr SOg is vawandet f
durete ent^icHendea SO2 sallowed ent ^ icHendea SO 2 s
wi&B man steh mit niedrigeren SOg wi & B you stand with lower SOg
ferner ®it Te^e^atia^ii Ton edri^r ar"beit@ae So ist fürfurther ®it Te ^ e ^ atia ^ ii tone edri ^ r ar "beit @ a e So is for
eil» SO*?- LSsnag la Aetfcano! feel eia@p TeaperatiaF ft / hurry »SO *? - LSsnag la Aetfcano! feel eia @ p TeaperatiaF ft /
etwa 10 jp aise SOg-Koi^entratioa von nur 16-20about 10 jp aise SOg-Koi ^ entratioa of only 16-20
eine lolekular-So^biaatioa mit SO^ an si eil nicht genügend stabil iet# so kaaa man docb aach der Erfindung radt Diasseton-a lolekular-So ^ biaatioa with SO ^ an si eil is not sufficiently stable # so kaaa man docb after the invention radt Diasseton-
alkohol erfolgreich arfeeiteat da . ► dieTO Molekular**alcohol successful arfeeitea t da. ► dieTO Molecular **
sich vaxt®T Bildung der losen molefculareii aus Aceton w®l SO2 sersetai* vaxt®T Formation of loose molefculareii from acetone w®l SO 2 sersetai *
das Meditim# welches das Schwefeldioxid das Reakti©nspa?©dolct des Schwsfeldioxyds mit iiBg© sättigten Verbindungen nicht auf 15st§ kann di©«8 EeafetioasproöKlEt in die gewünscnt» Fosm g@- liFaeßt werden, κ©Ββ als Paden# Fiber, Bajad oder FiIm^ dadureh dass die Losaangg welelie di® tmg©sättigten Reaktioae-Koiaponenteii @nth^ltf in die Flüssigkeit* die das Schwefeldioxid enthaltf d-arch &%m geeignete Dts« wirde ? the Meditim # which the sulfur dioxide the Reakti © NSPA © does not dolct of Schwsfeldioxyds with iiBg © saturated compounds on 15st § can di © «8 EeafetioasproöKlEt in the gewünscnt" FOSM g @ - liFaeßt are κ © Ββ # as Paden Fiber, Bajad Or FiIm ^ dadureh that the Losaangg welelie di® tmg © saturated Reaktioae-Koiaponenteii @ nth ^ lt f in the liquid * which contains the sulfur dioxide f d-arch &% m suitable Dts " e
El»» Lfteiuig τ©» 6#$ &&mt (le Latexerepe) i» eto©F MleohmigEl »» Lfteiuig τ © »6 # $ && mt (le Latexerepe) i» eto © F Mleohmig
B«nsln vatA Toluol «tod het 15°/ la eiaB "nsln vatA toluene" tod het 15% / la eia
g welols»© in elm Miwlittiag wm. g welols »© in elm Miwlittiag wm.
ässs daß Bmä iifigsfllhp 506 g «stth^lt· Die la Frage tesmeaö* CrUiaallSeung 1stAs that Bmä iifigsfllhp 506 g «stth ^ lt · The question tesmeaö * CrUiaallSeung is
Kit 15 ö«n*$i ^#tralte-P®fovö. (auf &@a CAuanl aktiviert wöi^Be D@f ®o gebildete Faä@a iuit9 er gewa^ctoa «ad ^teoeksiet wordeB istf von 22»ii G©w.^ « Weim dl· °# to mit SOg gesftttigtKit 15 ö «n * $ i ^ # tralte-P®fovö. (on & @ a CAuanl activated wöi ^ Be D @ f ®o formed Faä @ a iuit 9 er gewa ^ ctoa «ad ^ teoeksiet wordeB is f from 22» ii G © w. ^ «Weim dl · ° # to with SOg saturated
«orden w$@ms m vurde der siisfe bildeiÄ Faden 13% «Order w $ @ m s m vurde der siisfe bildeiÄ thread 13%
Claims (1)
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