DEM0001032MA - Process for the production of synthetic resins - Google Patents
Process for the production of synthetic resinsInfo
- Publication number
- DEM0001032MA DEM0001032MA DEM0001032MA DE M0001032M A DEM0001032M A DE M0001032MA DE M0001032M A DEM0001032M A DE M0001032MA
- Authority
- DE
- Germany
- Prior art keywords
- weight
- synthetic resins
- hydrochloric acid
- hydrocarbons
- acid
- 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
- 229920003002 synthetic resin Polymers 0.000 title claims description 4
- 239000000057 synthetic resin Substances 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims 4
- 238000004519 manufacturing process Methods 0.000 title claims 2
- 239000002253 acid Substances 0.000 claims description 6
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 claims description 5
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 claims description 4
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 claims description 4
- 229930195733 hydrocarbon Natural products 0.000 claims description 3
- 150000002430 hydrocarbons Chemical class 0.000 claims description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 4
- 238000006243 chemical reaction Methods 0.000 claims 3
- 241000238558 Eucarida Species 0.000 claims 1
- 229930040373 Paraformaldehyde Natural products 0.000 claims 1
- 229910000831 Steel Inorganic materials 0.000 claims 1
- 150000001298 alcohols Chemical class 0.000 claims 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 claims 1
- 239000003245 coal Substances 0.000 claims 1
- 238000000605 extraction Methods 0.000 claims 1
- 125000001475 halogen functional group Chemical group 0.000 claims 1
- 229920002866 paraformaldehyde Polymers 0.000 claims 1
- 239000010959 steel Substances 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
- 150000007513 acids Chemical class 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
- BTXXTMOWISPQSJ-UHFFFAOYSA-N 4,4,4-trifluorobutan-2-one Chemical compound CC(=O)CC(F)(F)F BTXXTMOWISPQSJ-UHFFFAOYSA-N 0.000 description 1
- BQACOLQNOUYJCE-FYZZASKESA-N Abietic acid Natural products CC(C)C1=CC2=CC[C@]3(C)[C@](C)(CCC[C@@]3(C)C(=O)O)[C@H]2CC1 BQACOLQNOUYJCE-FYZZASKESA-N 0.000 description 1
- 240000007124 Brassica oleracea Species 0.000 description 1
- 244000228957 Ferula foetida Species 0.000 description 1
- 241000283986 Lepus Species 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- BUGBHKTXTAQXES-UHFFFAOYSA-N Selenium Chemical compound [Se] BUGBHKTXTAQXES-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000007664 blowing Methods 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 239000003575 carbonaceous material Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 235000013601 eggs Nutrition 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 230000002934 lysing effect Effects 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920003987 resole Polymers 0.000 description 1
- 229910052711 selenium Inorganic materials 0.000 description 1
- 239000011669 selenium Substances 0.000 description 1
- 239000002195 soluble material Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 150000003627 tricarboxylic acid derivatives Chemical class 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
Description
Beschreibimg
au dem Pstentgeeuch des Dr. Ferdlnsnd Meyer, Heideloerg, Bachstr. 2a
betreffend?Description
from the Pstentgeuch of Dr. Ferdlnsnd Meyer, Heideloerg, Bachstr. 2a regarding?
aYerfahren gurj.IIeys teilung yqii Kuns vhargen_^_._ a Yerfah ren g urj .IIeys division yqii Kuns vhargen _ ^ _._
Hochmolekulare, öllösliche Kunstharze mit guter VIlahiidung lassen sich durch AilL age rung von reaktionsfähigen Stoffen an das ilaturhayamolektil unter Erhaltung eier Carboxylgruppe des ISaturharsea auf verschiedene Weise gewinne/uHigh molecular weight, oil soluble resins with good V Ilahiidung can be carried Aill age tion of reactive substances to the ilaturhayamolektil while preserving eggs carboxyl group of ISaturharsea win in different ways / u
Saah der deutschen Patentschrift 440O0J werden Piienolreaole alt Kolophonium zur Reaktion gebracht. Bs wird hierbei angBnominen, dass die Phenolresole mit der Abietinsäure unter Bildung eines Ohroinanringes au Polycarbonsäuren sueaiansen t re t en. Ferner laast sieh Maleinsäure mit Kolophonium nach Art einer Diensynthese umsetzen. Die auf diese Weise erhaltene Tricarbonoaure lasst sich ebenso wie die oben engeführtβ Polycarbons^ure axt Alkoholen gegebenenfalls in Segenwart weiterer Siuren verestern. Oh ee sich bei dem Ifeeeis von aus Xylol und JPoriaaldehyd gewonnenen JP-Haraen sit ivolophoniu® us eine Sernreaktion oder um eine Veresterung handelt, konnte noch nicht eindeutig geklärt werden,According to the German patent specification 440O0J, piienol reaols old rosin are made to react . Bs is hereby HS Bnominen that the phenolic resoles having the abietic acid to form a Ohroinanringes au polycarboxylic sue aiansen t re t s. Furthermore, look maleic Laast implement rosin manner of a diene synthesis. The tricarboxylic acid obtained in this way , like the polycarboxylic acid mentioned above, can be esterified, if necessary, in the presence of other acids. Oh ee If the Ifeeeis of xylene and JPoria aldehyde derived JP-Haraen sit ivolophoniu® us a Sernreaktion or is an esterification, has not yet been clarified,
wurde nun gefunden, dass sau auf einfache Weiss au hochmolekularen, Sl-. benzin- und kohlenwas8 er s t of f Ic* si i ohen Kunstharzen g->l *3 ν ilt t ^in- oder mehrfach ohlonaethylierte ia ehrkernige "Ov « η a" c-'c^f , wobei die einselnen sehrkernigeri Kohlenwasser- it has now been found that sau on simple white au high molecular weight, SI- . petrol and kohl enwas 8 er s t of f Ic * si i ohen synthetic resins g-> l * 3 ν i lt t ^ in or multiple ohlonaethylated ia ia corious "O v « η a "c-'c ^ f , where the isolated very nuclear hydrocarbons
of-f\ bi r-> •»f "1 Is durch Methylenbrücken m einem grösseren of-f \ bi r-> • "f" 1 Is by methylene bridges a larger m
h ' e1 1 τ rbuxiue ι sein können, auf Naturharse einwirken IsIsst. h 'e 1 1 τ rbuxiue ι can act on natural hares I s Isst.
!„(PuC1 liV rO- beaw. Polycarbonsäuren laasen eich in bekann- -^r iQ -^t c> , ·»onfalls unter HinaufUgen weiterer Säuren mit Ji J1Sn^1 ζ·»ι ho snn-jlekularen Kunstharzen verestern. ! "(P u C 1 li V r O- beaw. Polycarboxylic acids can be found in known - ^ r iQ - ^ tc >, if necessary with the addition of further acids with Ji J 1 Sn ^ 1 ζ ·» ι ho s nn -jlecular synthetic resins esterify.
~-r i d «- t * gewonnenen IIarse jseiohnen sich durch ihre ' o~ r * „ * Feliigkeit, Ltteliohkeit in feiten ölen, Sensinnd OiliJi aJg"--.: soffen aus. ~ -rid "- t * IIarse gained jseiohnen by their 'o ~ r *" * Feliigkeit, oil Ltteliohkeit in feiten, Sensin nd OiliJi AJG "- .: drank from.
Iis halogenmetyliert© Kohlenwasnerstoffe lassen sich alle entsprechend substituierten AbkfJaalinge .eiohrkernigar Hingsysteme wie des Naphthalins, Tetrahydronanhthalins, Anthraaessi Diphenyleiioxydaf Cartaazols usw. verwenden;, die gegebenenfalls auch andere Subatituentsn als die Halogeimethylgrugpe enthalten können. Auch Gemische dieser Stoffe kPhmou verwendet werden.Iis halogenmetyliert © Wasner carbon materials may be all appropriately substituted Abbr f Jaalinge .eiohrkernigar Hing systems such as naphthalene, Tetrahydronanhthalins, Anthraaess i Diphenyleiioxyda f Cartaazols etc. using ;, can optionally contain other Subatituentsn than the Halogeimethylgrugpe. Mixtures of these substances can also be used.
Die Reaktlonsgeschwlndigkeit kann durch kaxalysatoran, wie Sinkchlorid, Sinkil Aluminiueichlorid und ähnlich wirkende Verbindungen beejefcleunigt werden.The Reaktlonsgeschwlndigkeit can be beejefcleunigt by kaxalysatoran as Sinkchlorid, Sink il Aluminiueichlorid and similar acting compounds.
A u a führ Uni .^heiepieler A ua for Un i . ^ Hot players
Beispiel 1. 89 &ew.!P. Chlorraethylanaehthalin, 150 Gew.'f. Kolophonium und 23 Gew,T^ glycerin werden unter Hinssuf:igung einer fjpur Zinkchlorid auf IIOu erhitzt. NaohdeEi dia lebhafte Seairtion beendet ist, wird die Temperatur bis auf etwa 150 gee teigert. Die noch gelöste geringe öenge Selsss&ure kann durch Surohblasen innerter Gase oder durch Lysen des Haraes in KohleiuaaserBtoffen und nachfolgende Destillation leicht entfernt werden. Man erhält ein hartes j klares Haras das in fetten ölen, henkln und XoJilen«· wasserstoffen löslich ist und deseen Schselapuukt über IOOlj liegt, hie 3*durezahl iot niedriger als £0»Example 1. 89 & ew.! P. Chlorraethylanaehthalin, 150 wt .'f. Rosin and 23 weight, T ^ glycerin be Hinssuf: FINISH a fjpur zinc chloride IIO u heated. NaohdeEi dia lively Seairtion is completed, the temperature is up to about 150 teigert gee. The still dissolved small amount of selenium acid can easily be removed by blowing oxygen in inert gases or by lysing the hare in carbon dioxide and subsequent distillation. This gives a hard j clear Hara's the oils in fatty, henkln and XoJilen «· water-soluble materials and deseen Schselapuukt over IOO lj is, hie 3 * durezahl iot less than £ 0»
Claims (3)
Family
ID=
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