DE802894C - Solvents and plasticizers - Google Patents
Solvents and plasticizersInfo
- Publication number
- DE802894C DE802894C DEP44826A DEP0044826A DE802894C DE 802894 C DE802894 C DE 802894C DE P44826 A DEP44826 A DE P44826A DE P0044826 A DEP0044826 A DE P0044826A DE 802894 C DE802894 C DE 802894C
- Authority
- DE
- Germany
- Prior art keywords
- alcohols
- esters
- plasticizers
- solvents
- masses
- 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
- 239000004014 plasticizer Substances 0.000 title claims description 9
- 239000002904 solvent Substances 0.000 title claims description 6
- 150000002148 esters Chemical class 0.000 claims description 12
- 229920003023 plastic Polymers 0.000 claims description 5
- 239000004033 plastic Substances 0.000 claims description 5
- 239000004800 polyvinyl chloride Substances 0.000 claims description 4
- 229920000915 polyvinyl chloride Polymers 0.000 claims description 4
- IPLKGJHGWCVSOG-UHFFFAOYSA-N 4-chlorobutanoic acid Chemical compound OC(=O)CCCCl IPLKGJHGWCVSOG-UHFFFAOYSA-N 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 3
- 239000003973 paint Substances 0.000 claims description 3
- 150000001298 alcohols Chemical class 0.000 description 14
- -1 Chlorine alcohols Chemical class 0.000 description 8
- 239000002253 acid Substances 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- 229920002678 cellulose Polymers 0.000 description 3
- 229920001971 elastomer Polymers 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000005060 rubber Substances 0.000 description 3
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 2
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 2
- CDIIZULDSLKBKV-UHFFFAOYSA-N 4-chlorobutanoyl chloride Chemical compound ClCCCC(Cl)=O CDIIZULDSLKBKV-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- KBPLFHHGFOOTCA-UHFFFAOYSA-N caprylic alcohol Natural products CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
- 239000001913 cellulose Substances 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 239000011888 foil Substances 0.000 description 2
- 150000002334 glycols Chemical class 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- 238000005096 rolling process Methods 0.000 description 2
- ZAMLGGRVTAXBHI-UHFFFAOYSA-N 3-(4-bromophenyl)-3-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid Chemical compound CC(C)(C)OC(=O)NC(CC(O)=O)C1=CC=C(Br)C=C1 ZAMLGGRVTAXBHI-UHFFFAOYSA-N 0.000 description 1
- TYROJDFHUXSBHC-UHFFFAOYSA-N 4-phenylmethoxybutan-1-ol Chemical compound OCCCCOCC1=CC=CC=C1 TYROJDFHUXSBHC-UHFFFAOYSA-N 0.000 description 1
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 1
- DQEFEBPAPFSJLV-UHFFFAOYSA-N Cellulose propionate Chemical compound CCC(=O)OCC1OC(OC(=O)CC)C(OC(=O)CC)C(OC(=O)CC)C1OC1C(OC(=O)CC)C(OC(=O)CC)C(OC(=O)CC)C(COC(=O)CC)O1 DQEFEBPAPFSJLV-UHFFFAOYSA-N 0.000 description 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
- 239000004386 Erythritol Substances 0.000 description 1
- UNXHWFMMPAWVPI-UHFFFAOYSA-N Erythritol Natural products OCC(O)C(O)CO UNXHWFMMPAWVPI-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 239000000020 Nitrocellulose Substances 0.000 description 1
- 239000004902 Softening Agent Substances 0.000 description 1
- FJWGYAHXMCUOOM-QHOUIDNNSA-N [(2s,3r,4s,5r,6r)-2-[(2r,3r,4s,5r,6s)-4,5-dinitrooxy-2-(nitrooxymethyl)-6-[(2r,3r,4s,5r,6s)-4,5,6-trinitrooxy-2-(nitrooxymethyl)oxan-3-yl]oxyoxan-3-yl]oxy-3,5-dinitrooxy-6-(nitrooxymethyl)oxan-4-yl] nitrate Chemical compound O([C@@H]1O[C@@H]([C@H]([C@H](O[N+]([O-])=O)[C@H]1O[N+]([O-])=O)O[C@H]1[C@@H]([C@@H](O[N+]([O-])=O)[C@H](O[N+]([O-])=O)[C@@H](CO[N+]([O-])=O)O1)O[N+]([O-])=O)CO[N+](=O)[O-])[C@@H]1[C@@H](CO[N+]([O-])=O)O[C@@H](O[N+]([O-])=O)[C@H](O[N+]([O-])=O)[C@H]1O[N+]([O-])=O FJWGYAHXMCUOOM-QHOUIDNNSA-N 0.000 description 1
- DQJJXEZXOYPSNJ-UHFFFAOYSA-N [2,3-bis(hydroxymethyl)phenyl]methanol Chemical compound OCC1=CC=CC(CO)=C1CO DQJJXEZXOYPSNJ-UHFFFAOYSA-N 0.000 description 1
- OSASVXMJTNOKOY-UHFFFAOYSA-N acetone chloroform Natural products CC(C)(O)C(Cl)(Cl)Cl OSASVXMJTNOKOY-UHFFFAOYSA-N 0.000 description 1
- 238000004026 adhesive bonding Methods 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 238000010533 azeotropic distillation Methods 0.000 description 1
- 238000007664 blowing Methods 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 229910002091 carbon monoxide Inorganic materials 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- 229920003086 cellulose ether Polymers 0.000 description 1
- 229920006218 cellulose propionate Polymers 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 229960004926 chlorobutanol Drugs 0.000 description 1
- 239000003245 coal Substances 0.000 description 1
- 239000012084 conversion product Substances 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 1
- 229940028356 diethylene glycol monobutyl ether Drugs 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- UNXHWFMMPAWVPI-ZXZARUISSA-N erythritol Chemical compound OC[C@H](O)[C@H](O)CO UNXHWFMMPAWVPI-ZXZARUISSA-N 0.000 description 1
- 229940009714 erythritol Drugs 0.000 description 1
- 235000019414 erythritol Nutrition 0.000 description 1
- HMZSDLABZPPSEM-UHFFFAOYSA-N ethene 2-(2-hydroxyethoxy)ethanol Chemical group C=C.C=C.C=C.OCCOCCO HMZSDLABZPPSEM-UHFFFAOYSA-N 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 230000003203 everyday effect Effects 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 238000009408 flooring Methods 0.000 description 1
- RFHAOTPXVQNOHP-UHFFFAOYSA-N fluconazole Chemical compound C1=NC=NN1CC(C=1C(=CC(F)=CC=1)F)(O)CN1C=NC=N1 RFHAOTPXVQNOHP-UHFFFAOYSA-N 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- TZMQHOJDDMFGQX-UHFFFAOYSA-N hexane-1,1,1-triol Chemical compound CCCCCC(O)(O)O TZMQHOJDDMFGQX-UHFFFAOYSA-N 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 239000002649 leather substitute Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 125000005397 methacrylic acid ester group Chemical group 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
- 229920001220 nitrocellulos Polymers 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- JCGNDDUYTRNOFT-UHFFFAOYSA-N oxolane-2,4-dione Chemical compound O=C1COC(=O)C1 JCGNDDUYTRNOFT-UHFFFAOYSA-N 0.000 description 1
- 239000000123 paper Substances 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 229920001290 polyvinyl ester Polymers 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 229920003051 synthetic elastomer Polymers 0.000 description 1
- 239000005061 synthetic rubber Substances 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- YODZTKMDCQEPHD-UHFFFAOYSA-N thiodiglycol Chemical compound OCCSCCO YODZTKMDCQEPHD-UHFFFAOYSA-N 0.000 description 1
- 229950006389 thiodiglycol Drugs 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- ILJSQTXMGCGYMG-UHFFFAOYSA-N triacetic acid Chemical compound CC(=O)CC(=O)CC(O)=O ILJSQTXMGCGYMG-UHFFFAOYSA-N 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 230000004580 weight loss Effects 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/10—Esters; Ether-esters
- C08K5/101—Esters; Ether-esters of monocarboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/10—Esters; Ether-esters
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Description
Lösungs- und Weichmachungsmittel Es wurde gefunden, daß sich Ester der y-Chlorbuttersäure ausgezeichnet als Lösungs- und @Veichmachungsmittel für Lacke und plastische Massen, insbesondere auf der Basis von Polyvinylchlorid, eignen.Solvents and Softeners It has been found that esters of y-chlorobutyric acid excellent as a solvent and plasticizer for paints and plastic compounds, especially those based on polyvinyl chloride, are suitable.
Als Ausgangsstoffe für derartige Ester kommen einerseits einwertige Alkohole in Betracht, und zwar sind die Ester aus derartigen Alkoholen von höherem Molekulargewicht, etwa von etwa 8o ab, vorzugsweise als Weichmachungsmittel geeignet. Solche Alkohole sind beispielsweise die normalen und verzweigten gesättigten Fettalkohole mit mindestens 8 C-Atonien, wie n-Octanol, 2-Äthylhexanol, Stearvlalkohol sowie die auf synthetischem Wege hergestellten Alkohole, z. B. die aus der Reduktion von Paraffinoxydationscarbonsäuren, Alkohole aus der Oxosyntliese oder die durch Reduktion von Kohlenoxyd gewonnenen Alkohole. Auch @,#Ikohole, die andere Substituenten enthalten, z. B. Chloralkohole, wie ;--Chlorbutanol, Ätheralkohole, wie Mono- und Diäthylenglykolmonobutyläther oder i, 4-Butandiolmonobenzyläther, Glvkolmonoester sowie auch araliphatische, cycloaliphatische und heterocyclische Alkohole sind zur Herstellung der Ester geeignet.The starting materials for such esters are, on the one hand, monovalent Alcohols are contemplated, and the esters of such alcohols are of higher value Molecular weight, for example from about 8o, preferably suitable as a plasticizer. Such alcohols are, for example, the normal and branched saturated fatty alcohols With at least 8 carbon atoms, such as n-octanol, 2-ethylhexanol, stearyl alcohol and the synthetically produced alcohols, e.g. B. from the reduction of Paraffin oxidation carboxylic acids, alcohols from the Oxosyntliese or those obtained by reduction alcohols obtained from carbon monoxide. Also @, # alcohols that contain other substituents, z. B. Chlorine alcohols such as; - Chlorobutanol, ether alcohols such as mono- and diethylene glycol monobutyl ether or 1,4-butanediol monobenzyl ether, glycol monoesters and also araliphatic, cycloaliphatic and heterocyclic alcohols are useful in making the esters.
Die Ester mehrwertiger Alkohole sind auf Grund ihrer höheren Siedepunkte meist nur als Weichinachungsmittel brauchbar. Derartige Alkohole sind beispielsweise die einfachen Glykole und Polyglykole, z. B. i, 4-Btitandiol und seine Homologen, Buten-2- und Butin-2-diol-i, 4, Hexandiol-i, 6, Di-und Triäthylenglykol und Glykole, deren Kohlen- Stoffkette durch andere Heteroatome oder Atomgruppen unterbrochen ist, z. B. Diäthanolamin oder Thiodiglykol. Auch noch höherwertigere Alkohole, wie Glycerin, Butantriol-1, 2, 3 und -1, 2, 4, Hexantriol, Trimethyloläthan und -propan, Erythrit und Pentaerythrit, Sorbit, Triäthanolamin oder Trimethylolbenzol, sind geeignet.The esters of polyhydric alcohols are due to their higher boiling points mostly only usable as a softening agent. Such alcohols are for example the simple glycols and polyglycols, e.g. B. i, 4-Btitanediol and its homologues, Butene-2- and butyne-2-diol-i, 4, hexanediol-i, 6, di- and triethylene glycol and glycols, their coal Material chain through other heteroatoms or groups of atoms is interrupted, e.g. B. diethanolamine or thiodiglycol. Even higher quality ones Alcohols such as glycerol, butanetriol-1, 2, 3 and -1, 2, 4, hexanetriol, trimethylolethane and propane, erythritol and pentaerythritol, sorbitol, triethanolamine or trimethylolbenzene, are suitable.
Die Herstellung der Ester kann nach den üblichen Methoden durchgeführt werden, z. B. durch Umsetzen der y-Chlorbuttersäure mit den Alkoholen, evtl. mit azeotroper Destillation, durch Umsetzen von y-Chlorbuttersäurechlorid mit den Alkoholen, durch Umestern von y-Chlorbuttersäureestern niedermolekularer Alkohole mit höheren Alkoholen oder aus y-Butyrolacton und Alkoholen durch Einwirkung von Chlorwasserstoff.The esters can be prepared by the customary methods be e.g. B. by reacting the y-chlorobutyric acid with the alcohols, possibly with azeotropic distillation, by reacting γ-chlorobutyric acid chloride with the alcohols, by transesterification of γ-chlorobutyric acid esters of low molecular weight alcohols with higher ones Alcohols or from γ-butyrolactone and alcohols by the action of hydrogen chloride.
Die so hergestellten Ester eignen sich als Lösungs- und Weichmachungsmittel für plastische Massen der verschiedensten Art. Beispielsweise können sie thermoplastischen Massen zugesetzt werden, z. B. Celluloseestern, wie Nitrocellulose, Cellulosedi- und -triacetat, Cellulosepropionat, Celluloseacetobutyrat, Celluloseäthern, Vinylpolymeri= Baten, wie Polyvinylestern organischer Säuren, z. B. Polyv inylacetat, Polyacryl- und -methacrylsäureestern, und Mischpolymerisaten aus verschiedenen Vinylverbindungen. Auch zum Weichmachen von Kautschuk, synthetischem Kautschuk oder Kautschukumwandlungsprodukten, z. B. Chlorkautschuk, sind die Ester geeignet. Besonders brauchbar sind die neuen Weichmacher für die Verformung von. Polyvinylchlorid und dessen Mischpolymeri'saten.The esters produced in this way are suitable as solvents and plasticizers for plastic masses of various kinds. For example, they can be thermoplastic Masses are added, e.g. B. cellulose esters, such as nitrocellulose, cellulose and triacetate, cellulose propionate, cellulose acetobutyrate, cellulose ethers, vinyl polymers Baten, such as polyvinyl esters of organic acids, e.g. B. Polyvinyl acetate, polyacrylic and methacrylic acid esters, and copolymers of various vinyl compounds. Also for softening rubber, synthetic rubber or rubber conversion products, z. B. chlorinated rubber, the esters are suitable. The new ones are particularly useful Plasticizer for the deformation of. Polyvinyl chloride and its copolymers.
Die Verarbeitung der Weichmachungsmittel mit den plastischen Massen kann in bekannter Weise durch Mischen, gewünschtenfails unter Zusatz der üblichen Lösungs- oder Quellungsmittel, erfolgen. Auch durch Walzen oder Kneten, zweckmäßig bei erhöhter Temperatur, kann man die Mischungen homogenisieren. Im allgemeinen beträgt der Anteil der y-Chlorbuttersäureester io bis 6o% der fertigen Mischung. Neben diesen Estern können auch noch andere bei der Verarbeitung plastischer Massen verwendete Stoffe, z. B. andere Weichmachungsmittel sowie Stabilisatoren, Füllstoffe, Farbstoffe oder Pigmente der verschiedensten Art zugesetzt werden.The processing of the plasticizers with the plastic masses can be done in a known manner by mixing, desired failures with the addition of the usual Solvents or swelling agents take place. Also by rolling or kneading, useful the mixtures can be homogenized at an elevated temperature. In general the proportion of γ-chlorobutyric acid esters is 10 to 60% of the finished mixture. In addition to these esters, others can also be used in the processing of plastic bodies substances used, e.g. B. other plasticizers as well as stabilizers, fillers, Various kinds of dyes or pigments are added.
Die so weichgemachten Massen besitzen bei guter Festigkeit und Lichtechtheit große Geschmeidigkeit und eine hohe Kältebeständigkeit. Sie lassen sich wegen der geringem Flüchtigkeit der Weichmachungsmittel ohne merklichen Gewichtsverlust bei den üblichen Verarbeitungstemperaturen weiterverarbeiten, beispielsweise durch Gießen, Walzen, Pressen, Verspritzen, Blasen oder Ausziehen. Die Massen eignen sich daher für die Herstellung von Gebrauchsgegenständen aller Art, als Zwischenschicht, als Filme, Folien oder Fäden, zum Verkleben von Flächen, zur Herstellung von Anstrichlacken, zum Überziehen von Holz, Metall, Geweben oder Papier, zur Herstellung von Kabelmassen, Wachstuch, Kunstleder oder Bodenbelagmassen.The masses plasticized in this way have good strength and lightfastness great suppleness and high resistance to cold. You let yourself go because of the low volatility of the plasticizers without noticeable weight loss further processing at the usual processing temperatures, for example by casting, Rolling, pressing, spraying, blowing or pulling out. The masses are therefore suitable for the production of everyday objects of all kinds, as an intermediate layer, as Films, foils or threads, for gluing surfaces, for producing paints, for covering wood, metal, fabric or paper, for the production of cable masses, Oilcloth, synthetic leather or flooring compounds.
Die in dem nachstehenden Beispiel angegebenen Teile sind Gewichtsteile. Beispiel 6o Teile Polyvinylchlorid werden mit 4o Teilen des durch Umsetzen von y-Chlorbuttersäurechlorid mit 1, 4-Butandiol hergestellten i, 4-Butandiol-bis-ychlorbuttersäureesters (Kpo,4 um, 185 bis igo°) auf der Mischwalze bei 16o° verarbeitet. Die dabei erhaltene weichgummiartige Masse zeichnet sich durch vorzügliche Kältefestigkeit aus. Sie kann zur Herstellung von Folien verwendet werden. Ähnliche Massen erhält man, wenn man folgende Ester verwendet: Triäthylenglykol - bis - - chlorbutyrat (Kp o,5 mm 200 bis 2O4°), Diäthylenglykoltriäthylenglykol-bis-y-chlorbutyrat (Kp o,6 mm igo bis 194°), Trimethylolpropan-tri-y-chlorbutyrat (nicht destillierbar) 1, 2, 4-Butantriol-tri-y-chlorbutyrat (nicht destillierbar), Hexantriol-tri-y-chlörbutyrat (nicht destillierbar), Triäthanolamin-tri-y-chlorbutyrat (nicht destillierbar), y-Chlorbuttersäurespermölalkoholester (Kp 1 mm 16o bis 170°).The parts given in the example below are parts by weight. Example 60 parts of polyvinyl chloride are mixed with 40 parts of the by reacting γ-chlorobutyric acid chloride 1,4-Butanediol-bis-ychlorobutyric acid ester prepared with 1,4-butanediol (Kpo, 4 around 185 to igo °) processed on the mixing roller at 16o °. The soft rubber-like obtained Mass is characterized by excellent cold resistance. You can use to manufacture used by foils. Similar masses are obtained when using the following esters used: triethylene glycol - bis - - chlorobutyrate (bp 0.5 mm 200 to 2O4 °), diethylene glycol triethylene glycol-bis-y-chlorobutyrate (Kp o, 6 mm igo to 194 °), trimethylolpropane-tri-y-chlorobutyrate (not distillable) 1, 2, 4-butanetriol-tri-y-chlorobutyrate (not distillable), hexanetriol-tri-y-chlorobutyrate (not distillable), triethanolamine tri-y-chlorobutyrate (not distillable), y-chlorobutyric acid peroil alcohol ester (bp 1 mm 16o to 170 °).
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEP44826A DE802894C (en) | 1949-06-04 | 1949-06-04 | Solvents and plasticizers |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEP44826A DE802894C (en) | 1949-06-04 | 1949-06-04 | Solvents and plasticizers |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE802894C true DE802894C (en) | 1951-02-26 |
Family
ID=7380598
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEP44826A Expired DE802894C (en) | 1949-06-04 | 1949-06-04 | Solvents and plasticizers |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE802894C (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE953657C (en) * | 1953-06-27 | 1956-12-06 | Basf Ag | Plasticizers for thermoplastics |
| DE19940991B4 (en) * | 1999-08-28 | 2007-04-05 | Celanese Chemicals Europe Gmbh | Process for the preparation of ester plasticizers |
-
1949
- 1949-06-04 DE DEP44826A patent/DE802894C/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE953657C (en) * | 1953-06-27 | 1956-12-06 | Basf Ag | Plasticizers for thermoplastics |
| DE19940991B4 (en) * | 1999-08-28 | 2007-04-05 | Celanese Chemicals Europe Gmbh | Process for the preparation of ester plasticizers |
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