DE1156558B - Verfahren zur Herstellung von hoehermolekularen Mischkondensaten - Google Patents
Verfahren zur Herstellung von hoehermolekularen MischkondensatenInfo
- Publication number
- DE1156558B DE1156558B DEB48087A DEB0048087A DE1156558B DE 1156558 B DE1156558 B DE 1156558B DE B48087 A DEB48087 A DE B48087A DE B0048087 A DEB0048087 A DE B0048087A DE 1156558 B DE1156558 B DE 1156558B
- Authority
- DE
- Germany
- Prior art keywords
- parts
- resin
- solution
- butanol
- product
- 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.)
- Pending
Links
- 238000004519 manufacturing process Methods 0.000 title claims description 5
- 238000000034 method Methods 0.000 title claims description 3
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 46
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 26
- 229920005989 resin Polymers 0.000 claims description 25
- 239000011347 resin Substances 0.000 claims description 25
- 239000007787 solid Substances 0.000 claims description 16
- 239000004593 Epoxy Substances 0.000 claims description 15
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 15
- 239000008096 xylene Substances 0.000 claims description 15
- 239000002253 acid Substances 0.000 claims description 13
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 13
- 238000010438 heat treatment Methods 0.000 claims description 13
- 150000001875 compounds Chemical class 0.000 claims description 11
- 239000003054 catalyst Substances 0.000 claims description 9
- 238000010992 reflux Methods 0.000 claims description 9
- 239000000203 mixture Substances 0.000 claims description 7
- 229920000877 Melamine resin Polymers 0.000 claims description 6
- 229920003180 amino resin Polymers 0.000 claims description 6
- 239000002904 solvent Substances 0.000 claims description 5
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 claims description 4
- 238000001816 cooling Methods 0.000 claims description 4
- 238000002156 mixing Methods 0.000 claims description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 6
- 230000002378 acidificating effect Effects 0.000 claims 2
- 238000000576 coating method Methods 0.000 claims 2
- 239000003973 paint Substances 0.000 claims 2
- 239000000049 pigment Substances 0.000 claims 2
- XUKUURHRXDUEBC-KAYWLYCHSA-N Atorvastatin Chemical compound C=1C=CC=CC=1C1=C(C=2C=CC(F)=CC=2)N(CC[C@@H](O)C[C@@H](O)CC(O)=O)C(C(C)C)=C1C(=O)NC1=CC=CC=C1 XUKUURHRXDUEBC-KAYWLYCHSA-N 0.000 claims 1
- 241001026509 Kata Species 0.000 claims 1
- 239000004640 Melamine resin Substances 0.000 claims 1
- MPFUOCVWJGGDQN-UHFFFAOYSA-N butan-1-ol;1,2-xylene Chemical group CCCCO.CC1=CC=CC=C1C MPFUOCVWJGGDQN-UHFFFAOYSA-N 0.000 claims 1
- 239000011248 coating agent Substances 0.000 claims 1
- 230000000052 comparative effect Effects 0.000 claims 1
- 238000001035 drying Methods 0.000 claims 1
- 239000002184 metal Substances 0.000 claims 1
- 150000002989 phenols Chemical class 0.000 claims 1
- 238000002360 preparation method Methods 0.000 claims 1
- 239000007858 starting material Substances 0.000 claims 1
- 239000002966 varnish Substances 0.000 claims 1
- 239000000047 product Substances 0.000 description 40
- WSFSSNUMVMOOMR-UHFFFAOYSA-N formaldehyde Substances O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 13
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 8
- SVONRAPFKPVNKG-UHFFFAOYSA-N 2-ethoxyethyl acetate Chemical compound CCOCCOC(C)=O SVONRAPFKPVNKG-UHFFFAOYSA-N 0.000 description 5
- 239000012265 solid product Substances 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 4
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 4
- IVJISJACKSSFGE-UHFFFAOYSA-N formaldehyde;1,3,5-triazine-2,4,6-triamine Chemical compound O=C.NC1=NC(N)=NC(N)=N1 IVJISJACKSSFGE-UHFFFAOYSA-N 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000004202 carbamide Substances 0.000 description 3
- 238000009833 condensation Methods 0.000 description 3
- 230000005494 condensation Effects 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- 239000003377 acid catalyst Substances 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- GZCGUPFRVQAUEE-SLPGGIOYSA-N aldehydo-D-glucose Chemical class OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O GZCGUPFRVQAUEE-SLPGGIOYSA-N 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 235000019198 oils Nutrition 0.000 description 2
- ODGAOXROABLFNM-UHFFFAOYSA-N polynoxylin Chemical class O=C.NC(N)=O ODGAOXROABLFNM-UHFFFAOYSA-N 0.000 description 2
- 239000001294 propane Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- LBLYYCQCTBFVLH-UHFFFAOYSA-N 2-Methylbenzenesulfonic acid Chemical compound CC1=CC=CC=C1S(O)(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-N 0.000 description 1
- BNCADMBVWNPPIZ-UHFFFAOYSA-N 2-n,2-n,4-n,4-n,6-n,6-n-hexakis(methoxymethyl)-1,3,5-triazine-2,4,6-triamine Chemical compound COCN(COC)C1=NC(N(COC)COC)=NC(N(COC)COC)=N1 BNCADMBVWNPPIZ-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 241000220317 Rosa Species 0.000 description 1
- 229920001807 Urea-formaldehyde Polymers 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 description 1
- 239000000292 calcium oxide Substances 0.000 description 1
- ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 238000006266 etherification reaction Methods 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- -1 ethyl glycol acetate Chemical class 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
- 239000012456 homogeneous solution Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- 150000002780 morpholines Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 238000000643 oven drying Methods 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 239000000088 plastic resin Substances 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- IMTKRLUCQZWPRY-UHFFFAOYSA-N triazine-4-carbaldehyde Chemical compound O=CC1=CC=NN=N1 IMTKRLUCQZWPRY-UHFFFAOYSA-N 0.000 description 1
- 150000005219 trimethyl ethers Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L63/00—Compositions of epoxy resins; Compositions of derivatives of epoxy resins
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Phenolic Resins Or Amino Resins (AREA)
- Paints Or Removers (AREA)
- Epoxy Resins (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH843861A CH371092A (fr) | 1961-07-18 | 1961-07-18 | Appareil de filtrage destiné à être utilisé dans un système de circulation de liquide |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1156558B true DE1156558B (de) | 1963-10-31 |
Family
ID=4340343
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEB48087A Pending DE1156558B (de) | 1961-07-18 | 1958-03-06 | Verfahren zur Herstellung von hoehermolekularen Mischkondensaten |
Country Status (5)
| Country | Link |
|---|---|
| CH (1) | CH371092A (enrdf_load_stackoverflow) |
| DE (1) | DE1156558B (enrdf_load_stackoverflow) |
| FR (1) | FR1192704A (enrdf_load_stackoverflow) |
| GB (1) | GB848678A (enrdf_load_stackoverflow) |
| NL (1) | NL102187C (enrdf_load_stackoverflow) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL273458A (enrdf_load_stackoverflow) * | 1961-02-15 | |||
| DE1162076B (de) * | 1961-10-25 | 1964-01-30 | Teerverwertung Gmbh | Haerten von Verbindungen mit mehr als einer Epoxydgruppe pro Molekuel |
| DE1199994B (de) * | 1962-01-27 | 1965-09-02 | Leuna Werke Veb | Verfahren zur Herstellung von ausgehaerteten Produkten auf der Basis von Polyepoxyden bei Raumtemperatur |
| BE632644A (enrdf_load_stackoverflow) * | 1962-02-23 | 1900-01-01 | ||
| CN114249998B (zh) * | 2020-09-25 | 2024-06-28 | 广东华润涂料有限公司 | 可迈克尔加成固化的组合物、包含该组合物的涂料组合物以及由其制成的涂布制品 |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2528359A (en) * | 1946-04-10 | 1950-10-31 | Devoe & Raynolds Co | Polyepoxide-containing compositions and reaction products |
| DE875725C (de) * | 1948-05-11 | 1953-05-07 | Bataafsche Petroleum | Verfahren zur Herstellung harzartiger Produkte, insbesondere von Formmischungen odervorzugsweise gegen Rost schuetzenden Oberflaechenbehandlungsmitteln |
| DE942049C (de) * | 1951-02-26 | 1956-04-26 | Bataafsche Petroleum | Verfahren zur Herstellung von Kunststoffen aus AEthoxylinkondensationsprodukten |
| DE943974C (de) * | 1952-04-14 | 1956-06-07 | Bataafsche Petroleum | Zu harzartigen Produkten haertbare Mischungen |
-
1957
- 1957-03-07 GB GB7646/57A patent/GB848678A/en not_active Expired
-
1958
- 1958-03-05 FR FR1192704D patent/FR1192704A/fr not_active Expired
- 1958-03-06 NL NL225561A patent/NL102187C/xx active
- 1958-03-06 DE DEB48087A patent/DE1156558B/de active Pending
-
1961
- 1961-07-18 CH CH843861A patent/CH371092A/fr unknown
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2528359A (en) * | 1946-04-10 | 1950-10-31 | Devoe & Raynolds Co | Polyepoxide-containing compositions and reaction products |
| DE875725C (de) * | 1948-05-11 | 1953-05-07 | Bataafsche Petroleum | Verfahren zur Herstellung harzartiger Produkte, insbesondere von Formmischungen odervorzugsweise gegen Rost schuetzenden Oberflaechenbehandlungsmitteln |
| DE942049C (de) * | 1951-02-26 | 1956-04-26 | Bataafsche Petroleum | Verfahren zur Herstellung von Kunststoffen aus AEthoxylinkondensationsprodukten |
| DE943974C (de) * | 1952-04-14 | 1956-06-07 | Bataafsche Petroleum | Zu harzartigen Produkten haertbare Mischungen |
Also Published As
| Publication number | Publication date |
|---|---|
| NL102187C (enrdf_load_stackoverflow) | 1962-08-15 |
| FR1192704A (fr) | 1959-10-28 |
| CH371092A (fr) | 1963-08-15 |
| GB848678A (en) | 1960-09-21 |
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