CA1248686A - Process for preparing polyamide-based, post- condensing coating means of high molecular weights, employing the precipitation procedure - Google Patents
Process for preparing polyamide-based, post- condensing coating means of high molecular weights, employing the precipitation procedureInfo
- Publication number
- CA1248686A CA1248686A CA000504768A CA504768A CA1248686A CA 1248686 A CA1248686 A CA 1248686A CA 000504768 A CA000504768 A CA 000504768A CA 504768 A CA504768 A CA 504768A CA 1248686 A CA1248686 A CA 1248686A
- Authority
- CA
- Canada
- Prior art keywords
- polyamide
- solution
- weight
- phosphoric acid
- ethanol
- 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
- 229920002647 polyamide Polymers 0.000 title claims abstract description 56
- 238000000034 method Methods 0.000 title claims abstract description 38
- 238000001556 precipitation Methods 0.000 title claims abstract description 25
- 238000004519 manufacturing process Methods 0.000 title claims description 4
- 238000000576 coating method Methods 0.000 title description 25
- 239000011248 coating agent Substances 0.000 title description 21
- 239000004952 Polyamide Substances 0.000 claims abstract description 55
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 44
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims abstract description 37
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims abstract description 19
- 125000005521 carbonamide group Chemical group 0.000 claims abstract description 10
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 8
- RLSSMJSEOOYNOY-UHFFFAOYSA-N m-cresol Chemical compound CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 claims abstract description 7
- 239000000725 suspension Substances 0.000 claims abstract description 7
- 239000007858 starting material Substances 0.000 claims abstract description 4
- 239000007888 film coating Substances 0.000 claims abstract 2
- 238000009501 film coating Methods 0.000 claims abstract 2
- 239000000843 powder Substances 0.000 claims description 26
- 238000001816 cooling Methods 0.000 claims description 10
- 239000000203 mixture Substances 0.000 claims description 8
- 229920001577 copolymer Polymers 0.000 claims description 6
- 229910052751 metal Inorganic materials 0.000 claims description 6
- 239000002184 metal Substances 0.000 claims description 6
- 239000002245 particle Substances 0.000 claims description 6
- 229920001519 homopolymer Polymers 0.000 claims description 4
- 229920000299 Nylon 12 Polymers 0.000 claims description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 3
- 229940100630 metacresol Drugs 0.000 claims description 3
- 150000002739 metals Chemical class 0.000 claims description 3
- 238000003756 stirring Methods 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 229920000768 polyamine Polymers 0.000 claims description 2
- 238000004260 weight control Methods 0.000 claims description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- 239000000243 solution Substances 0.000 abstract description 21
- 238000009833 condensation Methods 0.000 abstract description 4
- 229960004838 phosphoric acid Drugs 0.000 description 11
- 235000011007 phosphoric acid Nutrition 0.000 description 11
- 238000000227 grinding Methods 0.000 description 7
- 150000003951 lactams Chemical class 0.000 description 6
- 239000008187 granular material Substances 0.000 description 4
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- 230000005494 condensation Effects 0.000 description 3
- 238000004821 distillation Methods 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 239000012670 alkaline solution Substances 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000004090 dissolution Methods 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 2
- 230000003301 hydrolyzing effect Effects 0.000 description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
- 238000006068 polycondensation reaction Methods 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- TYFQFVWCELRYAO-UHFFFAOYSA-N suberic acid Chemical compound OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 description 2
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- HASUJDLTAYUWCO-UHFFFAOYSA-N 2-aminoundecanoic acid Chemical compound CCCCCCCCCC(N)C(O)=O HASUJDLTAYUWCO-UHFFFAOYSA-N 0.000 description 1
- RNLHGQLZWXBQNY-UHFFFAOYSA-N 3-(aminomethyl)-3,5,5-trimethylcyclohexan-1-amine Chemical compound CC1(C)CC(N)CC(C)(CN)C1 RNLHGQLZWXBQNY-UHFFFAOYSA-N 0.000 description 1
- 101100204264 Arabidopsis thaliana STR4 gene Proteins 0.000 description 1
- 229920000571 Nylon 11 Polymers 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- 101150076149 TROL gene Proteins 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 238000005054 agglomeration Methods 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 229920003180 amino resin Chemical group 0.000 description 1
- 238000010539 anionic addition polymerization reaction Methods 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 229910052793 cadmium Inorganic materials 0.000 description 1
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000000306 component Substances 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- QFTYSVGGYOXFRQ-UHFFFAOYSA-N dodecane-1,12-diamine Chemical compound NCCCCCCCCCCCCN QFTYSVGGYOXFRQ-UHFFFAOYSA-N 0.000 description 1
- -1 dodecanoic diacid Chemical compound 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 238000009503 electrostatic coating Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 238000010285 flame spraying Methods 0.000 description 1
- 230000001939 inductive effect Effects 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 239000006233 lamp black Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- ZETYUTMSJWMKNQ-UHFFFAOYSA-N n,n',n'-trimethylhexane-1,6-diamine Chemical compound CNCCCCCCN(C)C ZETYUTMSJWMKNQ-UHFFFAOYSA-N 0.000 description 1
- 150000003016 phosphoric acids Chemical class 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 238000005245 sintering Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/12—Powdering or granulating
- C08J3/14—Powdering or granulating by precipitation from solutions
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2377/00—Characterised by the use of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Derivatives of such polymers
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Paints Or Removers (AREA)
- Polyamides (AREA)
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEP3510690.5 | 1985-03-23 | ||
DE19853510690 DE3510690A1 (de) | 1985-03-23 | 1985-03-23 | Verfahren zur herstellung von nachkondensierbaren, hochmolekularen beschichtungsmitteln auf der basis von polyamiden nach dem faellungsverfahren |
Publications (1)
Publication Number | Publication Date |
---|---|
CA1248686A true CA1248686A (en) | 1989-01-10 |
Family
ID=6266208
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA000504768A Expired CA1248686A (en) | 1985-03-23 | 1986-03-21 | Process for preparing polyamide-based, post- condensing coating means of high molecular weights, employing the precipitation procedure |
Country Status (7)
Country | Link |
---|---|
US (1) | US4711925A (en, 2012) |
EP (1) | EP0200852B1 (en, 2012) |
JP (1) | JPS61221274A (en, 2012) |
AT (1) | ATE59397T1 (en, 2012) |
AU (1) | AU566062B2 (en, 2012) |
CA (1) | CA1248686A (en, 2012) |
DE (2) | DE3510690A1 (en, 2012) |
Families Citing this family (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3510691A1 (de) * | 1985-03-23 | 1986-09-25 | Hüls AG, 4370 Marl | Verfahren zur herstellung von pulverfoermigen beschichtungsmitteln auf der basis von polyamiden mit mindestens 10 aliphatisch gebundenen kohlenstoffatomen pro carbonamidgruppe |
DE3510689A1 (de) * | 1985-03-23 | 1986-09-25 | Hüls AG, 4370 Marl | Verfahren zur herstellung von pulverfoermigen beschichtungsmitteln praktisch einheitlicher korngroessen auf der basis von polyamiden mit mindestens 10 aliphatisch gebundenen kohlenstoffatomen pro carbonamidgruppe |
DE19708946A1 (de) | 1997-03-05 | 1998-09-10 | Huels Chemische Werke Ag | Herstellung von Polyamid-Fällpulvern mit enger Korngrößenverteilung und niedriger Porosität |
DE10361712A1 (de) * | 2003-12-30 | 2005-07-28 | Ems-Chemie Ag | Thermoplastische Polyamid-Formmassen |
DE102004024440B4 (de) * | 2004-05-14 | 2020-06-25 | Evonik Operations Gmbh | Polymerpulver mit Polyamid, Verwendung in einem formgebenden Verfahren und Formkörper, hergestellt aus diesem Polymerpulver |
DE102005053071A1 (de) | 2005-11-04 | 2007-05-16 | Degussa | Verfahren zur Herstellung von ultrafeinen Pulvern auf Basis Polymaiden, ultrafeinen Polyamidpulver sowie deren Verwendung |
CN111040151B (zh) * | 2018-10-15 | 2023-10-13 | 上海凯赛生物技术股份有限公司 | 一种聚酰胺5x树脂及其制备方法和应用 |
CN113845657B (zh) * | 2021-10-27 | 2023-05-23 | 中仑塑业(福建)有限公司 | 一种半芳香族聚酰胺树脂及其制备方法 |
CN114181390B (zh) * | 2021-12-23 | 2023-02-10 | 北京化工大学 | 一种生物基耐高温聚酰胺及其制备方法 |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4143025A (en) * | 1975-10-09 | 1979-03-06 | Chemische Werke Huls Ag | Method for producing polylaurolactam powder compositions for the coating of metals at high temperatures |
DE2855920C3 (de) * | 1978-12-23 | 1982-01-07 | Chemische Werke Hüls AG, 4370 Marl | Verfahren zur Herstellung von pulverförmigen Beschichtungsmitteln zur Beschichtung von metallischen Gegenständen nach dem Schmelzüberzugsverfahren auf der Basis von Polylaurinlactampulver |
DE2906647C2 (de) * | 1979-02-21 | 1980-12-11 | Chemische Werke Huels Ag, 4370 Marl | Verfahren zur Herstellung von pulver· förmigen Beschichtungsmittel!! auf der Basis von Polyamiden mit mindestens 10 aliphatisch gebundenen Kohlenstoffatomen pro Carbonamidgruppe |
-
1985
- 1985-03-23 DE DE19853510690 patent/DE3510690A1/de not_active Withdrawn
-
1986
- 1986-01-31 EP EP86101245A patent/EP0200852B1/de not_active Expired - Lifetime
- 1986-01-31 AT AT86101245T patent/ATE59397T1/de active
- 1986-01-31 DE DE8686101245T patent/DE3676546D1/de not_active Expired - Lifetime
- 1986-03-18 US US06/840,792 patent/US4711925A/en not_active Expired - Fee Related
- 1986-03-21 CA CA000504768A patent/CA1248686A/en not_active Expired
- 1986-03-21 AU AU55000/86A patent/AU566062B2/en not_active Ceased
- 1986-03-24 JP JP61064295A patent/JPS61221274A/ja active Granted
Also Published As
Publication number | Publication date |
---|---|
EP0200852A2 (de) | 1986-11-12 |
AU566062B2 (en) | 1987-10-08 |
JPS61221274A (ja) | 1986-10-01 |
AU5500086A (en) | 1986-09-25 |
DE3676546D1 (de) | 1991-02-07 |
JPH0141181B2 (en, 2012) | 1989-09-04 |
DE3510690A1 (de) | 1986-09-25 |
EP0200852B1 (de) | 1990-12-27 |
EP0200852A3 (en) | 1987-11-19 |
ATE59397T1 (de) | 1991-01-15 |
US4711925A (en) | 1987-12-08 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
MKEX | Expiry |