DE1569142C3 - Form-, Preß- oder Überzugsmassen und Verfahren zu ihrer Herstellung - Google Patents
Form-, Preß- oder Überzugsmassen und Verfahren zu ihrer HerstellungInfo
- Publication number
- DE1569142C3 DE1569142C3 DE1569142A DE1569142A DE1569142C3 DE 1569142 C3 DE1569142 C3 DE 1569142C3 DE 1569142 A DE1569142 A DE 1569142A DE 1569142 A DE1569142 A DE 1569142A DE 1569142 C3 DE1569142 C3 DE 1569142C3
- Authority
- DE
- Germany
- Prior art keywords
- fibers
- polymers
- acrylonitrile
- molding
- properties
- 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
- 238000000034 method Methods 0.000 title claims description 16
- 238000004519 manufacturing process Methods 0.000 title claims description 13
- 238000000465 moulding Methods 0.000 title claims description 8
- 230000008569 process Effects 0.000 title claims description 4
- 239000008199 coating composition Substances 0.000 title claims 2
- 239000000835 fiber Substances 0.000 claims description 52
- 229920000642 polymer Polymers 0.000 claims description 32
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 29
- 150000001408 amides Chemical class 0.000 claims description 20
- 238000009987 spinning Methods 0.000 claims description 19
- 229920002239 polyacrylonitrile Polymers 0.000 claims description 14
- 230000003068 static effect Effects 0.000 claims description 11
- 238000009960 carding Methods 0.000 claims description 10
- 239000000463 material Substances 0.000 claims description 10
- 230000005611 electricity Effects 0.000 claims description 9
- 229920001577 copolymer Polymers 0.000 claims description 8
- 150000001875 compounds Chemical class 0.000 claims description 7
- 239000002904 solvent Substances 0.000 claims description 7
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 6
- 239000000178 monomer Substances 0.000 claims description 6
- 238000005452 bending Methods 0.000 claims description 5
- 238000012545 processing Methods 0.000 claims description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 238000000748 compression moulding Methods 0.000 claims description 4
- 238000000576 coating method Methods 0.000 claims description 3
- 238000002845 discoloration Methods 0.000 claims description 3
- 150000002825 nitriles Chemical class 0.000 claims description 3
- 239000000126 substance Substances 0.000 claims description 3
- 239000011248 coating agent Substances 0.000 claims description 2
- 238000001125 extrusion Methods 0.000 claims description 2
- 239000004744 fabric Substances 0.000 claims description 2
- 238000012986 modification Methods 0.000 claims description 2
- 230000004048 modification Effects 0.000 claims description 2
- 230000002085 persistent effect Effects 0.000 claims description 2
- 229920002959 polymer blend Polymers 0.000 claims description 2
- 239000004014 plasticizer Substances 0.000 claims 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 3
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 239000001257 hydrogen Substances 0.000 claims 2
- 238000001746 injection moulding Methods 0.000 claims 2
- 241000239290 Araneae Species 0.000 claims 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 claims 1
- 230000008859 change Effects 0.000 claims 1
- 230000006835 compression Effects 0.000 claims 1
- 230000001143 conditioned effect Effects 0.000 claims 1
- 239000002322 conducting polymer Substances 0.000 claims 1
- 229920001940 conductive polymer Polymers 0.000 claims 1
- 230000001627 detrimental effect Effects 0.000 claims 1
- 230000007246 mechanism Effects 0.000 claims 1
- 230000005012 migration Effects 0.000 claims 1
- 238000013508 migration Methods 0.000 claims 1
- 239000003960 organic solvent Substances 0.000 claims 1
- 239000003973 paint Substances 0.000 claims 1
- 229920003023 plastic Polymers 0.000 claims 1
- 239000004033 plastic Substances 0.000 claims 1
- 239000000203 mixture Substances 0.000 description 24
- -1 methylenemalonic acid ester Chemical class 0.000 description 10
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 9
- 239000007787 solid Substances 0.000 description 7
- 238000012360 testing method Methods 0.000 description 7
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 6
- KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical class C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 description 5
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical class CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 5
- 239000000049 pigment Substances 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 5
- 229920002554 vinyl polymer Polymers 0.000 description 5
- 210000002268 wool Anatomy 0.000 description 5
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
- 238000002166 wet spinning Methods 0.000 description 4
- OSSNTDFYBPYIEC-UHFFFAOYSA-N 1-ethenylimidazole Chemical class C=CN1C=CN=C1 OSSNTDFYBPYIEC-UHFFFAOYSA-N 0.000 description 3
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 3
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 description 2
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 2
- 238000007792 addition Methods 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 239000002216 antistatic agent Substances 0.000 description 2
- FUSUHKVFWTUUBE-UHFFFAOYSA-N buten-2-one Chemical compound CC(=O)C=C FUSUHKVFWTUUBE-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000003063 flame retardant Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 2
- 238000010561 standard procedure Methods 0.000 description 2
- 238000004804 winding Methods 0.000 description 2
- OAWUHETWPJBKAB-UHFFFAOYSA-N (Z)-N,N-dimethylhexadec-9-enamide Chemical compound CN(C(CCCCCCCC=C/CCCCCC)=O)C OAWUHETWPJBKAB-UHFFFAOYSA-N 0.000 description 1
- NLSRYIUZWSRIPQ-KHPPLWFESA-N (z)-2-methyloctadec-9-enamide Chemical compound CCCCCCCC\C=C/CCCCCCC(C)C(N)=O NLSRYIUZWSRIPQ-KHPPLWFESA-N 0.000 description 1
- DQIRHMDFDOXWHX-UHFFFAOYSA-N 1-bromo-1-chloroethene Chemical group ClC(Br)=C DQIRHMDFDOXWHX-UHFFFAOYSA-N 0.000 description 1
- SHVBLBWXKTWTAK-UHFFFAOYSA-N 1-ethenyl-5-methylimidazole Chemical compound CC1=CN=CN1C=C SHVBLBWXKTWTAK-UHFFFAOYSA-N 0.000 description 1
- IGGDKDTUCAWDAN-UHFFFAOYSA-N 1-vinylnaphthalene Chemical compound C1=CC=C2C(C=C)=CC=CC2=C1 IGGDKDTUCAWDAN-UHFFFAOYSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- QQBUHYQVKJQAOB-UHFFFAOYSA-N 2-ethenylfuran Chemical compound C=CC1=CC=CO1 QQBUHYQVKJQAOB-UHFFFAOYSA-N 0.000 description 1
- IGDLZDCWMRPMGL-UHFFFAOYSA-N 2-ethenylisoindole-1,3-dione Chemical compound C1=CC=C2C(=O)N(C=C)C(=O)C2=C1 IGDLZDCWMRPMGL-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- FQXSTGKJHBFSIQ-UHFFFAOYSA-N N,N-dimethyltetradecanamide Chemical compound CCCCCCCCCCCCCC(=O)N(C)C FQXSTGKJHBFSIQ-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 150000008430 aromatic amides Chemical class 0.000 description 1
- INLLPKCGLOXCIV-UHFFFAOYSA-N bromoethene Chemical compound BrC=C INLLPKCGLOXCIV-UHFFFAOYSA-N 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 229940018560 citraconate Drugs 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 125000005265 dialkylamine group Chemical group 0.000 description 1
- YPTLFOZCUOHVFO-VOTSOKGWSA-N diethyl (e)-2-methylbut-2-enedioate Chemical compound CCOC(=O)\C=C(/C)C(=O)OCC YPTLFOZCUOHVFO-VOTSOKGWSA-N 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- XJELOQYISYPGDX-UHFFFAOYSA-N ethenyl 2-chloroacetate Chemical compound ClCC(=O)OC=C XJELOQYISYPGDX-UHFFFAOYSA-N 0.000 description 1
- AFSIMBWBBOJPJG-UHFFFAOYSA-N ethenyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC=C AFSIMBWBBOJPJG-UHFFFAOYSA-N 0.000 description 1
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 description 1
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- XUCNUKMRBVNAPB-UHFFFAOYSA-N fluoroethene Chemical compound FC=C XUCNUKMRBVNAPB-UHFFFAOYSA-N 0.000 description 1
- 239000012760 heat stabilizer Substances 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 238000009940 knitting Methods 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- QEALYLRSRQDCRA-UHFFFAOYSA-N myristamide Chemical compound CCCCCCCCCCCCCC(N)=O QEALYLRSRQDCRA-UHFFFAOYSA-N 0.000 description 1
- UOYBMZNFJUBBNU-UHFFFAOYSA-N n,n-dimethylhexadecanamide Chemical compound CCCCCCCCCCCCCCCC(=O)N(C)C UOYBMZNFJUBBNU-UHFFFAOYSA-N 0.000 description 1
- QQNJIARXLCYCNI-UHFFFAOYSA-N n,n-dimethylicosanamide Chemical compound CCCCCCCCCCCCCCCCCCCC(=O)N(C)C QQNJIARXLCYCNI-UHFFFAOYSA-N 0.000 description 1
- VHRUBWHAOUIMDW-UHFFFAOYSA-N n,n-dimethyloctanamide Chemical compound CCCCCCCC(=O)N(C)C VHRUBWHAOUIMDW-UHFFFAOYSA-N 0.000 description 1
- KKFHAJHLJHVUDM-UHFFFAOYSA-N n-vinylcarbazole Chemical compound C1=CC=C2N(C=C)C3=CC=CC=C3C2=C1 KKFHAJHLJHVUDM-UHFFFAOYSA-N 0.000 description 1
- 238000009877 rendering Methods 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- NLVXSWCKKBEXTG-UHFFFAOYSA-N vinylsulfonic acid Chemical compound OS(=O)(=O)C=C NLVXSWCKKBEXTG-UHFFFAOYSA-N 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
- C08K5/16—Nitrogen-containing compounds
- C08K5/20—Carboxylic acid amides
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Artificial Filaments (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US245396A US3329644A (en) | 1962-12-18 | 1962-12-18 | Acrylonitrile polymers modified with high molecular weight n, n-dimethylamides |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE1569142A1 DE1569142A1 (de) | 1970-07-09 |
| DE1569142B2 DE1569142B2 (de) | 1973-09-13 |
| DE1569142C3 true DE1569142C3 (de) | 1974-04-25 |
Family
ID=22926483
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE1569142A Expired DE1569142C3 (de) | 1962-12-18 | 1963-12-18 | Form-, Preß- oder Überzugsmassen und Verfahren zu ihrer Herstellung |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US3329644A (en, 2012) |
| BE (1) | BE641484A (en, 2012) |
| CH (1) | CH433727A (en, 2012) |
| DE (1) | DE1569142C3 (en, 2012) |
| DK (1) | DK109971C (en, 2012) |
| GB (1) | GB1000287A (en, 2012) |
| LU (1) | LU45037A1 (en, 2012) |
| NL (2) | NL125762C (en, 2012) |
| SE (1) | SE314204B (en, 2012) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL130434C (en, 2012) * | 1966-09-06 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2325957A (en) * | 1938-03-05 | 1943-08-03 | Western Electric Co | Method of cleaning metal |
| US2531407A (en) * | 1946-10-25 | 1950-11-28 | Ind Rayon Corp | N,n-dimethyl acetamide-containing compositions |
| US2786043A (en) * | 1955-09-27 | 1957-03-19 | American Cyanamid Co | Plasticized acrylonitrile compositions |
| NL239359A (en, 2012) * | 1958-05-21 |
-
0
- NL NL302125D patent/NL302125A/xx unknown
- NL NL125762D patent/NL125762C/xx active
-
1962
- 1962-12-18 US US245396A patent/US3329644A/en not_active Expired - Lifetime
-
1963
- 1963-12-04 GB GB47896/63A patent/GB1000287A/en not_active Expired
- 1963-12-17 SE SE14050/63A patent/SE314204B/xx unknown
- 1963-12-17 DK DK587663AA patent/DK109971C/da active
- 1963-12-17 LU LU45037D patent/LU45037A1/xx unknown
- 1963-12-18 BE BE641484A patent/BE641484A/xx unknown
- 1963-12-18 DE DE1569142A patent/DE1569142C3/de not_active Expired
- 1963-12-18 CH CH1549063A patent/CH433727A/fr unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DE1569142A1 (de) | 1970-07-09 |
| US3329644A (en) | 1967-07-04 |
| LU45037A1 (en, 2012) | 1964-06-17 |
| BE641484A (en, 2012) | 1964-06-18 |
| CH433727A (fr) | 1967-04-15 |
| DK109971C (da) | 1968-08-12 |
| SE314204B (en, 2012) | 1969-09-01 |
| NL302125A (en, 2012) | |
| NL125762C (en, 2012) | |
| DE1569142B2 (de) | 1973-09-13 |
| GB1000287A (en) | 1965-08-04 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) | ||
| E77 | Valid patent as to the heymanns-index 1977 | ||
| 8339 | Ceased/non-payment of the annual fee |