JPH022973B2 - - Google Patents
Info
- Publication number
- JPH022973B2 JPH022973B2 JP10676782A JP10676782A JPH022973B2 JP H022973 B2 JPH022973 B2 JP H022973B2 JP 10676782 A JP10676782 A JP 10676782A JP 10676782 A JP10676782 A JP 10676782A JP H022973 B2 JPH022973 B2 JP H022973B2
- Authority
- JP
- Japan
- Prior art keywords
- secondary alcohol
- succinate
- acid
- glutarate
- malonate
- 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
- -1 alcohol ester Chemical class 0.000 claims description 49
- 239000002253 acid Substances 0.000 claims description 19
- 239000004952 Polyamide Substances 0.000 claims description 13
- 229920002647 polyamide Polymers 0.000 claims description 13
- 238000002074 melt spinning Methods 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 5
- 125000003198 secondary alcohol group Chemical group 0.000 claims description 3
- 238000009987 spinning Methods 0.000 description 10
- 238000005979 thermal decomposition reaction Methods 0.000 description 10
- 229920002292 Nylon 6 Polymers 0.000 description 8
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 7
- 229920000642 polymer Polymers 0.000 description 7
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 6
- 150000007513 acids Chemical class 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical group O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- 239000000178 monomer Substances 0.000 description 5
- 229920001296 polysiloxane Polymers 0.000 description 5
- GWEHVDNNLFDJLR-UHFFFAOYSA-N 1,3-diphenylurea Chemical compound C=1C=CC=CC=1NC(=O)NC1=CC=CC=C1 GWEHVDNNLFDJLR-UHFFFAOYSA-N 0.000 description 4
- HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 229920002302 Nylon 6,6 Polymers 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- 239000001569 carbon dioxide Substances 0.000 description 3
- 229910002092 carbon dioxide Inorganic materials 0.000 description 3
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000011109 contamination Methods 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- WTYARLGCILCKHK-UHFFFAOYSA-N dihexan-2-yl butanedioate Chemical compound CCCCC(C)OC(=O)CCC(=O)OC(C)CCCC WTYARLGCILCKHK-UHFFFAOYSA-N 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 239000011148 porous material Substances 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 229910001220 stainless steel Inorganic materials 0.000 description 2
- 239000010935 stainless steel Substances 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- OXFSTTJBVAAALW-UHFFFAOYSA-N 1,3-dihydroimidazole-2-thione Chemical compound SC1=NC=CN1 OXFSTTJBVAAALW-UHFFFAOYSA-N 0.000 description 1
- TUSDEZXZIZRFGC-UHFFFAOYSA-N 1-O-galloyl-3,6-(R)-HHDP-beta-D-glucose Natural products OC1C(O2)COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC1C(O)C2OC(=O)C1=CC(O)=C(O)C(O)=C1 TUSDEZXZIZRFGC-UHFFFAOYSA-N 0.000 description 1
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 1
- ZSGSYJKVCABAIQ-UHFFFAOYSA-N 6-oxo-6-pentan-2-yloxyhexanoic acid Chemical compound CCCC(C)OC(=O)CCCCC(=O)O ZSGSYJKVCABAIQ-UHFFFAOYSA-N 0.000 description 1
- NFHKBWPLLOBGFV-UHFFFAOYSA-N C1(CCCCCCC1)OC(CCC(=O)OC1CCCCCCC1)=O Chemical compound C1(CCCCCCC1)OC(CCC(=O)OC1CCCCCCC1)=O NFHKBWPLLOBGFV-UHFFFAOYSA-N 0.000 description 1
- URHVNFAFQCICEF-UHFFFAOYSA-N C1CCC(C1)OC(=O)CCCCCCCCC(=O)OC2CCCC2 Chemical compound C1CCC(C1)OC(=O)CCCCCCCCC(=O)OC2CCCC2 URHVNFAFQCICEF-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- 239000001263 FEMA 3042 Substances 0.000 description 1
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Natural products OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-L Malonate Chemical compound [O-]C(=O)CC([O-])=O OFOBLEOULBTSOW-UHFFFAOYSA-L 0.000 description 1
- 229920000305 Nylon 6,10 Polymers 0.000 description 1
- LRBQNJMCXXYXIU-PPKXGCFTSA-N Penta-digallate-beta-D-glucose Natural products OC1=C(O)C(O)=CC(C(=O)OC=2C(=C(O)C=C(C=2)C(=O)OC[C@@H]2[C@H]([C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)O2)OC(=O)C=2C=C(OC(=O)C=3C=C(O)C(O)=C(O)C=3)C(O)=C(O)C=2)O)=C1 LRBQNJMCXXYXIU-PPKXGCFTSA-N 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 238000005452 bending Methods 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000001844 chromium Chemical class 0.000 description 1
- 150000001879 copper Chemical class 0.000 description 1
- JGUUIBLHKUOFLK-UHFFFAOYSA-N dibutan-2-yl decanedioate Chemical compound CCC(C)OC(=O)CCCCCCCCC(=O)OC(C)CC JGUUIBLHKUOFLK-UHFFFAOYSA-N 0.000 description 1
- MIICPMNQUSMWGD-UHFFFAOYSA-N dibutan-2-yl hexanedioate Chemical compound CCC(C)OC(=O)CCCCC(=O)OC(C)CC MIICPMNQUSMWGD-UHFFFAOYSA-N 0.000 description 1
- NWUGLCZYPSNPCE-UHFFFAOYSA-N dibutan-2-yl nonanedioate Chemical compound CCC(C)OC(=O)CCCCCCCC(=O)OC(C)CC NWUGLCZYPSNPCE-UHFFFAOYSA-N 0.000 description 1
- AMDIGSIYWJDTQZ-UHFFFAOYSA-N dibutan-2-yl pentanedioate Chemical compound CCC(C)OC(=O)CCCC(=O)OC(C)CC AMDIGSIYWJDTQZ-UHFFFAOYSA-N 0.000 description 1
- QQXQNPKZBSJJTA-UHFFFAOYSA-N dibutan-2-yl propanedioate Chemical compound CCC(C)OC(=O)CC(=O)OC(C)CC QQXQNPKZBSJJTA-UHFFFAOYSA-N 0.000 description 1
- QGBSISYHAICWAH-UHFFFAOYSA-N dicyandiamide Chemical compound NC(N)=NC#N QGBSISYHAICWAH-UHFFFAOYSA-N 0.000 description 1
- GPZXXZUNKFCXRP-UHFFFAOYSA-N dicycloheptyl butanedioate Chemical compound C1CCCCCC1OC(=O)CCC(=O)OC1CCCCCC1 GPZXXZUNKFCXRP-UHFFFAOYSA-N 0.000 description 1
- ACIYJFCHNFOOGE-UHFFFAOYSA-N dicycloheptyl pentanedioate Chemical compound C1(CCCCCC1)OC(CCCC(=O)OC1CCCCCC1)=O ACIYJFCHNFOOGE-UHFFFAOYSA-N 0.000 description 1
- WMXWYVAJRSNRTA-UHFFFAOYSA-N dicycloheptyl propanedioate Chemical compound C1CCCC(CC1)OC(=O)CC(=O)OC2CCCCCC2 WMXWYVAJRSNRTA-UHFFFAOYSA-N 0.000 description 1
- WWQSMJYMCWMODI-UHFFFAOYSA-N dicyclohexyl butanedioate Chemical compound C1CCCCC1OC(=O)CCC(=O)OC1CCCCC1 WWQSMJYMCWMODI-UHFFFAOYSA-N 0.000 description 1
- OQCGQYSHNVXOJM-UHFFFAOYSA-N dicyclohexyl decanedioate Chemical compound C1CCCCC1OC(=O)CCCCCCCCC(=O)OC1CCCCC1 OQCGQYSHNVXOJM-UHFFFAOYSA-N 0.000 description 1
- UTGUHFOMNVLJSL-UHFFFAOYSA-N dicyclohexyl hexanedioate Chemical compound C1CCCCC1OC(=O)CCCCC(=O)OC1CCCCC1 UTGUHFOMNVLJSL-UHFFFAOYSA-N 0.000 description 1
- WDBJAELSRFRZAG-UHFFFAOYSA-N dicyclohexyl nonanedioate Chemical compound C1CCCCC1OC(=O)CCCCCCCC(=O)OC1CCCCC1 WDBJAELSRFRZAG-UHFFFAOYSA-N 0.000 description 1
- QMHOJBZGLTYRED-UHFFFAOYSA-N dicyclohexyl pentanedioate Chemical compound C1CCCCC1OC(=O)CCCC(=O)OC1CCCCC1 QMHOJBZGLTYRED-UHFFFAOYSA-N 0.000 description 1
- XNLLIRWJZUWAAJ-UHFFFAOYSA-N dicyclohexyl propanedioate Chemical compound C1CCCCC1OC(=O)CC(=O)OC1CCCCC1 XNLLIRWJZUWAAJ-UHFFFAOYSA-N 0.000 description 1
- FWRFEGHSSFFLMN-UHFFFAOYSA-N dicyclopentyl butanedioate Chemical compound C1CCCC1OC(=O)CCC(=O)OC1CCCC1 FWRFEGHSSFFLMN-UHFFFAOYSA-N 0.000 description 1
- XAPGDAKLXVRJDP-UHFFFAOYSA-N dicyclopentyl pentanedioate Chemical compound C1CCCC1OC(=O)CCCC(=O)OC1CCCC1 XAPGDAKLXVRJDP-UHFFFAOYSA-N 0.000 description 1
- ANHLGYVMYPGBTQ-UHFFFAOYSA-N dicyclopentyl propanedioate Chemical compound C1CCCC1OC(=O)CC(=O)OC1CCCC1 ANHLGYVMYPGBTQ-UHFFFAOYSA-N 0.000 description 1
- QTQYALUKHQVFSC-UHFFFAOYSA-N diheptan-2-yl butanedioate Chemical compound CCCCCC(C)OC(=O)CCC(=O)OC(C)CCCCC QTQYALUKHQVFSC-UHFFFAOYSA-N 0.000 description 1
- QLDHRPHRAPEVBD-UHFFFAOYSA-N dihexan-2-yl decanedioate Chemical compound CCCCC(C)OC(=O)CCCCCCCCC(=O)OC(C)CCCC QLDHRPHRAPEVBD-UHFFFAOYSA-N 0.000 description 1
- XHLGUXMIRSHANO-UHFFFAOYSA-N dihexan-2-yl hexanedioate Chemical compound CCCCC(C)OC(=O)CCCCC(=O)OC(C)CCCC XHLGUXMIRSHANO-UHFFFAOYSA-N 0.000 description 1
- ANAVBYQZQGKMBH-UHFFFAOYSA-N dihexan-2-yl pentanedioate Chemical compound CCCCC(C)OC(=O)CCCC(=O)OC(C)CCCC ANAVBYQZQGKMBH-UHFFFAOYSA-N 0.000 description 1
- SGNABPSWMXRDCI-UHFFFAOYSA-N dihexan-3-yl propanedioate Chemical compound CCCC(CC)OC(=O)CC(=O)OC(CC)CCC SGNABPSWMXRDCI-UHFFFAOYSA-N 0.000 description 1
- 239000004205 dimethyl polysiloxane Substances 0.000 description 1
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 1
- FFMCDXKXXCDOTF-UHFFFAOYSA-N dioctan-2-yl butanedioate Chemical compound CCCCCCC(C)OC(=O)CCC(=O)OC(C)CCCCCC FFMCDXKXXCDOTF-UHFFFAOYSA-N 0.000 description 1
- RTUMJAGKSDIHOW-UHFFFAOYSA-N dioctan-2-yl hexanedioate Chemical compound CCCCCCC(C)OC(=O)CCCCC(=O)OC(C)CCCCCC RTUMJAGKSDIHOW-UHFFFAOYSA-N 0.000 description 1
- WFFPUTPISQUHAA-UHFFFAOYSA-N dioctan-2-yl propanedioate Chemical compound CCCCCCC(C)OC(=O)CC(=O)OC(C)CCCCCC WFFPUTPISQUHAA-UHFFFAOYSA-N 0.000 description 1
- IQJAUEQWPGDZMF-UHFFFAOYSA-N dioctan-4-yl butanedioate Chemical compound CCCCC(CCC)OC(=O)CCC(=O)OC(CCC)CCCC IQJAUEQWPGDZMF-UHFFFAOYSA-N 0.000 description 1
- RRVBMKOETIUKLP-UHFFFAOYSA-N dioctan-4-yl decanedioate Chemical compound CCCCC(CCC)OC(=O)CCCCCCCCC(=O)OC(CCC)CCCC RRVBMKOETIUKLP-UHFFFAOYSA-N 0.000 description 1
- CEQBTPMAKXLIOL-UHFFFAOYSA-N dipentan-2-yl butanedioate Chemical compound CCCC(C)OC(=O)CCC(=O)OC(C)CCC CEQBTPMAKXLIOL-UHFFFAOYSA-N 0.000 description 1
- UAKYREKCWXBHCW-UHFFFAOYSA-N dipentan-2-yl decanedioate Chemical compound CCCC(C)OC(=O)CCCCCCCCC(=O)OC(C)CCC UAKYREKCWXBHCW-UHFFFAOYSA-N 0.000 description 1
- PCYXICPRLLAZFI-UHFFFAOYSA-N dipentan-2-yl pentanedioate Chemical compound CCCC(C)OC(=O)CCCC(=O)OC(C)CCC PCYXICPRLLAZFI-UHFFFAOYSA-N 0.000 description 1
- POAATLJFUJTFKF-UHFFFAOYSA-N dipentan-2-yl propanedioate Chemical compound CCCC(C)OC(=O)CC(=O)OC(C)CCC POAATLJFUJTFKF-UHFFFAOYSA-N 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 150000002696 manganese Chemical class 0.000 description 1
- 239000006224 matting agent Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 150000001247 metal acetylides Chemical class 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-N o-dicarboxybenzene Natural products OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 1
- DPBLXKKOBLCELK-UHFFFAOYSA-N pentan-1-amine Chemical compound CCCCCN DPBLXKKOBLCELK-UHFFFAOYSA-N 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 238000000197 pyrolysis Methods 0.000 description 1
- 150000003902 salicylic acid esters Chemical class 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229940116351 sebacate Drugs 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 239000004447 silicone coating Substances 0.000 description 1
- 238000000859 sublimation Methods 0.000 description 1
- 230000008022 sublimation Effects 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- LRBQNJMCXXYXIU-NRMVVENXSA-N tannic acid Chemical compound OC1=C(O)C(O)=CC(C(=O)OC=2C(=C(O)C=C(C=2)C(=O)OC[C@@H]2[C@H]([C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)O2)OC(=O)C=2C=C(OC(=O)C=3C=C(O)C(O)=C(O)C=3)C(O)=C(O)C=2)O)=C1 LRBQNJMCXXYXIU-NRMVVENXSA-N 0.000 description 1
- 229940033123 tannic acid Drugs 0.000 description 1
- 235000015523 tannic acid Nutrition 0.000 description 1
- 229920002258 tannic acid Polymers 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
- Artificial Filaments (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP10676782A JPS591718A (ja) | 1982-06-23 | 1982-06-23 | ポリアミドの溶融紡糸法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP10676782A JPS591718A (ja) | 1982-06-23 | 1982-06-23 | ポリアミドの溶融紡糸法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS591718A JPS591718A (ja) | 1984-01-07 |
| JPH022973B2 true JPH022973B2 (enExample) | 1990-01-22 |
Family
ID=14442051
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP10676782A Granted JPS591718A (ja) | 1982-06-23 | 1982-06-23 | ポリアミドの溶融紡糸法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS591718A (enExample) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6015510A (en) * | 1996-08-29 | 2000-01-18 | E. I. Du Pont De Nemours And Company | Polymer flame retardant |
-
1982
- 1982-06-23 JP JP10676782A patent/JPS591718A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS591718A (ja) | 1984-01-07 |
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