JPH0245572B2 - - Google Patents
Info
- Publication number
- JPH0245572B2 JPH0245572B2 JP57064949A JP6494982A JPH0245572B2 JP H0245572 B2 JPH0245572 B2 JP H0245572B2 JP 57064949 A JP57064949 A JP 57064949A JP 6494982 A JP6494982 A JP 6494982A JP H0245572 B2 JPH0245572 B2 JP H0245572B2
- Authority
- JP
- Japan
- Prior art keywords
- mold release
- phosphonic acid
- mold
- release agent
- salt
- 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 - Lifetime
Links
- 239000006082 mold release agent Substances 0.000 claims description 32
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 claims description 31
- 150000003839 salts Chemical class 0.000 claims description 23
- 239000000203 mixture Substances 0.000 claims description 12
- 239000000945 filler Substances 0.000 claims description 11
- -1 amine salt Chemical class 0.000 claims description 7
- 238000009835 boiling Methods 0.000 claims description 4
- 150000003863 ammonium salts Chemical class 0.000 claims 2
- 239000002184 metal Substances 0.000 claims 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 15
- 239000003921 oil Substances 0.000 description 15
- 239000000047 product Substances 0.000 description 11
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 9
- 238000000465 moulding Methods 0.000 description 8
- NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical group FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 description 7
- 239000000243 solution Substances 0.000 description 7
- 238000006386 neutralization reaction Methods 0.000 description 6
- 229920002635 polyurethane Polymers 0.000 description 6
- 239000004814 polyurethane Substances 0.000 description 6
- 239000002253 acid Substances 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 5
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 description 5
- 229920000800 acrylic rubber Polymers 0.000 description 4
- 229920001971 elastomer Polymers 0.000 description 4
- HCDGVLDPFQMKDK-UHFFFAOYSA-N hexafluoropropylene Chemical group FC(F)=C(F)C(F)(F)F HCDGVLDPFQMKDK-UHFFFAOYSA-N 0.000 description 4
- 229920000058 polyacrylate Polymers 0.000 description 4
- BOSAWIQFTJIYIS-UHFFFAOYSA-N 1,1,1-trichloro-2,2,2-trifluoroethane Chemical compound FC(F)(F)C(Cl)(Cl)Cl BOSAWIQFTJIYIS-UHFFFAOYSA-N 0.000 description 3
- 229910019142 PO4 Inorganic materials 0.000 description 3
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 239000010452 phosphate Substances 0.000 description 3
- 229920002545 silicone oil Polymers 0.000 description 3
- 239000013638 trimer Substances 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 2
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- ZOIORXHNWRGPMV-UHFFFAOYSA-N acetic acid;zinc Chemical compound [Zn].CC(O)=O.CC(O)=O ZOIORXHNWRGPMV-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 239000000539 dimer Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 229910052731 fluorine Inorganic materials 0.000 description 2
- 239000011737 fluorine Substances 0.000 description 2
- 239000012046 mixed solvent Substances 0.000 description 2
- 150000003009 phosphonic acids Chemical class 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 230000002194 synthesizing effect Effects 0.000 description 2
- TXEYQDLBPFQVAA-UHFFFAOYSA-N tetrafluoromethane Chemical group FC(F)(F)F TXEYQDLBPFQVAA-UHFFFAOYSA-N 0.000 description 2
- 239000004246 zinc acetate Substances 0.000 description 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229910014572 C—O—P Inorganic materials 0.000 description 1
- 229920001730 Moisture cure polyurethane Polymers 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 125000005588 carbonic acid salt group Chemical group 0.000 description 1
- UUAGAQFQZIEFAH-UHFFFAOYSA-N chlorotrifluoroethylene Chemical group FC(F)=C(F)Cl UUAGAQFQZIEFAH-UHFFFAOYSA-N 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000003111 delayed effect Effects 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- GDCRSXZBSIRSFR-UHFFFAOYSA-N ethyl prop-2-enoate;2-methylprop-2-enoic acid Chemical compound CC(=C)C(O)=O.CCOC(=O)C=C GDCRSXZBSIRSFR-UHFFFAOYSA-N 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- UEGPKNKPLBYCNK-UHFFFAOYSA-L magnesium acetate Chemical compound [Mg+2].CC([O-])=O.CC([O-])=O UEGPKNKPLBYCNK-UHFFFAOYSA-L 0.000 description 1
- 239000011654 magnesium acetate Substances 0.000 description 1
- 235000011285 magnesium acetate Nutrition 0.000 description 1
- 229940069446 magnesium acetate Drugs 0.000 description 1
- 229910001629 magnesium chloride Inorganic materials 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 125000000962 organic group Chemical group 0.000 description 1
- 239000010702 perfluoropolyether Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 1
- 239000004810 polytetrafluoroethylene Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- GAURNAJJXQICCT-UHFFFAOYSA-N propan-2-ol;1,1,1-trichloro-2,2,2-trifluoroethane Chemical compound CC(C)O.FC(F)(F)C(Cl)(Cl)Cl GAURNAJJXQICCT-UHFFFAOYSA-N 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000013040 rubber vulcanization Methods 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- BDZBKCUKTQZUTL-UHFFFAOYSA-N triethyl phosphite Chemical compound CCOP(OCC)OCC BDZBKCUKTQZUTL-UHFFFAOYSA-N 0.000 description 1
- 238000004073 vulcanization Methods 0.000 description 1
- 239000004636 vulcanized rubber Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
- NWONKYPBYAMBJT-UHFFFAOYSA-L zinc sulfate Chemical compound [Zn+2].[O-]S([O-])(=O)=O NWONKYPBYAMBJT-UHFFFAOYSA-L 0.000 description 1
- 229960001763 zinc sulfate Drugs 0.000 description 1
- 229910000368 zinc sulfate Inorganic materials 0.000 description 1
Landscapes
- Moulds For Moulding Plastics Or The Like (AREA)
- Lubricants (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP57064949A JPS58180597A (ja) | 1982-04-19 | 1982-04-19 | 離型剤 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP57064949A JPS58180597A (ja) | 1982-04-19 | 1982-04-19 | 離型剤 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS58180597A JPS58180597A (ja) | 1983-10-22 |
| JPH0245572B2 true JPH0245572B2 (cg-RX-API-DMAC7.html) | 1990-10-11 |
Family
ID=13272793
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP57064949A Granted JPS58180597A (ja) | 1982-04-19 | 1982-04-19 | 離型剤 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS58180597A (cg-RX-API-DMAC7.html) |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2010235577A (ja) * | 2009-03-13 | 2010-10-21 | Unimatec Co Ltd | ポリフルオロアルキルホスホン酸エステルおよびその製造法 |
| WO2010140652A1 (ja) | 2009-06-05 | 2010-12-09 | ユニマテック株式会社 | 離型剤 |
| WO2011004705A1 (ja) * | 2009-07-10 | 2011-01-13 | ユニマテック株式会社 | ポリフルオロアルキルホスホン酸エステルおよびその製造法 |
| WO2011030776A1 (ja) | 2009-09-11 | 2011-03-17 | ユニマテック株式会社 | 離型剤 |
| WO2011055609A1 (ja) | 2009-11-04 | 2011-05-12 | ユニマテック株式会社 | ポリフルオロアルキルホスホン酸塩乳化剤およびこれを有効成分とする離型剤 |
| JP2011098250A (ja) * | 2009-11-04 | 2011-05-19 | Unimatec Co Ltd | ポリフルオロアルキルホスホン酸塩乳化剤 |
| WO2011148795A1 (ja) | 2010-05-25 | 2011-12-01 | ユニマテック株式会社 | 含フッ素ポリマー水性分散液 |
| WO2012036036A1 (ja) | 2010-09-13 | 2012-03-22 | ユニマテック株式会社 | 含フッ素共重合体 |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2658172B2 (ja) * | 1988-05-11 | 1997-09-30 | ダイキン工業株式会社 | 離型剤 |
| EP1845150B1 (en) * | 2004-11-25 | 2018-06-20 | Nok Klüber Co., Ltd. | Lubricant composition and grease composition |
| EP2407472B1 (en) | 2009-03-13 | 2013-12-04 | Unimatec Co., Ltd. | Polyfluoroalkylphosphonic acid, method for producing same and mold-releasing agent comprising same as active ingredient |
| JP5464212B2 (ja) | 2009-06-04 | 2014-04-09 | ユニマテック株式会社 | グラフト共重合体およびそれを有効成分とする離型剤 |
| EP2476687B1 (en) | 2009-09-11 | 2013-12-25 | Unimatec Co., Ltd. | Polyfluoroalkylphosphonic acid oxyalkylene ester, method for producing same and release agent containing same as active ingredient |
| EP2479216B1 (en) * | 2009-09-17 | 2017-11-08 | Unimatec Co., Ltd. | Emulsion and mold release agent comprising the emulsion |
| CN102658616A (zh) * | 2012-02-10 | 2012-09-12 | 云南震安减震技术有限公司 | 一种测定大直径叠层厚橡胶制品硫化程度的简易方法 |
| JP5510501B2 (ja) * | 2012-07-13 | 2014-06-04 | ユニマテック株式会社 | エマルジョン |
| WO2017119371A1 (ja) * | 2016-01-08 | 2017-07-13 | 東ソー・エフテック株式会社 | 不飽和結合を有する新規含フッ素化合物およびこれを用いた表面改質剤 |
| WO2020137080A1 (ja) * | 2018-12-27 | 2020-07-02 | 東ソー・ファインケム株式会社 | 不飽和結合を有する含フッ素化合物及びこれを用いた離型剤 |
-
1982
- 1982-04-19 JP JP57064949A patent/JPS58180597A/ja active Granted
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2010235577A (ja) * | 2009-03-13 | 2010-10-21 | Unimatec Co Ltd | ポリフルオロアルキルホスホン酸エステルおよびその製造法 |
| WO2010140652A1 (ja) | 2009-06-05 | 2010-12-09 | ユニマテック株式会社 | 離型剤 |
| WO2011004705A1 (ja) * | 2009-07-10 | 2011-01-13 | ユニマテック株式会社 | ポリフルオロアルキルホスホン酸エステルおよびその製造法 |
| CN102482304A (zh) * | 2009-07-10 | 2012-05-30 | 优迈特株式会社 | 多氟烷基膦酸酯和其制备方法 |
| WO2011030776A1 (ja) | 2009-09-11 | 2011-03-17 | ユニマテック株式会社 | 離型剤 |
| WO2011055609A1 (ja) | 2009-11-04 | 2011-05-12 | ユニマテック株式会社 | ポリフルオロアルキルホスホン酸塩乳化剤およびこれを有効成分とする離型剤 |
| JP2011098250A (ja) * | 2009-11-04 | 2011-05-19 | Unimatec Co Ltd | ポリフルオロアルキルホスホン酸塩乳化剤 |
| WO2011148795A1 (ja) | 2010-05-25 | 2011-12-01 | ユニマテック株式会社 | 含フッ素ポリマー水性分散液 |
| WO2012036036A1 (ja) | 2010-09-13 | 2012-03-22 | ユニマテック株式会社 | 含フッ素共重合体 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS58180597A (ja) | 1983-10-22 |
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