CN118291038A - Organosilicon non-stick material, preparation method and application - Google Patents
Organosilicon non-stick material, preparation method and application Download PDFInfo
- Publication number
- CN118291038A CN118291038A CN202310000480.0A CN202310000480A CN118291038A CN 118291038 A CN118291038 A CN 118291038A CN 202310000480 A CN202310000480 A CN 202310000480A CN 118291038 A CN118291038 A CN 118291038A
- Authority
- CN
- China
- Prior art keywords
- parts
- hydrogen
- stick coating
- sio
- silicone
- 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
- 238000002360 preparation method Methods 0.000 title abstract description 32
- 239000000463 material Substances 0.000 title description 4
- 239000002105 nanoparticle Substances 0.000 claims abstract description 73
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims abstract description 62
- 239000000203 mixture Substances 0.000 claims abstract description 41
- 238000000576 coating method Methods 0.000 claims abstract description 39
- 239000011248 coating agent Substances 0.000 claims abstract description 36
- 229910052697 platinum Inorganic materials 0.000 claims abstract description 31
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims abstract description 29
- 239000011737 fluorine Substances 0.000 claims abstract description 29
- 229910052731 fluorine Inorganic materials 0.000 claims abstract description 29
- 239000003054 catalyst Substances 0.000 claims abstract description 23
- 239000003060 catalysis inhibitor Substances 0.000 claims abstract description 16
- 239000002904 solvent Substances 0.000 claims abstract description 12
- 229910052739 hydrogen Inorganic materials 0.000 claims description 70
- 239000001257 hydrogen Substances 0.000 claims description 70
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 56
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 45
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 45
- 229920002050 silicone resin Polymers 0.000 claims description 34
- LLHKCFNBLRBOGN-UHFFFAOYSA-N propylene glycol methyl ether acetate Chemical compound COCC(C)OC(C)=O LLHKCFNBLRBOGN-UHFFFAOYSA-N 0.000 claims description 27
- 229920002545 silicone oil Polymers 0.000 claims description 23
- 229920005989 resin Polymers 0.000 claims description 22
- 239000011347 resin Substances 0.000 claims description 22
- 229920002554 vinyl polymer Polymers 0.000 claims description 22
- 238000003756 stirring Methods 0.000 claims description 20
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 17
- 229910052710 silicon Inorganic materials 0.000 claims description 17
- 239000010703 silicon Substances 0.000 claims description 17
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 claims description 15
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 claims description 15
- 239000011259 mixed solution Substances 0.000 claims description 15
- 229910004298 SiO 2 Inorganic materials 0.000 claims description 14
- 229920001296 polysiloxane Polymers 0.000 claims description 14
- 239000000758 substrate Substances 0.000 claims description 14
- 230000002209 hydrophobic effect Effects 0.000 claims description 13
- QTRSWYWKHYAKEO-UHFFFAOYSA-N 1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-henicosafluorodecyl-tris(1,1,2,2,2-pentafluoroethoxy)silane Chemical compound FC(F)(F)C(F)(F)O[Si](OC(F)(F)C(F)(F)F)(OC(F)(F)C(F)(F)F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F QTRSWYWKHYAKEO-UHFFFAOYSA-N 0.000 claims description 12
- 150000002430 hydrocarbons Chemical group 0.000 claims description 10
- 239000006087 Silane Coupling Agent Substances 0.000 claims description 8
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 8
- MHQSODYIEVVICX-UHFFFAOYSA-N 1,1,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,12-tetracosafluorododec-1-ene Chemical group FC(F)=C(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F MHQSODYIEVVICX-UHFFFAOYSA-N 0.000 claims description 7
- FWDBOZPQNFPOLF-UHFFFAOYSA-N ethenyl(triethoxy)silane Chemical compound CCO[Si](OCC)(OCC)C=C FWDBOZPQNFPOLF-UHFFFAOYSA-N 0.000 claims description 7
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 7
- 238000000034 method Methods 0.000 claims description 7
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 7
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 7
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 7
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 claims description 7
- DCQBZYNUSLHVJC-UHFFFAOYSA-N 3-triethoxysilylpropane-1-thiol Chemical compound CCO[Si](OCC)(OCC)CCCS DCQBZYNUSLHVJC-UHFFFAOYSA-N 0.000 claims description 6
- 239000005995 Aluminium silicate Substances 0.000 claims description 6
- 229910020487 SiO3/2 Inorganic materials 0.000 claims description 6
- 235000012211 aluminium silicate Nutrition 0.000 claims description 6
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 claims description 6
- -1 perfluoroalkyl ethylene Chemical compound 0.000 claims description 6
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 4
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims description 4
- JBTWLSYIZRCDFO-UHFFFAOYSA-N ethyl methyl carbonate Chemical compound CCOC(=O)OC JBTWLSYIZRCDFO-UHFFFAOYSA-N 0.000 claims description 4
- 239000008096 xylene Substances 0.000 claims description 4
- LBTSNEJGMVFUEW-UHFFFAOYSA-N 2,2,3,3,4,4,5,5,6,8,8,8-dodecafluorooctoxy-dimethoxy-propylsilane Chemical compound FC(C(C(C(C(F)(F)CO[Si](OC)(OC)CCC)(F)F)(F)F)(F)F)CC(F)(F)F LBTSNEJGMVFUEW-UHFFFAOYSA-N 0.000 claims description 3
- SEKZHGKCVMOJSY-UHFFFAOYSA-N [dimethoxy(propyl)silyl]oxymethyl 2-methylprop-2-enoate Chemical compound CCC[Si](OC)(OC)OCOC(=O)C(C)=C SEKZHGKCVMOJSY-UHFFFAOYSA-N 0.000 claims description 3
- 239000000440 bentonite Substances 0.000 claims description 3
- 229910000278 bentonite Inorganic materials 0.000 claims description 3
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 claims description 3
- 150000002431 hydrogen Chemical class 0.000 claims description 3
- 239000003607 modifier Substances 0.000 claims description 3
- 150000004756 silanes Chemical class 0.000 claims description 3
- 239000005977 Ethylene Substances 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 229910052681 coesite Inorganic materials 0.000 claims description 2
- 229910052906 cristobalite Inorganic materials 0.000 claims description 2
- 239000000377 silicon dioxide Substances 0.000 claims description 2
- 238000005507 spraying Methods 0.000 claims description 2
- 229910052682 stishovite Inorganic materials 0.000 claims description 2
- 229910052905 tridymite Inorganic materials 0.000 claims description 2
- BPCXHCSZMTWUBW-UHFFFAOYSA-N triethoxy(1,1,2,2,3,3,4,4,5,5,8,8,8-tridecafluorooctyl)silane Chemical compound CCO[Si](OCC)(OCC)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)CCC(F)(F)F BPCXHCSZMTWUBW-UHFFFAOYSA-N 0.000 claims 1
- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 description 31
- 239000002245 particle Substances 0.000 description 27
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 15
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 14
- 239000000126 substance Substances 0.000 description 14
- 235000013601 eggs Nutrition 0.000 description 11
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 10
- 230000000052 comparative effect Effects 0.000 description 10
- 239000003921 oil Substances 0.000 description 10
- 229910000077 silane Inorganic materials 0.000 description 10
- 230000002378 acidificating effect Effects 0.000 description 9
- 239000003973 paint Substances 0.000 description 9
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 8
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical compound [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 8
- 239000008367 deionised water Substances 0.000 description 7
- 229910021641 deionized water Inorganic materials 0.000 description 7
- 238000012360 testing method Methods 0.000 description 7
- 229910010413 TiO 2 Inorganic materials 0.000 description 6
- 238000001914 filtration Methods 0.000 description 6
- 229920000728 polyester Polymers 0.000 description 6
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 5
- 239000004215 Carbon black (E152) Substances 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 description 5
- 235000011054 acetic acid Nutrition 0.000 description 5
- 239000003377 acid catalyst Substances 0.000 description 5
- 238000001035 drying Methods 0.000 description 5
- 238000010438 heat treatment Methods 0.000 description 5
- 229930195733 hydrocarbon Natural products 0.000 description 5
- 230000003472 neutralizing effect Effects 0.000 description 5
- 239000004810 polytetrafluoroethylene Substances 0.000 description 5
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 5
- 230000035484 reaction time Effects 0.000 description 5
- JCVQKRGIASEUKR-UHFFFAOYSA-N triethoxy(phenyl)silane Chemical compound CCO[Si](OCC)(OCC)C1=CC=CC=C1 JCVQKRGIASEUKR-UHFFFAOYSA-N 0.000 description 5
- QQQSFSZALRVCSZ-UHFFFAOYSA-N triethoxysilane Chemical compound CCO[SiH](OCC)OCC QQQSFSZALRVCSZ-UHFFFAOYSA-N 0.000 description 5
- ITMCEJHCFYSIIV-UHFFFAOYSA-N triflic acid Chemical compound OS(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-N 0.000 description 5
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 4
- WZJUBBHODHNQPW-UHFFFAOYSA-N 2,4,6,8-tetramethyl-1,3,5,7,2$l^{3},4$l^{3},6$l^{3},8$l^{3}-tetraoxatetrasilocane Chemical compound C[Si]1O[Si](C)O[Si](C)O[Si](C)O1 WZJUBBHODHNQPW-UHFFFAOYSA-N 0.000 description 4
- CWNXOPXKENEODI-UHFFFAOYSA-N C[SiH]1O[SiH](C)O[Si](C)(CCC(F)(F)F)O1 Chemical compound C[SiH]1O[SiH](C)O[Si](C)(CCC(F)(F)F)O1 CWNXOPXKENEODI-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 229910000019 calcium carbonate Inorganic materials 0.000 description 4
- 239000003729 cation exchange resin Substances 0.000 description 4
- 239000011159 matrix material Substances 0.000 description 4
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 4
- 230000004048 modification Effects 0.000 description 4
- 238000012986 modification Methods 0.000 description 4
- 230000007935 neutral effect Effects 0.000 description 4
- 238000006068 polycondensation reaction Methods 0.000 description 4
- 238000010992 reflux Methods 0.000 description 4
- CPUDPFPXCZDNGI-UHFFFAOYSA-N triethoxy(methyl)silane Chemical compound CCO[Si](C)(OCC)OCC CPUDPFPXCZDNGI-UHFFFAOYSA-N 0.000 description 4
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- 238000007792 addition Methods 0.000 description 3
- 239000012298 atmosphere Substances 0.000 description 3
- XXRYYOLAGXFBPY-UHFFFAOYSA-N bis(ethenyl)-methyl-silyloxysilane Chemical compound C[Si](O[SiH3])(C=C)C=C XXRYYOLAGXFBPY-UHFFFAOYSA-N 0.000 description 3
- 238000001723 curing Methods 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- UHUUYVZLXJHWDV-UHFFFAOYSA-N trimethyl(methylsilyloxy)silane Chemical compound C[SiH2]O[Si](C)(C)C UHUUYVZLXJHWDV-UHFFFAOYSA-N 0.000 description 3
- PTUUTGJMRQWABQ-UHFFFAOYSA-N triphenyl(phenylsilyloxy)silane Chemical compound C=1C=CC=CC=1[Si](C=1C=CC=CC=1)(C=1C=CC=CC=1)O[SiH2]C1=CC=CC=C1 PTUUTGJMRQWABQ-UHFFFAOYSA-N 0.000 description 3
- ARKIRAZCKHWMDO-UHFFFAOYSA-N 1,1,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,13,13,14,14,14-octacosafluorotetradec-1-ene Chemical compound FC(F)=C(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F ARKIRAZCKHWMDO-UHFFFAOYSA-N 0.000 description 2
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 239000002274 desiccant Substances 0.000 description 2
- BITPLIXHRASDQB-UHFFFAOYSA-N ethenyl-[ethenyl(dimethyl)silyl]oxy-dimethylsilane Chemical compound C=C[Si](C)(C)O[Si](C)(C)C=C BITPLIXHRASDQB-UHFFFAOYSA-N 0.000 description 2
- 235000019253 formic acid Nutrition 0.000 description 2
- DCAYPVUWAIABOU-UHFFFAOYSA-N hexadecane Chemical compound CCCCCCCCCCCCCCCC DCAYPVUWAIABOU-UHFFFAOYSA-N 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 230000003301 hydrolyzing effect Effects 0.000 description 2
- PARWUHTVGZSQPD-UHFFFAOYSA-N phenylsilane Chemical compound [SiH3]C1=CC=CC=C1 PARWUHTVGZSQPD-UHFFFAOYSA-N 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 238000007151 ring opening polymerisation reaction Methods 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- ABTOQLMXBSRXSM-UHFFFAOYSA-N silicon tetrafluoride Chemical compound F[Si](F)(F)F ABTOQLMXBSRXSM-UHFFFAOYSA-N 0.000 description 2
- HQYALQRYBUJWDH-UHFFFAOYSA-N trimethoxy(propyl)silane Chemical compound CCC[Si](OC)(OC)OC HQYALQRYBUJWDH-UHFFFAOYSA-N 0.000 description 2
- SAUHTGPUGJWMNX-UHFFFAOYSA-N 1,1,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,13,13,13-hexacosafluorotridec-1-ene Chemical compound FC(F)=C(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F SAUHTGPUGJWMNX-UHFFFAOYSA-N 0.000 description 1
- UAFOIVDGAVVKTE-UHFFFAOYSA-N 1,1,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,9-octadecafluoronon-1-ene Chemical group FC(F)=C(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F UAFOIVDGAVVKTE-UHFFFAOYSA-N 0.000 description 1
- NSTVXRKLKCEXRL-UHFFFAOYSA-N 2,2,4,4-tetramethyl-1,3,5,2,4,6-trioxatrisilinane Chemical compound C[Si]1(C)O[SiH2]O[Si](C)(C)O1 NSTVXRKLKCEXRL-UHFFFAOYSA-N 0.000 description 1
- GMEMZXVKMVBEGX-UHFFFAOYSA-N 2-(oxiran-2-ylmethoxymethyl)oxirane;trimethoxy(propyl)silane Chemical compound C1OC1COCC1CO1.CCC[Si](OC)(OC)OC GMEMZXVKMVBEGX-UHFFFAOYSA-N 0.000 description 1
- NKAMGQZDVMQEJL-UHFFFAOYSA-N 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodec-1-ene Chemical group FC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C=C NKAMGQZDVMQEJL-UHFFFAOYSA-N 0.000 description 1
- PDBMFMIQRCYGLM-UHFFFAOYSA-N 4,6-dimethyl-2-propyl-2-(trifluoromethyl)-1,3,5,2,4,6-trioxatrisilinane Chemical compound FC([Si]1(O[SiH](O[SiH](O1)C)C)CCC)(F)F PDBMFMIQRCYGLM-UHFFFAOYSA-N 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- KZUDODLIIRDHNH-UHFFFAOYSA-N C(CCCCCCCCCCCC)C(C)O[Si](OCC)(OCC)CCCCCCCC Chemical compound C(CCCCCCCCCCCC)C(C)O[Si](OCC)(OCC)CCCCCCCC KZUDODLIIRDHNH-UHFFFAOYSA-N 0.000 description 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
- DVQLQARMQAHYFI-UHFFFAOYSA-N FC(F)=C(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F Chemical group FC(F)=C(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F DVQLQARMQAHYFI-UHFFFAOYSA-N 0.000 description 1
- CTKINSOISVBQLD-UHFFFAOYSA-N Glycidol Chemical compound OCC1CO1 CTKINSOISVBQLD-UHFFFAOYSA-N 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 1
- 229910002808 Si–O–Si Inorganic materials 0.000 description 1
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 1
- VLFKGWCMFMCFRM-UHFFFAOYSA-N [diacetyloxy(phenyl)silyl] acetate Chemical compound CC(=O)O[Si](OC(C)=O)(OC(C)=O)C1=CC=CC=C1 VLFKGWCMFMCFRM-UHFFFAOYSA-N 0.000 description 1
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 238000010009 beating Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- XGZGKDQVCBHSGI-UHFFFAOYSA-N butyl(triethoxy)silane Chemical compound CCCC[Si](OCC)(OCC)OCC XGZGKDQVCBHSGI-UHFFFAOYSA-N 0.000 description 1
- SXPLZNMUBFBFIA-UHFFFAOYSA-N butyl(trimethoxy)silane Chemical compound CCCC[Si](OC)(OC)OC SXPLZNMUBFBFIA-UHFFFAOYSA-N 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000004891 communication Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 229910000365 copper sulfate Inorganic materials 0.000 description 1
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 1
- 239000007822 coupling agent Substances 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- LVCMXMSJOUJZFC-UHFFFAOYSA-N diphenyl(silyloxy)silane Chemical compound C=1C=CC=CC=1[SiH](O[SiH3])C1=CC=CC=C1 LVCMXMSJOUJZFC-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000005530 etching Methods 0.000 description 1
- SBRXLTRZCJVAPH-UHFFFAOYSA-N ethyl(trimethoxy)silane Chemical compound CC[Si](OC)(OC)OC SBRXLTRZCJVAPH-UHFFFAOYSA-N 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 238000007542 hardness measurement Methods 0.000 description 1
- CZWLNMOIEMTDJY-UHFFFAOYSA-N hexyl(trimethoxy)silane Chemical compound CCCCCC[Si](OC)(OC)OC CZWLNMOIEMTDJY-UHFFFAOYSA-N 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 229940098779 methanesulfonic acid Drugs 0.000 description 1
- RJMRIDVWCWSWFR-UHFFFAOYSA-N methyl(tripropoxy)silane Chemical compound CCCO[Si](C)(OCCC)OCCC RJMRIDVWCWSWFR-UHFFFAOYSA-N 0.000 description 1
- BFXIKLCIZHOAAZ-UHFFFAOYSA-N methyltrimethoxysilane Chemical compound CO[Si](C)(OC)OC BFXIKLCIZHOAAZ-UHFFFAOYSA-N 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- FABOKLHQXVRECE-UHFFFAOYSA-N phenyl(tripropoxy)silane Chemical compound CCCO[Si](OCCC)(OCCC)C1=CC=CC=C1 FABOKLHQXVRECE-UHFFFAOYSA-N 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- DENFJSAFJTVPJR-UHFFFAOYSA-N triethoxy(ethyl)silane Chemical compound CCO[Si](CC)(OCC)OCC DENFJSAFJTVPJR-UHFFFAOYSA-N 0.000 description 1
- NBXZNTLFQLUFES-UHFFFAOYSA-N triethoxy(propyl)silane Chemical compound CCC[Si](OCC)(OCC)OCC NBXZNTLFQLUFES-UHFFFAOYSA-N 0.000 description 1
- HILHCDFHSDUYNX-UHFFFAOYSA-N trimethoxy(pentyl)silane Chemical compound CCCCC[Si](OC)(OC)OC HILHCDFHSDUYNX-UHFFFAOYSA-N 0.000 description 1
- ZNOCGWVLWPVKAO-UHFFFAOYSA-N trimethoxy(phenyl)silane Chemical compound CO[Si](OC)(OC)C1=CC=CC=C1 ZNOCGWVLWPVKAO-UHFFFAOYSA-N 0.000 description 1
- YUYCVXFAYWRXLS-UHFFFAOYSA-N trimethoxysilane Chemical compound CO[SiH](OC)OC YUYCVXFAYWRXLS-UHFFFAOYSA-N 0.000 description 1
- OZWKZRFXJPGDFM-UHFFFAOYSA-N tripropoxysilane Chemical compound CCCO[SiH](OCCC)OCCC OZWKZRFXJPGDFM-UHFFFAOYSA-N 0.000 description 1
- 239000011345 viscous material Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Landscapes
- Paints Or Removers (AREA)
Abstract
The invention discloses a preparation method and application of an organosilicon non-stick coating, wherein the non-stick coating consists of 55-65 parts of fluorine modified organosilicon composition, 15-25 parts of hydrophobically modified nanoparticles, 0.03-0.05 part of platinum catalyst, 0.01-0.03 part of platinum catalyst inhibitor and 15-30 parts of solvent. The non-stick coating has proper curing condition, long non-stick performance and is suitable for inner coating of non-stick cooker.
Description
Technical field:
The invention relates to the technical field of coatings, in particular to a preparation method and application of an organosilicon non-stick material.
The background technology is as follows:
The non-stick paint has low surface energy and small friction coefficient, and can realize the phenomena of non-stick to viscous substances and easy removal after adhesion, thereby being widely applied to the fields of cookers, automobiles, buildings, communication, chemical industry and the like. Currently, non-stick coatings for cookware use Polytetrafluoroethylene (PTFE) as the primary matrix resin. Although polytetrafluoroethylene has far better performance in non-stick paint than other resins, polytetrafluoroethylene is expensive, has poor processing performance, is insoluble in common solvents, has high volatile content, and limits the application of polytetrafluoroethylene in non-stick paint.
The organic silicon resin is a high polymer with a main chain formed by connecting Si-O-Si, has the characteristic of low surface energy, is inferior to fluororesin, has good biocompatibility, and is suitable for preparing non-stick paint for cookers. In the field of non-stick coatings for cookers, silicone resins are commonly used with polyester modifications because polyesters have the characteristics of plumpness, brightness and good solvent resistance, and can make up for the disadvantages of silicone resins in these aspects. Patent CN102977352a discloses a high temperature resistant coating for non-stick pan of polyester modified organic silicon resin, which can be cured without isocyanate, has convenient construction and good high temperature resistance, but has poor non-stick effect and can only be used for outer coating of non-stick pan. Patent CN103205203a discloses a non-stick coating of nano SiO 2 hybrid polyester modified silicone, which improves the non-stick performance of the silicone modified polyester by adding nano particles, but because the matrix resin used is still the silicone modified polyester, the non-stick performance can be rapidly reduced after the nano particles are worn off. Although the patent CN105504294A prepares a fluorine modified silicone resin as a matrix resin of the non-stick paint, the paint film is brittle, the non-stick performance is unstable, and the non-stick paint is realized by etching a cooker through a strong acid solvent. Thus, achieving long-term non-tackiness of the cookware coating is a problem that is highly desirable.
The invention comprises the following steps:
in order to achieve the above purpose, the technical scheme adopted by the invention is as follows:
In one aspect, the present invention provides a silicone non-stick coating comprising, in parts by weight: 55-65 parts of fluorine modified organosilicon composition, 15-25 parts of hydrophobically modified nano particles, 0.03-0.05 part of platinum catalyst, 0.01-0.03 part of platinum catalyst inhibitor and 15-30 parts of solvent A.
In the invention, the fluorine modified organosilicon composition consists of hydrogen-containing silicone resin, fluorine-containing side hydrogen vinyl silicone oil and perfluoroethylene, wherein the mass ratio is 1:0.5-1.5:0.4-0.9, preferably 1:1:0.7.
The hydrogen-containing silicone resin is one or two of the silicone resins shown in the formula I and the formula II, and when the hydrogen-containing silicone resin is two, the proportion is 1:0.3-1.2, preferably 1:1-1.2
And I:[R1SiO3/2]a[R2SiO3/2]b[R3SiO3/2]c
In formula I, R 1 is hydrogen; r 2 is phenyl; r 3 is a monovalent hydrocarbon group of C 1~C6, preferably R 3 is one of methyl, ethyl and propyl; a=0.3 to 0.7, b=0.3 to 0.7, c=0 to 0.3, and a+b+c=1;
Formula II: [ RSiO 1/2]a[SiO2]b
In the formula II, R is one or more of hydrogen, phenyl and C 1~C6 monovalent hydrocarbon groups, and the monovalent hydrocarbon groups are preferably methyl, ethyl and propyl; a=0.5 to 0.8, b=0.2 to 0.5 and a+b=1;
Further, the hydrogen-containing silicone resin represented by the formula I is obtained by hydrolytic polycondensation of hydrogen-containing silane, phenylsilane and monovalent hydrocarbon-containing silane in the presence of an acidic catalyst and water, and the molar ratio of the hydrogen-containing silane to phenylsilane to monovalent hydrocarbon-containing silane is preferably as follows: 30-70% of hydrogen-containing silane, 30-70% of phenyl-containing silane and 0-30% of monovalent hydrocarbon-based silane, wherein the total molar quantity of the three is 100%.
Preferably, the hydrogen-containing silane is one or more of trimethoxysilane, triethoxysilane, tripropoxysilane, triacetoxysilane, more preferably triethoxysilane; preferably, the phenyl-containing silane is selected from one or more of phenyl trimethoxysilane, phenyl triethoxysilane, phenyl tripropoxysilane, phenyl triacetoxysilane, more preferably phenyl triethoxysilane; preferably, the monovalent hydrocarbon group-containing silane is selected from one or more of methyltrimethoxysilane, methyltriethoxysilane, methyltripropoxysilane, ethyltrimethoxysilane, ethyltriethoxysilane, propyltrimethoxysilane, propyltriethoxysilane, butyltrimethoxysilane, butyltriethoxysilane, pentyltrimethoxysilane, hexyltrimethoxysilane, more preferably methyltriethoxysilane;
preferably, the acid catalyst is at least one of hydrochloric acid, sulfuric acid, phosphoric acid, formic acid, acetic acid, methanesulfonic acid, trifluoromethanesulfonic acid and trifluoroacetic acid; more preferably trifluoromethanesulfonic acid;
preferably, the amount of the acid catalyst is 100 to 1000ppm based on the total mass of the hydrosilane.
Further, in the hydrolytic polycondensation reaction, the water is 1.0 to 1.6 times of the total molar weight of the hydrosilane;
further, the hydrolysis polycondensation reaction conditions are: the reaction temperature is 40-70 ℃ and the reaction time is 1-3 h.
Further, the hydrolysis polycondensation reaction of the invention comprises the following processes: firstly, removing low-boiling substances by evaporation, then adding an organic solvent for refluxing and removing water, then adding a neutralizing agent for neutralizing an acidic catalyst, filtering and removing impurities, and removing the organic solvent by reduced pressure distillation to obtain the hydrogen-containing silicon resin shown in the formula I.
Further, the hydrogen-containing silicon resin shown in the formula II is prepared by the equilibrium reaction of water, tetraethoxysilane and disiloxane in an acidic medium and absolute ethyl alcohol;
Preferably, the disiloxane has the structural formula R 1 aR2 bR3 cSi2 O, wherein R 1 is hydrogen, R 2 is phenyl, R 3 is a monovalent hydrocarbon radical of C 1~C6, preferably methyl, ethyl, propyl, a+b+c=6, 0.ltoreq.a, b, c.ltoreq.6, preferably 0.2< a/(a+b+c) <0.7,0.15< b/(a+b+c) <0.75,0.15< C/(a+b+c) <0.5, more preferably 0.3< a/(a+b+c) <0.5,0.3< b/(a+b+c) <0.5,0.2< C/(a+b+c) <0.4.
Preferably, the acidic medium is formic acid, acetic acid, oxalic acid, tartaric acid, benzoic acid, p-benzenesulfonic acid or salicylic acid; preferably, the acidic medium is acetic acid.
Preferably, the water and the absolute ethyl alcohol in the balance reaction account for 21-40% and 12-18% of the total mass of the tetraethoxysilane and the disiloxane in the system respectively;
Preferably, the molar ratio of disiloxane to ethyl orthosilicate is 0.5-0.6:1; the dosage of the acid medium accounts for 0.5 to 0.8 percent of the total weight of reactants in the reaction system
Further, the equilibrium reaction is to add water, acid medium, absolute ethyl alcohol and disiloxane into a reactor, dropwise add tetraethoxysilane while stirring, the dropwise adding time is controlled within 1.5-2 h, the temperature of a reaction system is controlled within 20 ℃, and the reaction is carried out for 2.5-4 h by slowly heating to 50-60 ℃ after the dropwise adding is finished;
Further, after the equilibrium reaction is completed, firstly separating an oil phase by toluene, washing the oil phase until the oil phase is neutral and drying; and (3) filtering the oil phase, and distilling under reduced pressure to remove the solvent and the micromolecular substances to obtain the hydrogen-containing silicon resin shown in the formula II.
Preferably, the drying agent used for drying in the equilibrium reaction is one or more of calcium carbonate, anhydrous calcium chloride, anhydrous magnesium sulfate and anhydrous copper sulfate; more preferably, the desiccant is anhydrous calcium chloride.
In the invention, the structural formula of the fluorine-containing side hydrogen vinyl silicone oil is as follows:
CH2=CHSiO[R1R2SiO]a[R1HSiO]b[R1 2SiO]cOSiCH=CH2, Wherein R 1 is a monovalent hydrocarbon radical of C 1~C6, preferably methyl, ethyl, propyl, R 2 is CH 2CH2CF3, a: b: c=2.67-4: 13-15:1.
The fluorine-containing side hydrogen vinyl silicone oil is prepared by ring-opening polymerization of trifluoro propyl trimethyl cyclotrisiloxane, tetramethyl cyclotrisiloxane and tetramethyl divinyl disiloxane under the action of macroporous cation strong acid resin and Speier Pt catalyst.
Further, the reaction involves the following compound molar ratios: trifluoropropyl trimethyl cyclotrisiloxane: tetramethyl cyclotetrasiloxane: tetramethyl divinyl disiloxane = 2-3:13-15:1.
Further, the reaction temperature is 45-60 ℃ and the reaction time is 5.5-6.5h.
Further, after the ring-opening polymerization is finished, filtering to remove the catalyst, and distilling under reduced pressure for 3 hours to remove low-boiling-point substances, thereby obtaining liquid, namely the fluorine-containing side hydrogen vinyl silicone oil.
The perfluoroethylene is selected from C 4-C14 perfluoroalkyl ethylene, preferably perfluorodecyl ethylene.
Further, the hydrophobically modified nanoparticles are obtained by hydrophobically modifying nanoparticles.
Preferably, the nanoparticle is one or more of SiO 2、TiO2, diatomaceous earth, bentonite, and calcined kaolin.
Preferably, the nanoparticle is a combination of a nanoparticle with a particle size of 20-30nm and a nanoparticle with a particle size of 30-80nm, and the ratio is 1-3: 1, more preferably 20-30nm SiO 2 and 30-80nm TiO 2;
further, the hydrophobic modification is obtained by adding the nano particles into a hydrophobic modifier and stirring;
Further, the hydrophobic modifier is a mixed solution of a common silane coupling agent, a perfluorinated silane coupling agent and an ester solvent, and the mass ratio is 1:1-2:6-8;
Further, the common silane coupling agent is one of vinyl triethoxysilane, glycidyl ether propyl trimethoxysilane, (methacryloyloxy) propyl trimethoxysilane or mercaptopropyl triethoxysilane;
Further, the perfluoro silane coupling agent is one of dodecafluoro heptyl propyl trimethoxy silane, tridecyl octyl triethoxy silane and perfluoro decyl triethoxy silane;
Further, the ester solvent is a mixed solution of butyl acetate, propylene glycol methyl ether acetate and ethyl acetate, and the weight ratio of the butyl acetate, the propylene glycol methyl ether acetate and the ethyl acetate is 1 (1.5-2);
further, the stirring process speed is 500-1000rpm, and the stirring time is 30-60min.
In the invention, the solvent A is selected from one or more of toluene, xylene and propylene glycol monomethyl ether acetate.
In another aspect, the present invention also provides a method for preparing an organosilicon non-stick coating, the method comprising:
And (2) stirring the hydrogen-containing silicon resin, fluorine-containing side hydrogen vinyl silicone oil, perfluoroethylene, a platinum catalyst inhibitor and the hydrophobic modified nano particles at 500-1000 rpm for 30-60min, spraying the mixture onto a substrate by using the pressure of 0.3-0.7Mpa, and curing the mixture at 140-160 ℃ for 0.5-2 h.
The invention has the beneficial effects that:
The non-stick coating with fluorine modified silicone resin as main resin has proper curing condition, long non-stick performance and suitability for inner coating of non-stick cookware. Compared with the prior art, the curing method is milder, the processability is good, the cost is lower, the non-tackiness performance is better, the cooker does not need to be etched, and the method is more practical. In general, pure organic silicon is used as matrix resin, the balance of hardness and flexibility is poor, and the whole paint film is brittle. In addition, the invention greatly improves the non-stick property of the silicone resin by respectively introducing different fluorine functional groups into the resin and the silicone oil. The addition of the hydrophobic nano particles not only strengthens the paint, but also further improves the non-stick performance of the silicone resin.
The specific embodiment is as follows:
The invention will now be further illustrated by means of specific examples which are given solely by way of illustration of the invention and do not limit the scope thereof.
Raw materials and sources:
Perfluoroethylene, perfluorosilane coupling agent, platinum catalyst were all purchased from Ara Ding Shiji (Shanghai) Inc., and macroporous strongly acidic cation exchange resin (HND-580) was purchased from Jiangyin, south Kogyo Chemie Co. Speier catalyst (KP 30) was purchased from Shanghai neutron star chemical technology Co. The test substrate is an aluminum plate.
Other sources of raw materials are commercially available unless otherwise specified.
The main testing method comprises the following steps:
Contact angle test: 5. Mu.L of deionized water and n-hexadecane were respectively removed by a pipette and dropped onto the surface of the sample, and the contact angles were calculated by photographing respectively using an optical microscope.
Non-tackiness test: heating the cleaned sample slice on an electric furnace, controlling the temperature at 150-180 ℃, beating the egg on the sample slice, and scooping up the egg by a nonmetallic shovel after the egg is solidified. The egg is not adhered to the center and the edge of the egg, and can easily slide off, so that the egg is very well expressed; slight adhesion is formed at the edge of the egg, so that the egg is easy to slip off and is well indicated; the edge adhesion is stable, the center is easy to slide, and the middle is used for representing; great force is required to enable eggs to slide off, and the egg slip is represented by a difference; eggs cannot slip off, indicated by very poor quality.
Non-stick durability: according to GB/T1768-1979, the non-tackiness was tested after grinding the wheels under a weight of 250g for 50, 100 and 200 cycles, respectively.
Flexibility test: see GB/T1731-1993.
Hardness testing: see GB/T6739-2006.
And (3) temperature resistance test: the coating is placed at 280 ℃ for 3 hours, and the coating is good without light loss, color change, falling off and cracking, otherwise, the coating is bad.
Adhesion test: see GB/T9286-1998.
Preparation example 1 (preparation of Hydrogen-containing Silicone resin I)
(1) 328G (2 mol) of triethoxysilane, 360g (1.5 mol) of phenyltriethoxysilane, 267g (1.5 mol) of methyltriethoxysilane are put into a 2L reaction vessel, 0.5g of trifluoromethanesulfonic acid is added, 130g (7.2 mol) of deionized water is gradually added dropwise under the atmosphere of N 2, and the reaction temperature is controlled to be 40-70 ℃ and the reaction time is 3 hours. After the reaction is finished, the temperature is raised to 85 ℃ for 2 hours to evaporate low-boiling-point substances, 1mol of toluene is added for refluxing and dewatering, then 50g of calcium carbonate is added for neutralizing the acid catalyst, solid particles are filtered, the toluene solvent is distilled off under the condition that the negative pressure is 20mbar for 1 hour, and the hydrogen-containing silicon resin IA shown in the formula I is obtained.
(2) 246G (1.5 mol) of triethoxysilane, 840g (3.5 mol) of phenyltriethoxysilane are put into a 2L reaction vessel, 0.6g of trifluoromethanesulfonic acid is added into the reaction vessel, 130g (7.2 mol) of deionized water is gradually added dropwise under the atmosphere of N 2, the reaction temperature is controlled to be 40-70 ℃, and the reaction time is 3h. After the reaction is finished, the temperature is raised to 85 ℃ for 2 hours to evaporate low-boiling-point substances, 1mol of toluene is added for refluxing and dewatering, then 50g of calcium carbonate is added for neutralizing the acid catalyst, solid particles are filtered, the negative pressure is reduced to 20mbar for 1 hour, and the organic solvent is distilled off, so that the hydrogen-containing silicon resin IB shown in the formula I is obtained.
(3) 574G (3.5 mol) of triethoxysilane, 120g (0.5 mol) of phenyltriethoxysilane and 178g (1 mol) of methyltriethoxysilane are put into a 2L reaction vessel, 0.5g of trifluoromethanesulfonic acid is added, 144g (8 mol) of deionized water is gradually added dropwise under the atmosphere of N 2, and the reaction temperature is controlled to be 40-70 ℃ and the reaction time is 3 hours. After the reaction is finished, the temperature is raised to 85 ℃ for 2 hours to evaporate low-boiling-point substances, 1mol of toluene is added for refluxing and dewatering, then 50g of calcium carbonate is added for neutralizing the acid catalyst, solid particles are filtered, the toluene solvent is distilled off under the condition that the negative pressure is 20mbar for 1 hour, and the hydrogen-containing silicon resin IC shown in the formula I is obtained.
Preparation example 2 (preparation of Hydrogen-containing Silicone resin II)
(1) 9.75G (0.125 mol) of disiloxane, 287.0 (0.75 mol) of tetraphenyldisiloxane, 100.5 (0.75 mol) of tetramethyldisiloxane, 120g of water, 3.8g of acetic acid and 60g of absolute ethyl alcohol are dropwise added into a reactor for 1h, and the system temperature is controlled at 20 ℃; slowly heating to 50 ℃ after the dripping is finished for reaction for 3 hours; after the reaction is completed, 130g of toluene is added, the mixture is stood for layering, the upper oil phase is taken, the mixture is washed to be neutral by deionized water, and anhydrous calcium chloride is added for drying until the mixture is clear and transparent. Finally, the solvent and micromolecular substances are removed in vacuum for 1h at 80 ℃ after the system is filtered, and the hydrogen-containing silicon resin IIA shown in a formula II is obtained.
(2) 9.75G (0.125 mol) of disiloxane, 5.75g (0.025 mol) of diphenyl disiloxane, 382.6g (1 mol) of tetraphenyl disiloxane, 100.5g (0.75 mol) of tetramethyl disiloxane are added into a 2L four-neck flask, 500g of ethyl orthosilicate is dropwise added into a reactor, the dropwise adding time is controlled within 1h, and the system temperature is controlled at 20 ℃; slowly heating to 50 ℃ after the dripping is finished for reaction for 3 hours; after the reaction is completed, 130g of toluene is added, the mixture is fully stirred, and then the mixture is stood for layering, an upper oil phase is taken, washed to be neutral by deionized water, and anhydrous calcium chloride is added for drying until the mixture is clear and transparent. Finally, the solvent and micromolecular substances are removed in vacuum for 1h at 80 ℃ after the system is filtered, and the hydrogen-containing silicon resin IIB shown in the formula II is obtained.
(3) 9.75G (0.125 mol) of disiloxane, 287.0 (0.75 mol) of tetraphenyldisiloxane, 134 (1 mol) of tetramethyldisiloxane, 120g of water, 3.8g of acetic acid and 60g of absolute ethyl alcohol are dropwise added into a reactor, the dropwise adding time is controlled within 1h, and the system temperature is controlled at 20 ℃; slowly heating to 50 ℃ after the dripping is finished for reaction for 3 hours; after the reaction is completed, 130g of toluene is added, the mixture is stood for layering, the upper oil phase is taken, the mixture is washed to be neutral by deionized water, and anhydrous calcium chloride is added for drying until the mixture is clear and transparent. Finally, the solvent and micromolecular substances are removed in vacuum for 1h at 80 ℃ after the system is filtered, and the hydrogen-containing silicon resin IIC shown in the formula II is obtained.
Preparation example 3 (preparation of fluorine-containing side Hydrogen vinyl Silicone oil)
(1) To the reactor was added 43.29g of tetramethyl cyclotetrasiloxane (0.18 mol), 16.87g of trifluoropropyl trimethyl cyclotrisiloxane (0.036 mol), 2.48g (0.012 mol) of methyl divinyl disiloxane, and the mixture was heated to 45℃in an oil bath and stirred for 10min to mix thoroughly. 3.062g of macroporous strongly acidic cation exchange resin (HND-580) was added and the reaction was carried out for 6.5 hours. And after the reaction is finished, filtering to remove the catalyst, and distilling at the reduced pressure of 80 ℃ for 3 hours to remove low-boiling-point substances, thereby obtaining fluorine-containing side hydrogen vinyl silicone oil A.
(2) 50.51G of tetramethyl cyclotetrasiloxane (0.21 mol), 17.57g of trifluoropropyl trimethyl cyclotrisiloxane (0.0375 mol) and 3.1g (0.015 mol) of methyl divinyl disiloxane are added into the reactor, heated to 45 ℃ in an oil bath and stirred for 10min to be fully and uniformly mixed. 3.062g of macroporous strongly acidic cation exchange resin (HND-580) was added, and the temperature was raised to 55℃for polymerization for 6 hours. And filtering to remove the catalyst after the reaction is finished, and distilling at the reduced pressure of 80 ℃ for 3 hours to remove low-boiling-point substances to obtain fluorine-containing side hydrogen vinyl silicone oil B.
(3) Into the reactor was charged 37.52g of tetramethyl cyclotetrasiloxane (0.156 mol), 11.25g of trifluoropropyl trimethyl cyclotrisiloxane (0.024 mol), 2.48g (0.012 mol) of methyl divinyl disiloxane, and the mixture was heated to 45℃in an oil bath and stirred for 10 minutes to thoroughly mix the materials. 3.062g of macroporous strongly acidic cation exchange resin (HND-580) was added, and the temperature was raised to 65℃for polymerization for 5.5h. And filtering to remove the catalyst after the reaction is finished, and distilling at the reduced pressure of 80 ℃ for 3 hours to remove low-boiling-point substances to obtain fluorine-containing side hydrogen vinyl silicone oil C.
Example 1
Preparation of hydrophobically modified nanoparticles: 10g of SiO 2 nano particles with the particle size of 20-30nm and 25g of diatomite nano particles with the particle size of 30-80nm are added into a mixed solution of 15g of glycidol ether propyl trimethoxysilane, 15g of perfluorodecyl triethoxysilane, 26g of butyl acetate, 26g of propylene glycol methyl ether acetate and 39g of ethyl acetate, and the mixture is stirred at 800rpm for 60min to obtain the hydrophobic modified nano particles.
Preparation of non-stick coating: 11 parts of a hydrogen-containing silicone resin IA, 11 parts of a hydrogen-containing silicone resin IIA, 34 parts of fluorine-containing side hydrogen vinyl silicone oil C, 9 parts of perfluorotetradecene, 15 parts of hydrophobically modified nanoparticles, 0.05 part of a platinum catalyst, 0.03 part of a platinum catalyst inhibitor, 15 parts of toluene, and 5 parts of propylene glycol monomethyl ether acetate were added to a reactor. After stirring at 1000rpm for 30min, the resulting mixture was sprayed onto a substrate under a pressure of 0.7MPa and cured at 150℃for 2h to give template 1. The application properties of template 1 are detailed in Table I.
Example 2
Preparation of hydrophobically modified nanoparticles: 10g of bentonite nano particles with the particle size of 20-30nm and 25g of TiO 2 nano particles with the particle size of 30-80nm are added into a mixed solution of 10g of vinyl triethoxysilane, 20g of perfluorodecyl triethoxysilane, 16g of butyl acetate, 23g of propylene glycol methyl ether acetate and 31g of ethyl acetate, and the mixture is stirred at 800rpm for 60min to obtain the hydrophobic modified nano particles.
Preparation of non-stick coating: 14 parts of a hydrogen-containing silicone resin IB, 7 parts of a hydrogen-containing silicone resin IIB, 22 parts of fluorine-containing side hydrogen vinyl silicone oil A, 17 parts of perfluorodecyl ethylene, 25 parts of hydrophobically modified nanoparticles, 0.04 part of a platinum catalyst, 0.02 part of a platinum catalyst inhibitor, and 15 parts of toluene were charged into a reactor. After stirring at 1000rpm for 45min, the resulting mixture was sprayed onto a substrate under a pressure of 0.6MPa and cured at 160℃for 0.5h to give template 2. The application properties of template 2 are detailed in Table I.
Example 3
Preparation of hydrophobically modified nanoparticles: 10g of SiO 2 nano particles with the particle size of 20-30nm and 25g of calcined kaolin nano particles with the particle size of 30-80nm are added into a mixed solution of 10g of mercaptopropyl triethoxysilane, 20g of perfluorodecyl triethoxysilane, 13g of butyl acetate, 25g of propylene glycol methyl ether acetate and 25g of ethyl acetate, and the mixture is stirred at 800rpm for 60min to obtain the hydrophobically modified nano particles.
Preparation of non-stick coating: 10 parts of a hydrogen-containing silicone resin IC, 12 parts of a hydrogen-containing silicone resin IIC, 22 parts of fluorine-containing side hydrogen vinyl silicone oil B, 16 parts of perfluorodecyl ethylene, 20 parts of hydrophobically modified nanoparticles, 0.04 part of a platinum catalyst, 0.02 part of a platinum catalyst inhibitor, 15 parts of toluene, and 5 parts of propylene glycol monomethyl ether acetate were charged into a reactor. After stirring at 800rpm for 50min, the resulting mixture was sprayed onto a substrate under a pressure of 0.4MPa and cured at 160℃for 1 hour to give a template 3. The application properties of template 3 are detailed in Table I.
Example 4
Preparation of hydrophobically modified nanoparticles: 10g of diatomite nanoparticles with the particle size of 20-30nm and 25g of TiO 2 nanoparticles with the particle size of 30-80nm are added into a mixed solution of 10g of vinyltriethoxysilane, 20g of perfluorodecyl triethoxysilane, 20g of butyl acetate, 40g of propylene glycol methyl ether acetate and 40g of ethyl acetate, and stirring is carried out at 800rpm for 60min to obtain the hydrophobically modified nanoparticles.
Preparation of non-stick coating: 17 parts of a hydrogen-containing silicone resin IA, 6 parts of a hydrogen-containing silicone resin IIB, 21 parts of fluorine-containing side hydrogen vinyl silicone oil A, 16 parts of perfluorooctyl ethylene, 20 parts of hydrophobically modified nanoparticles, 0.04 part of a platinum catalyst, 0.02 part of a platinum catalyst inhibitor, 15 parts of toluene, and 5 parts of propylene glycol monomethyl ether acetate were charged into a reactor. After stirring at 800rpm for 50min, the resulting mixture was sprayed onto a substrate under a pressure of 0.4MPa and cured at 140℃for 1.5h to give template 4. The application properties of template 4 are detailed in Table I.
Example 5
Preparation of hydrophobically modified nanoparticles: 10g of SiO 2 nano particles with the particle size of 20-30nm and 25g of TiO 2 nano particles with the particle size of 30-80nm are added into a mixed solution of 15g of (methacryloyloxy) propyl trimethoxysilane, 15g of dodecafluoroheptyl propyl trimethoxysilane, 23g of butyl acetate, 45g of propylene glycol methyl ether acetate and 45g of ethyl acetate, and stirring is carried out at 800rpm for 60min to obtain the hydrophobic modified nano particles.
Preparation of non-stick coating: 11 parts of a hydrogen-containing silicone resin IA, 11 parts of a hydrogen-containing silicone resin IIA, 22 parts of fluorine-containing side hydrogen vinyl silicone oil C, 16 parts of perfluoroheptyl ethylene, 20 parts of hydrophobically modified nanoparticles, 0.04 part of a platinum catalyst, 0.02 part of a platinum catalyst inhibitor, 15 parts of toluene and 5 parts of propylene glycol monomethyl ether acetate are added into a reactor. After stirring at 800rpm for 50min, the resulting mixture was sprayed onto a substrate under a pressure of 0.4MPa and cured at 150℃for 1 hour to give a template 5. The application properties of template 5 are detailed in Table I.
Example 6
Preparation of hydrophobically modified nanoparticles: 10g of SiO 2 nano particles with the particle size of 20-30nm and 25g of TiO 2 nano particles with the particle size of 30-80nm are added into a mixed solution of 10g of vinyltriethoxysilane, 20g of perfluorodecyl triethoxysilane, 18g of butyl acetate, 35g of propylene glycol methyl ether acetate and 35g of ethyl acetate, and the mixture is stirred at 800rpm for 60min to obtain the hydrophobic modified nano particles.
Preparation of non-stick coating: 13 parts of a hydrogen-containing silicone resin IB, 16 parts of a hydrogen-containing silicone resin IIC, 14 parts of fluorine-containing side hydrogen vinyl silicone oil A, 11 parts of perfluorotridecene, 15 parts of hydrophobically modified nanoparticles, 0.03 part of a platinum catalyst, 0.01 part of a platinum catalyst inhibitor, 25 parts of xylene, and 5 parts of propylene glycol monomethyl ether acetate are added to a reactor. After stirring at 500rpm for 60min, the resulting mixture was sprayed onto a substrate under a pressure of 0.3MPa and cured at 140℃for 2h to give template 6. The application properties of template 6 are detailed in Table I.
Example 7
Preparation of hydrophobically modified nanoparticles: 10g of SiO 2 nano particles with the particle size of 20-30nm and 25g of TiO 2 nano particles with the particle size of 30-80nm are added into a mixed solution of 10g of vinyltriethoxysilane, 20g of perfluorodecyl triethoxysilane, 18g of butyl acetate, 35g of propylene glycol methyl ether acetate and 35g of ethyl acetate, and the mixture is stirred at 800rpm for 60min to obtain the hydrophobic modified nano particles.
Preparation of non-stick coating: 15 parts of a hydrogen-containing silicone resin IC, 5 parts of a hydrogen-containing silicone resin IIB, 21 parts of fluorine-containing side hydrogen vinyl silicone oil B, 19 parts of perfluorononylethylene, 20 parts of hydrophobically modified nanoparticles, 0.03 part of a platinum catalyst, 0.01 part of a platinum catalyst inhibitor, 15 parts of xylene, and 5 parts of propylene glycol monomethyl ether acetate were charged into a reactor. After stirring at 800rpm for 50min, the resulting mixture was sprayed onto a substrate under a pressure of 0.4MPa and cured at 150℃for 1 hour to give a master 7. The application properties of template 7 are detailed in Table I.
Example 8
Preparation of hydrophobically modified nanoparticles: 10g of SiO 2 nano particles with the particle size of 20-30nm and 25g of SiO 2 nano particles with the particle size of 30-80nm are added into a mixed solution of 15g of vinyl triethoxysilane, 15g of perfluorodecyl triethoxysilane, 23g of butyl acetate, 45g of propylene glycol methyl ether acetate and 45g of ethyl acetate, and the mixture is stirred at 800rpm for 60min to obtain the hydrophobic modified nano particles.
Preparation of non-stick coating: 10 parts of a hydrogen-containing silicone resin IC, 12 parts of a hydrogen-containing silicone resin IIC, 22 parts of fluorine-containing side hydrogen vinyl silicone oil B, 16 parts of perfluorotetradecene, 20 parts of hydrophobically modified nanoparticles, 0.04 part of a platinum catalyst, 0.02 part of a platinum catalyst inhibitor, 15 parts of toluene, and 5 parts of propylene glycol monomethyl ether acetate were added to a reactor. After stirring at 800rpm for 50min, the resulting mixture was sprayed onto a substrate under a pressure of 0.4MPa and cured at 150℃for 1 hour to give a master plate 8. The application properties of template 8 are detailed in Table I.
Comparative example 1
Preparation of hydrophobically modified nanoparticles: 10g of SiO 2 nano particles with the particle size of 20-30nm and 25g of calcined kaolin nano particles with the particle size of 30-80nm are added into a mixed solution of 10g of mercaptopropyl triethoxysilane, 20g of perfluorodecyl triethoxysilane, 13g of butyl acetate, 25g of propylene glycol methyl ether acetate and 25g of ethyl acetate, and the mixture is stirred at 800rpm for 60min to obtain the hydrophobically modified nano particles.
Preparation of non-stick coating: 22 parts of a hydrogen-containing silicone resin IC, 22 parts of fluorine-containing side hydrogen vinyl silicone oil B, 16 parts of perfluorodecyl ethylene, 20 parts of hydrophobically modified nanoparticles, 0.04 part of a platinum catalyst, 0.02 part of a platinum catalyst inhibitor, 15 parts of toluene, and 5 parts of propylene glycol monomethyl ether acetate were added to a reactor. After stirring at 800rpm for 50min, the mixture was sprayed onto a substrate under a pressure of 0.4MPa and cured at 160℃for 1 hour to give comparative sample 1. The application properties of comparative sample 1 are detailed in Table 2.
Comparative example 2
Preparation of hydrophobically modified nanoparticles: 10g of SiO 2 nano particles with the particle size of 20-30nm and 25g of calcined kaolin nano particles with the particle size of 30-80nm are added into a mixed solution of 10g of mercaptopropyl triethoxysilane, 20g of perfluorodecyl triethoxysilane, 13g of butyl acetate, 25g of propylene glycol methyl ether acetate and 25g of ethyl acetate, and the mixture is stirred at 800rpm for 60min to obtain the hydrophobically modified nano particles.
Preparation of non-stick coating: 22 parts of a hydrogen-containing silicone IIC, 22 parts of fluorine-containing side hydrogen vinyl silicone oil B, 16 parts of perfluorodecyl ethylene, 20 parts of hydrophobically modified nanoparticles, 0.04 part of a platinum catalyst, 0.02 part of a platinum catalyst inhibitor, 15 parts of toluene, and 5 parts of propylene glycol monomethyl ether acetate are added to a reactor. After stirring at 800rpm for 50min, the mixture was sprayed onto a substrate under a pressure of 0.4MPa and cured at 160℃for 1 hour to give comparative sample No. 2. The application properties of comparative sample 2 are detailed in Table 2.
Comparative example 3
Preparation of hydrophobically modified nanoparticles: 10g of SiO 2 nano particles with the particle size of 20-30nm and 25g of calcined kaolin nano particles with the particle size of 30-80nm are added into a mixed solution of 10g of mercaptopropyl triethoxysilane, 20g of perfluorodecyl triethoxysilane, 13g of butyl acetate, 25g of propylene glycol methyl ether acetate and 25g of ethyl acetate, and the mixture is stirred at 800rpm for 60min to obtain the hydrophobically modified nano particles.
Preparation of non-stick coating: 10 parts of hydrogen-containing silicone resin IC, 12 parts of hydrogen-containing silicone resin IIC, 38 parts of perfluorodecyl ethylene, 20 parts of hydrophobically modified nanoparticles, 0.04 part of platinum catalyst, 0.02 part of platinum catalyst inhibitor, 15 parts of toluene, and 5 parts of propylene glycol monomethyl ether acetate were added to a reactor. After stirring at 800rpm for 50min, the mixture was sprayed onto a substrate under a pressure of 0.4MPa and cured at 160℃for 1 hour to give comparative sample 3. The application properties of comparative sample 3 are detailed in Table 2.
Table 1 comparison of example performance
Table 2 comparative example performance comparison
TABLE 3 comparison of prior art properties
The foregoing is merely a preferred embodiment of the present invention, and it should be noted that modifications and additions may be made to those skilled in the art without departing from the method of the present invention, which modifications and additions are also to be considered as within the scope of the present invention.
Claims (10)
1. An organosilicon non-stick coating, comprising, in parts by weight: 55-65 parts of fluorine modified organic silicon composition, 15-25 parts of hydrophobically modified nano particles, 0.03-0.05 part of platinum catalyst, 0.01-0.03 part of platinum catalyst inhibitor and 15-30 parts of solvent A, wherein the fluorine modified organic silicon composition consists of hydrogen-containing silicon resin, fluorine-containing side hydrogen vinyl silicone oil and perfluoroethylene, and the mass ratio is 1:0.5-1.5:0.4-0.9.
2. The silicone non-stick coating of claim 1 wherein the hydrogen-containing silicone resin is one or both of the silicone resins of formulas I and II,
And I:[R1SiO3/2]a[R2SiO3/2]b[R3SiO3/2]c
In formula I, R 1 is hydrogen; r 2 is phenyl; r 3 is a monovalent hydrocarbon group of C 1~C6, preferably R 3 is one of methyl, ethyl and propyl; a=0.3 to 0.7, b=0.3 to 0.7, c=0 to 0.3, and a+b+c=1;
Formula II: [ RSiO 1/2]a[SiO2]b
In the formula II, R is one or more of hydrogen, phenyl and C 1~C6 monovalent hydrocarbon groups, and the monovalent hydrocarbon groups are preferably methyl, ethyl and propyl; a=0.5 to 0.8, b=0.2 to 0.5 and a+b=1.
3. The silicone non-stick coating of claim 1 or 2, wherein the fluorine-containing pendant hydrogen vinyl silicone oil has the following structural formula:
CH2=CHSiO[R1R2SiO]a[R1HSiO]b[R1 2SiO]cOSiCH=CH2, Wherein R 1 is C 1~C6
Preferably methyl, ethyl, propyl, R 2 is CH 2CH2CF3, a: b: c=2.67-4: 13-15:1.
4. A silicone non-stick coating according to any of claims 1-3, wherein the perfluoroethylene is selected from the group consisting of C 4-C14 C perfluoroalkyl ethylene, preferably perfluorodecyl ethylene.
5. The silicone non-stick coating of any one of claims 1-4 wherein the hydrophobically modified nanoparticles are obtained by adding the nanoparticles to a hydrophobically modifying agent and stirring; the nano particles are one or more of SiO 2、TiO2, diatomite, bentonite and calcined kaolin; and/or the hydrophobic modifier is a mixed solution of a common silane coupling agent, a perfluorinated silane coupling agent and an ester solvent, and the mass ratio is 1:1-2:6-8.
6. The silicone non-stick coating of claim 5, wherein the common silane coupling agent is one of vinyltriethoxysilane, glycidyloxypropyl trimethoxysilane, (methacryloyloxy) propyltrimethoxysilane, or mercaptopropyl triethoxysilane.
7. The silicone non-stick coating of claim 5, wherein the perfluorinated silane coupling agent is one of dodecafluoroheptyl propyl trimethoxysilane, tridecafluorooctyl triethoxysilane, and perfluorodecyl triethoxysilane.
8. The silicone non-stick coating of claim 5, wherein the ester solvent is a mixed solution of butyl acetate, propylene glycol methyl ether acetate and ethyl acetate, and the weight ratio of butyl acetate, propylene glycol methyl ether acetate and ethyl acetate is 1 (1.5-2): 1.5-2.
9. The silicone non-stick coating of any of claims 1-8 wherein solvent a is selected from one or more of toluene, xylene, propylene glycol monomethyl ether acetate.
10. A method of preparing a silicone non-stick coating according to any one of claims 1-9, comprising:
And (2) stirring the hydrogen-containing silicon resin, fluorine-containing side hydrogen vinyl silicone oil, perfluoroethylene, a platinum catalyst inhibitor and the hydrophobic modified nano particles at 500-1000 rpm for 30-60min, spraying the mixture onto a substrate by using the pressure of 0.3-0.7Mpa, and curing the mixture at 140-160 ℃ for 0.5-2 h.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN202310000480.0A CN118291038A (en) | 2023-01-03 | 2023-01-03 | Organosilicon non-stick material, preparation method and application |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN202310000480.0A CN118291038A (en) | 2023-01-03 | 2023-01-03 | Organosilicon non-stick material, preparation method and application |
Publications (1)
Publication Number | Publication Date |
---|---|
CN118291038A true CN118291038A (en) | 2024-07-05 |
Family
ID=91684363
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN202310000480.0A Pending CN118291038A (en) | 2023-01-03 | 2023-01-03 | Organosilicon non-stick material, preparation method and application |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN118291038A (en) |
-
2023
- 2023-01-03 CN CN202310000480.0A patent/CN118291038A/en active Pending
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN107163254B (en) | Preparation method and application of solvent type hydrophobic and oleophobic fluorocarbon silicone resin | |
US4694040A (en) | Liquid composition for forming a coating film of organopolysiloxane and method for the preparation thereof | |
CN109749087B (en) | Semi-closed cage-shaped trifunctional epoxy ether POSS and preparation method thereof | |
KR101596971B1 (en) | Process for controlled hydrolysis and condensation of epoxy-functional organosilanes and the cocondensation thereof with further organofunctional alkoxysilanes | |
CN104870527B (en) | The compound and its manufacture method of metal oxide nanoparticles and silsesquioxane polymer and the composite material manufactured using the compound | |
KR20000063082A (en) | Polyhedral organosilicon compound and method for producing the same | |
CN101314698A (en) | Abrasion-resistant coating composition and coated article | |
JP3654343B2 (en) | Film forming composition, method for producing the same, method for forming porous film, and porous film | |
CN103992242A (en) | Fluorinated isocyanate and method for preparing fluorinated isocyanate-acrylate copolymer emulsion | |
JP2009029881A (en) | Transparent organic glass and method for producing the same | |
CN111925525A (en) | Preparation method and application of amino fluorosilicone resin and composition thereof | |
CN102732151A (en) | Oil-repellent coating material composition | |
CN109735203B (en) | Semi-closed cage-shaped trifunctional epoxy ether group POSS (polyhedral oligomeric silsesquioxane) composite material, paint and preparation method | |
JP3560079B2 (en) | Curable composition and method for producing the same | |
CN110408034A (en) | A kind of synthetic method of phenyl block silicone resin | |
JP3610627B2 (en) | Coating liquid, method for producing the same, and coating film | |
WO2009077498A1 (en) | Sol-gel process with an encapsulated catalyst | |
US20140120243A1 (en) | Synthesis and processing of new silsesquioxane/siloxane systems | |
KR101772549B1 (en) | Insulation coating composition and manufacturing method thereof | |
CN118291038A (en) | Organosilicon non-stick material, preparation method and application | |
KR20120100696A (en) | Hyhobic polymetylhydrosiloxane based hybrid for coating applications | |
WO1997001508A1 (en) | Process for making inorganic oxide gels in fluorocarbon solvents | |
CN116655921A (en) | Photo-curing epoxy acrylate condensed alkenyl silicone resin, preparation method and application | |
CN105778103A (en) | Vinyl fluorine-silicon resin and preparation method thereof | |
CN113004522B (en) | Low-surface-energy fluorine-silicon additive for epoxy resin and preparation method thereof |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PB01 | Publication |