CN113461948A - Flash rust prevention agent and preparation method and application thereof - Google Patents
Flash rust prevention agent and preparation method and application thereof Download PDFInfo
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- CN113461948A CN113461948A CN202110784713.1A CN202110784713A CN113461948A CN 113461948 A CN113461948 A CN 113461948A CN 202110784713 A CN202110784713 A CN 202110784713A CN 113461948 A CN113461948 A CN 113461948A
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- Prior art keywords
- alkynol
- alkoxy compound
- siloxane
- flash rust
- rust inhibitor
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- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 title claims abstract description 92
- 238000002360 preparation method Methods 0.000 title claims abstract description 15
- 230000002265 prevention Effects 0.000 title abstract description 8
- 239000003112 inhibitor Substances 0.000 claims abstract description 55
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 35
- 125000003277 amino group Chemical group 0.000 claims abstract description 10
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical group [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims abstract description 8
- 229910052700 potassium Chemical group 0.000 claims abstract description 8
- 239000011591 potassium Chemical group 0.000 claims abstract description 8
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical group C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims abstract description 4
- 239000011734 sodium Chemical group 0.000 claims abstract description 4
- 229910052708 sodium Inorganic materials 0.000 claims abstract description 4
- -1 alkoxy compound Chemical class 0.000 claims description 123
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 claims description 66
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims description 49
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 33
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 31
- 229910052739 hydrogen Inorganic materials 0.000 claims description 31
- 239000001257 hydrogen Substances 0.000 claims description 31
- 229910052751 metal Inorganic materials 0.000 claims description 26
- 239000002184 metal Substances 0.000 claims description 26
- 125000000217 alkyl group Chemical group 0.000 claims description 24
- 229910052697 platinum Inorganic materials 0.000 claims description 24
- 239000003054 catalyst Substances 0.000 claims description 23
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 21
- 238000000576 coating method Methods 0.000 claims description 21
- 239000011248 coating agent Substances 0.000 claims description 20
- 238000002156 mixing Methods 0.000 claims description 20
- 238000006366 phosphorylation reaction Methods 0.000 claims description 20
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 18
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 18
- 230000026731 phosphorylation Effects 0.000 claims description 15
- 229910019142 PO4 Inorganic materials 0.000 claims description 14
- 239000010452 phosphate Substances 0.000 claims description 14
- 239000003153 chemical reaction reagent Substances 0.000 claims description 13
- DLYUQMMRRRQYAE-UHFFFAOYSA-N phosphorus pentoxide Inorganic materials O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 claims description 13
- 239000002253 acid Substances 0.000 claims description 12
- 125000004432 carbon atom Chemical group C* 0.000 claims description 11
- 150000003839 salts Chemical class 0.000 claims description 10
- 238000007259 addition reaction Methods 0.000 claims description 8
- 239000000126 substance Substances 0.000 claims description 8
- 239000002585 base Substances 0.000 claims description 7
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 6
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 6
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 6
- 229920000137 polyphosphoric acid Polymers 0.000 claims description 5
- RXJKFRMDXUJTEX-UHFFFAOYSA-N triethylphosphine Chemical compound CCP(CC)CC RXJKFRMDXUJTEX-UHFFFAOYSA-N 0.000 claims description 5
- 230000005764 inhibitory process Effects 0.000 claims description 4
- 229920000388 Polyphosphate Polymers 0.000 claims description 3
- 239000003513 alkali Substances 0.000 claims description 3
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 3
- 150000001412 amines Chemical class 0.000 claims description 3
- 150000007942 carboxylates Chemical class 0.000 claims description 3
- 238000006555 catalytic reaction Methods 0.000 claims description 3
- 239000000203 mixture Substances 0.000 claims description 3
- 230000000865 phosphorylative effect Effects 0.000 claims description 3
- 239000001205 polyphosphate Substances 0.000 claims description 3
- 235000011176 polyphosphates Nutrition 0.000 claims description 3
- ODZPKZBBUMBTMG-UHFFFAOYSA-N sodium amide Chemical group [NH2-].[Na+] ODZPKZBBUMBTMG-UHFFFAOYSA-N 0.000 claims description 3
- 230000003197 catalytic effect Effects 0.000 claims description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- YWEUIGNSBFLMFL-UHFFFAOYSA-N diphosphonate Chemical compound O=P(=O)OP(=O)=O YWEUIGNSBFLMFL-UHFFFAOYSA-N 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 230000000694 effects Effects 0.000 abstract description 6
- 239000000758 substrate Substances 0.000 description 25
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
- 235000019832 sodium triphosphate Nutrition 0.000 description 8
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 7
- 229910021645 metal ion Inorganic materials 0.000 description 7
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 7
- 239000001301 oxygen Substances 0.000 description 7
- 229910052760 oxygen Inorganic materials 0.000 description 7
- 125000000524 functional group Chemical group 0.000 description 6
- 239000003973 paint Substances 0.000 description 6
- 239000010960 cold rolled steel Substances 0.000 description 5
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 4
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 125000000304 alkynyl group Chemical group 0.000 description 3
- 239000000839 emulsion Substances 0.000 description 3
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 3
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 3
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- LWIHDJKSTIGBAC-UHFFFAOYSA-K tripotassium phosphate Chemical compound [K+].[K+].[K+].[O-]P([O-])([O-])=O LWIHDJKSTIGBAC-UHFFFAOYSA-K 0.000 description 3
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 2
- 125000002777 acetyl group Chemical class [H]C([H])([H])C(*)=O 0.000 description 2
- 125000003545 alkoxy group Chemical group 0.000 description 2
- 239000002173 cutting fluid Substances 0.000 description 2
- 238000005886 esterification reaction Methods 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 239000004254 Ammonium phosphate Substances 0.000 description 1
- 239000005790 Fosetyl Substances 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 229920000180 alkyd Polymers 0.000 description 1
- 229910000148 ammonium phosphate Inorganic materials 0.000 description 1
- ZRIUUUJAJJNDSS-UHFFFAOYSA-N ammonium phosphates Chemical compound [NH4+].[NH4+].[NH4+].[O-]P([O-])([O-])=O ZRIUUUJAJJNDSS-UHFFFAOYSA-N 0.000 description 1
- 235000019289 ammonium phosphates Nutrition 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 229920006334 epoxy coating Polymers 0.000 description 1
- VUERQRKTYBIULR-UHFFFAOYSA-N fosetyl Chemical compound CCOP(O)=O VUERQRKTYBIULR-UHFFFAOYSA-N 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 239000011527 polyurethane coating Substances 0.000 description 1
- 229910000160 potassium phosphate Inorganic materials 0.000 description 1
- 235000011009 potassium phosphates Nutrition 0.000 description 1
- 230000003405 preventing effect Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 239000001488 sodium phosphate Substances 0.000 description 1
- 229910000162 sodium phosphate Inorganic materials 0.000 description 1
- UNXRWKVEANCORM-UHFFFAOYSA-I triphosphate(5-) Chemical compound [O-]P([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O UNXRWKVEANCORM-UHFFFAOYSA-I 0.000 description 1
- UNXRWKVEANCORM-UHFFFAOYSA-N triphosphoric acid Chemical compound OP(O)(=O)OP(O)(=O)OP(O)(O)=O UNXRWKVEANCORM-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/38—Polysiloxanes modified by chemical after-treatment
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/09—Esters of phosphoric acids
- C07F9/091—Esters of phosphoric acids with hydroxyalkyl compounds with further substituents on alkyl
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/045—Polysiloxanes containing less than 25 silicon atoms
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/38—Polysiloxanes modified by chemical after-treatment
- C08G77/382—Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon
- C08G77/395—Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon containing phosphorus
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/42—Block-or graft-polymers containing polysiloxane sequences
- C08G77/46—Block-or graft-polymers containing polysiloxane sequences containing polyether sequences
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
- C09D133/04—Homopolymers or copolymers of esters
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/08—Anti-corrosive paints
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- General Chemical & Material Sciences (AREA)
- Materials Engineering (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Preventing Corrosion Or Incrustation Of Metals (AREA)
- Paints Or Removers (AREA)
Abstract
An anti-flash rust agent, which has a structural formula as follows:
or
Description
Technical Field
The invention relates to the technical field of flash rust prevention, in particular to a flash rust prevention agent applied to silicon wafer cutting fluid or metal processing cutting fluid, a preparation method of the flash rust prevention agent and application of the flash rust prevention agent.
Background
After the water-based acrylic emulsion is coated on a metal base material, in the process of drying a paint film, metal ions of the metal base material can react with water and oxygen to generate flash rust on the surface of the metal base material. A flash rust inhibitor may be added to the aqueous acrylic emulsion to prevent flash rust from forming on the surface of the metal substrate. However, the conventional flash rust inhibitor has a disadvantage of poor flash rust inhibition effect.
Disclosure of Invention
In view of the above, it is necessary to provide a flash rust inhibitor to solve the problem of poor flash rust prevention effect of the conventional flash rust inhibitor.
An anti-flash rust agent, which has a structural formula as follows:
Further, the structural formula of the amine group is as follows:
A preparation method of the flash rust inhibitor comprises the following steps:
providing a siloxane-modified alkynol alkoxy compound, a phosphorylation reagent and a base, wherein the structural formula of the siloxane-modified alkynol alkoxy compound is as follows:
mixing the siloxane modified alkynol alkoxy compound and a phosphorylation reagent, and carrying out phosphorylation reaction on the siloxane modified alkynol alkoxy compound and the phosphorylation reagent to obtain a phosphorylated siloxane modified alkynol alkoxy compound; and
mixing the phosphate siloxane modified alkynol alkoxy compound and an alkaline substance, and reacting the phosphate siloxane modified alkynol alkoxy compound and the alkaline substance to form a salt to obtain the flash rust inhibitor, wherein the structural formula of the flash rust inhibitor is as follows:
Further, the preparation step of the siloxane-modified alkynol alkoxy compound comprises the following steps:
providing an alkynol alkoxy compound, wherein the structural formula of the alkynol alkoxy compound is as follows:
providing a hydrogen-containing siloxane, wherein the hydrogen-containing siloxane has a structural formula:
providing a platinum catalyst; and
mixing the alkynol alkoxy compound, hydrogen-containing siloxane and a platinum catalyst, and carrying out addition reaction on the alkynol alkoxy compound and the hydrogen-containing siloxane under the catalytic action of the platinum catalyst in a vacuum environment to generate the siloxane modified alkynol alkoxy compound.
Further, the molecular weight of the alkynol alkoxy compound is 200-2000; and/or
The molecular weight of the hydrogen-containing siloxane is 400-2000; and/or
In the mixture of the alkynol alkoxy compound, the hydrogen-containing siloxane and the platinum catalyst, the concentration of the platinum catalyst is 50-200 ppm; and/or
The molar ratio of the alkynol alkoxy compound to the hydrogen-containing siloxane is 1-2: 1; and/or
The platinum catalyst is chloroplatinic acid and/or metal platinum.
Further, the temperature of the addition reaction is 80-110 ℃, the time is 5-8 hours, and the vacuum degree is 200-750 mmHg.
Further, the preparation step of the siloxane-modified alkynol alkoxy compound further comprises the following steps:
providing an inhibitor, wherein the inhibitor is at least one of carboxylic acid, carboxylate, triethylamine and triethylphosphine;
mixing the alkynol alkoxy compound, hydrogen-containing siloxane, an inhibitor and a platinum catalyst, and carrying out addition reaction on the alkynol alkoxy compound and the hydrogen-containing siloxane under the catalysis of the platinum catalyst and the inhibition of the inhibitor under a vacuum environment to generate the siloxane modified alkynol alkoxy compound.
Further, the molar ratio of the siloxane modified alkynol alkoxy compound to the phosphorylation reagent is 2-6: 1; and/or
The molar ratio of the phosphate siloxane modified alkynol alkoxy compound to the alkali is 1: 2-4; and/or
The phosphorylation reagent is at least one of phosphorus pentoxide, phosphoric acid, polyphosphoric acid and polyphosphate; and/or
The alkaline matter is at least one of amine, sodium hydroxide and potassium hydroxide.
Further, the structural formula of the amine group is as follows:
An application of the anti-flash rust agent in paint.
The functional group of the flash rust inhibitor provided by the invention comprises alkynyl, siloxane bond and phosphate. When the anti-flash rust agent is applied to a coating and coated on a metal substrate, the functional group of the anti-flash rust agent can be coordinated with the metal ions of the metal substrate to generate a stable complex, so that the anti-flash rust agent can be firmly adsorbed on the surface of the metal substrate to prevent oxygen from contacting the metal substrate, and the metal ions can be prevented from reacting with water and oxygen to form flash rust on the surface of the metal substrate, so that the anti-flash rust agent has a better anti-flash rust effect.
Detailed Description
In order that the above objects, features and advantages of the present invention can be more clearly understood, the following detailed description of the present invention is given. In addition, the embodiments and features of the embodiments of the present application may be combined with each other without conflict. In the following description, numerous specific details are set forth to provide a thorough understanding of the present invention, and the described embodiments are merely a subset of the embodiments of the present invention, rather than a complete embodiment. All other embodiments, which can be obtained by a person skilled in the art without any inventive step based on the embodiments of the present invention, are within the scope of the present invention.
Unless defined otherwise, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this invention belongs. The terminology used herein in the description of the invention is for the purpose of describing particular embodiments only and is not intended to be limiting of the invention. As used herein, the term "and/or" includes all and any combination of one or more of the associated listed items.
In various embodiments of the present invention, for convenience in description and not in limitation, the term "coupled" as used in the specification and claims of the present application is not limited to physical or mechanical couplings, either direct or indirect. "upper", "lower", "left", "right", and the like are used merely to indicate relative positional relationships, and when the absolute position of the object being described is changed, the relative positional relationships are changed accordingly.
The embodiment of the invention provides an anti-flash rust agent which is applied to a coating.
The anti-flash rust agent has the structural formula:
Preferably, m is an integer between 4 and 8 and n is an integer between 4 and 8.
In at least one embodiment, the amine group has the formula:
In at least one embodiment, R1Is methyl, isopropyl, isobutyl, or isopentyl, R2Is methyl, isopropyl, isobutyl, or isoamyl.
In at least one embodiment, R3Is methyl, R4Is methyl.
In another embodiment, R3Is hydroxyethyl, R4Is hydroxyethyl.
Understandably, R1And R2Can be the same group or different groups.
The functional group of the flash rust inhibitor provided by the invention comprises alkynyl, siloxane bond and phosphate. When the anti-flash rust agent is applied to a coating and coated on a metal substrate, the functional group of the anti-flash rust agent can be coordinated with the metal ions of the metal substrate to generate a stable complex, so that the anti-flash rust agent can be firmly adsorbed on the surface of the metal substrate to prevent oxygen from contacting the metal substrate, and the metal ions can be prevented from reacting with water and oxygen to form flash rust on the surface of the metal substrate, so that the anti-flash rust agent has a better anti-flash rust effect.
In addition, the anti-flash rust agent takes an alkoxy chain as a main chain, has a phosphate ester salt structure and has a pH value of between 7 and 10. Therefore, the anti-flash rust agent can be infinitely dissolved in water and can be uniformly distributed in the water-based paint, so that the paint using the anti-flash rust agent has better adhesion and anti-flash rust performance. The coating using the anti-flash rust agent can also form a coating film (the thickness can be 500 nm-1 mu m) on the surface of the metal substrate, and the coating film has salt spray resistance so as to protect the metal substrate for a long time.
The embodiment of the invention also discloses a preparation method of the flash rust inhibitor.
The preparation method of the flash rust inhibitor comprises the following steps:
step S1: providing a siloxane-modified alkynol alkoxy compound, a phosphorylation reagent and a base, wherein the structural formula of the siloxane-modified alkynol alkoxy compound is as follows:
step S2: mixing the siloxane modified alkynol alkoxy compound and a phosphorylation reagent, and carrying out phosphorylation reaction on the siloxane modified alkynol alkoxy compound and the phosphorylation reagent to obtain a phosphorylated siloxane modified alkynol alkoxy compound; and
step S3: mixing the phosphate siloxane modified alkynol alkoxy compound and an alkaline substance, and reacting the phosphate siloxane modified alkynol alkoxy compound and the alkaline substance to form a salt to obtain the flash rust inhibitor, wherein the structural formula of the flash rust inhibitor is as follows:
In at least one embodiment, a is an integer between 1 and 5, and b is an integer between 1 and 5.
In at least one embodiment, the molar ratio of the siloxane-modified alkynol alkoxy compound to the phosphorylating agent is 2-6: 1, for example 2: 1. 3: 1. 4: 1. 5: 1. or 6: 1.
in at least one embodiment, the molar ratio of the phosphated siloxane modified alkynol alkoxy compound to the base is 1: 2 to 4, for example, 1: 2. 1: 3. 1: 4.
in at least one embodiment, the phosphorylating agent is at least one of phosphorus pentoxide, phosphoric acid, polyphosphoric acid, polyphosphate salts, and phosphate ester salts. The polyphosphoric acid may be a tripolyphosphoric acid. The polyphosphoric acid may be sodium tripolyphosphate and/or potassium tripolyphosphate. The phosphate salt can be at least one of phosphate ammonium salt, phosphate sodium salt and phosphate potassium salt. The amine phosphate salt has better flash rust resistance than potassium phosphate salt and sodium phosphate salt. The ammonium phosphate ester salt has better water absorption resistance than the potassium phosphate ester salt and the sodium phosphate ester salt.
In at least one embodiment, the alkali is at least one of an amine, sodium hydroxide, and potassium hydroxide.
In at least one embodiment, the amine group has the formula:
In at least one embodiment, R1Is isopropyl, isobutyl, or isoamyl, R2Is methyl.
In at least one embodiment, R3Is methyl, R4Is methyl.
In another embodiment, R3Is hydroxyethyl, R4Is hydroxyethyl.
According to the preparation method of the flash rust inhibitor, the siloxane modified alkynol alkoxy compound and a phosphorylation reagent are subjected to phosphorylation reaction to obtain a phosphated siloxane modified alkynol alkoxy compound, and the phosphated siloxane modified alkynol alkoxy compound and an alkaline substance are reacted to form a salt to obtain the flash rust inhibitor. The functional group of the flash rust inhibitor comprises alkynyl, siloxane bond and phosphate ester salt. When the anti-flash rust agent is applied to a coating and coated on a metal substrate, the functional group of the anti-flash rust agent can be coordinated with the metal ions of the metal substrate to generate a stable complex, so that the anti-flash rust agent can be firmly adsorbed on the surface of the metal substrate to prevent oxygen from contacting the metal substrate, and the metal ions can be prevented from reacting with water and oxygen to form flash rust on the surface of the metal substrate, so that the anti-flash rust agent has a better anti-flash rust effect.
In addition, the anti-flash rust agent takes an alkoxy chain as a main chain, has a phosphate ester salt structure and has a pH value of between 7 and 10. Therefore, the anti-flash rust agent can be infinitely dissolved in water and can be uniformly distributed in the water-based paint, so that the paint using the anti-flash rust agent has better adhesion and anti-flash rust performance. The coating using the anti-flash rust agent can also form a coating film (the thickness can be 500 nm-1 mu m) on the surface of the metal substrate, and the coating film has salt spray resistance so as to protect the metal substrate for a long time.
Furthermore, the preparation method of the flash rust inhibitor does not use a solvent, and does not use acetal treatment and solvent dissolution treatment applied by the existing preparation method of the flash rust inhibitor, so that the preparation method of the flash rust inhibitor also has the advantages of environmental protection, high yield, easily obtained raw materials and convenience in operation.
The preparation steps of the siloxane modified alkynol alkoxy compound comprise:
providing an alkynol alkoxy compound, wherein the structural formula of the alkynol alkoxy compound is as follows:
providing a hydrogen-containing siloxane, wherein the hydrogen-containing siloxane has a structural formula:
providing a platinum catalyst and an inhibitor; and
mixing the alkynol alkoxy compound, hydrogen-containing siloxane, an inhibitor and a platinum catalyst, and carrying out addition reaction on the alkynol alkoxy compound and the hydrogen-containing siloxane under the catalysis of the platinum catalyst and the inhibition of the inhibitor under a vacuum environment to generate the siloxane modified alkynol alkoxy compound.
In at least one embodiment, the molecular weight of the alkynol alkoxy compound is 200 to 2000, preferably 200 to 600.
In at least one embodiment, the hydrogen-containing siloxane has a molecular weight of 400 to 2000, preferably 500 to 1000.
In at least one embodiment, the concentration of the platinum catalyst in the mixture of the alkynol alkoxy compound, the hydrogen-containing siloxane and the platinum catalyst is 50-200 ppm.
In at least one embodiment, the molar ratio of the alkynol alkoxy compound to the hydrogen-containing siloxane is 1-2: 1, for example 1: 1 or 1: 2.
in at least one embodiment, the platinum catalyst is chloroplatinic acid and/or metallic platinum.
In at least one embodiment, the inhibitor is at least one of a carboxylic acid, a carboxylate, triethylamine, and triethylphosphine. The inhibitor may prevent acetal formation from the hydroxyl groups of the alkynol alkoxy compound and/or the copolymer of the alkynol alkoxy compound.
In at least one embodiment, the mass percentage of the inhibitor is 0.5-1%.
In at least one embodiment, the temperature of the addition reaction is 80-110 ℃, the time is 5-8 h, and the vacuum degree is 200-750 mmHg.
In at least one embodiment, the catalyst may be diluted with an organic solvent such as isopropanol, acetone, diethyl ether, ethyl acetate, benzene, chloroform, methanol, etc. to prevent partial polycondensation.
The embodiment of the invention also provides an application of the anti-flash rust agent in a coating.
In at least one embodiment, the coating is an acrylic coating, an epoxy coating, an alkyd coating, or a polyurethane coating.
In at least one embodiment, the coating contains 0.1-3 wt% of flash rust inhibitor.
Since the coating adopts all technical solutions of all the embodiments, at least all the beneficial effects brought by the technical solutions of the embodiments are achieved, and no further description is given here.
The present invention will be specifically described below with reference to specific examples.
Example one
Providing the alkynol alkoxy compound, wherein a of the alkynol alkoxy compound is 1, and b is 1;
providing the hydrosiloxane, wherein m of the hydrosiloxane is 2 and n is 2;
providing chloroplatinic acid and a carboxylic acid;
mixing the alkynol alkoxy compound, hydrogen-containing siloxane, chloroplatinic acid and carboxylic acid, and reacting for 5 hours under the vacuum environment of 750mmHg and at the temperature of 80 ℃ to generate the siloxane modified alkynol alkoxy compound, wherein the molar ratio of the alkynol alkoxy compound to the hydrogen-containing siloxane is 1: 1, the concentration of the chloroplatinic acid is 50ppm, and the mass percent content of the carboxylic acid is 1 wt%;
providing phosphorus pentoxide and sodium hydroxide, wherein the molar ratio of the siloxane-modified alkynol alkoxy compound to the phosphorus pentoxide is 2: 1, the molar ratio of the phosphated siloxane modified alkynol alkoxy compound to sodium hydroxide is 1: 2;
mixing the siloxane modified alkynol alkoxy compound and phosphorus pentoxide, and carrying out a phosphorylation reaction on the siloxane modified alkynol alkoxy compound and the phosphorus pentoxide to obtain a phosphorylated siloxane modified alkynol alkoxy compound; and
and mixing the phospho siloxane modified alkynol alkoxy compound and sodium hydroxide, and reacting the phospho siloxane modified alkynol alkoxy compound and the sodium hydroxide to form a salt to obtain the flash rust inhibitor of the first embodiment.
Example two
Providing the alkynol alkoxy compound, wherein a of the alkynol alkoxy compound is 2, and b is 2;
providing the hydrosiloxane, wherein m of the hydrosiloxane is 3 and n is 3;
providing chloroplatinic acid and fosetyl;
mixing the alkynol alkoxy compound, hydrogen-containing siloxane, chloroplatinic acid and triethylphosphine, and reacting for 6 hours under a vacuum environment of 650mmHg at the temperature of 90 ℃ to generate the siloxane modified alkynol alkoxy compound, wherein the molar ratio of the alkynol alkoxy compound to the hydrogen-containing siloxane is 2: 1, the concentration of chloroplatinic acid is 60ppm, and the mass percent content of the triethylphosphine is 2 wt%;
providing sodium tripolyphosphate and potassium hydroxide, wherein the molar ratio of the siloxane modified alkynol alkoxy compound to the sodium tripolyphosphate is 3: 1, the molar ratio of the phosphated siloxane-modified alkynol alkoxy compound to potassium hydroxide is 1: 3;
mixing the siloxane modified alkynol alkoxy compound and sodium tripolyphosphate, and carrying out a phosphorylation esterification reaction on the siloxane modified alkynol alkoxy compound and the sodium tripolyphosphate to obtain a phosphorylated siloxane modified alkynol alkoxy compound; and
and mixing the phospho siloxane modified alkynol alkoxy compound and potassium hydroxide, and reacting the phospho siloxane modified alkynol alkoxy compound and the potassium hydroxide to form a salt so as to obtain the flash rust inhibitor of the second embodiment.
EXAMPLE III
Providing the alkynol alkoxy compound, wherein a of the alkynol alkoxy compound is 3, and b is 3;
providing the hydrosiloxane, wherein m of the hydrosiloxane is 4 and n is 4;
providing chloroplatinic acid and triethylamine;
mixing the alkynol alkoxy compound, hydrogen-containing siloxane, chloroplatinic acid and triethylamine, and reacting for 7 hours at the temperature of 100 ℃ in a vacuum environment of 550mmHg to generate siloxane modified alkynol alkoxy compound, wherein the molar ratio of the alkynol alkoxy compound to the hydrogen-containing siloxane is 2: 1, the concentration of the chloroplatinic acid is 70ppm, and the mass percent content of the triethylamine is 3 wt%;
providing sodium tripolyphosphate and potassium hydroxide, wherein the molar ratio of the siloxane modified alkynol alkoxy compound to the sodium tripolyphosphate is 4: 1, the molar ratio of the phosphated siloxane-modified alkynol alkoxy compound to potassium hydroxide is 1: 4;
mixing the siloxane modified alkynol alkoxy compound and a phosphate sodium salt, and carrying out a phosphorylation esterification reaction on the siloxane modified alkynol alkoxy compound and the phosphate sodium salt to obtain a phosphorylated siloxane modified alkynol alkoxy compound; and
and mixing the phospho siloxane modified alkynol alkoxy compound and potassium hydroxide, and reacting the phospho siloxane modified alkynol alkoxy compound and the potassium hydroxide to form a salt to obtain the flash rust inhibitor of the third embodiment.
The anti-flash rust agent of the first to third examples was added to a water-based acrylic emulsion (model number BI-707, available from jinan xiangfeng wei chemical limited) to prepare a coating. In the coating, the flash rust inhibitor is 1 wt% in mass percentage. The coating is respectively coated on the surfaces of the three cold-rolled steel substrates, and after the three cold-rolled steel substrates are horizontally placed for 48 hours in an environment with the temperature of 38 ℃ and the humidity of 20%, flash rust does not appear on the surfaces of the three cold-rolled steel substrates. And flash rust was not found on the surfaces of the three cold rolled steel substrates after removing the coatings on the surfaces of the three cold rolled steel substrates. This shows that the flash rust inhibitors of examples one to three have excellent flash rust preventing properties.
Although the present invention has been described in detail with reference to the preferred embodiments, it will be understood by those skilled in the art that various changes may be made and equivalents may be substituted without departing from the spirit and scope of the invention.
Claims (10)
1. The flash rust inhibitor is characterized in that the structural formula of the flash rust inhibitor is as follows:
2. The flash rust inhibitor according to claim 1, wherein the amine group has the formula:
3. The preparation method of the flash rust inhibitor is characterized by comprising the following steps:
providing a siloxane-modified alkynol alkoxy compound, a phosphorylation reagent and a base, wherein the structural formula of the siloxane-modified alkynol alkoxy compound is as follows:
mixing the siloxane modified alkynol alkoxy compound and a phosphorylation reagent, and carrying out phosphorylation reaction on the siloxane modified alkynol alkoxy compound and the phosphorylation reagent to obtain a phosphorylated siloxane modified alkynol alkoxy compound; and
mixing the phosphate siloxane modified alkynol alkoxy compound and an alkaline substance, and reacting the phosphate siloxane modified alkynol alkoxy compound and the alkaline substance to form a salt to obtain the flash rust inhibitor, wherein the structural formula of the flash rust inhibitor is as follows:
4. The method of preparing the flash rust inhibitor according to claim 3, wherein the step of preparing the siloxane-modified alkynol alkoxy compound comprises:
providing an alkynol alkoxy compound, wherein the structural formula of the alkynol alkoxy compound is as follows:
providing a hydrogen-containing siloxane, wherein the hydrogen-containing siloxane has a structural formula:
providing a platinum catalyst; and
mixing the alkynol alkoxy compound, hydrogen-containing siloxane and a platinum catalyst, and carrying out addition reaction on the alkynol alkoxy compound and the hydrogen-containing siloxane under the catalytic action of the platinum catalyst in a vacuum environment to generate the siloxane modified alkynol alkoxy compound.
5. The method for producing a flash rust inhibitor according to claim 4, wherein the alkynol alkoxy compound has a molecular weight of 200 to 2000; and/or
The molecular weight of the hydrogen-containing siloxane is 400-2000; and/or
In the mixture of the alkynol alkoxy compound, the hydrogen-containing siloxane and the platinum catalyst, the concentration of the platinum catalyst is 50-200 ppm; and/or
The molar ratio of the alkynol alkoxy compound to the hydrogen-containing siloxane is 1-2: 1; and/or
The platinum catalyst is chloroplatinic acid and/or metal platinum.
6. The method for preparing the flash rust inhibitor according to claim 4, wherein the temperature of the addition reaction is 80-110 ℃, the time is 5-8 hours, and the vacuum degree is 200-750 mmHg.
7. The method of preparing the flash rust inhibitor according to claim 4, wherein the step of preparing the siloxane-modified alkynol alkoxy compound further comprises:
providing an inhibitor, wherein the inhibitor is at least one of carboxylic acid, carboxylate, triethylamine and triethylphosphine;
mixing the alkynol alkoxy compound, hydrogen-containing siloxane, an inhibitor and a platinum catalyst, and carrying out addition reaction on the alkynol alkoxy compound and the hydrogen-containing siloxane under the catalysis of the platinum catalyst and the inhibition of the inhibitor under a vacuum environment to generate the siloxane modified alkynol alkoxy compound.
8. The method for preparing the flash rust inhibitor according to claim 3, wherein the molar ratio of the siloxane-modified alkynol alkoxy compound to the phosphorylating agent is 2-6: 1; and/or
The molar ratio of the phosphate siloxane modified alkynol alkoxy compound to the alkali is 1: 2-4; and/or
The phosphorylation reagent is at least one of phosphorus pentoxide, phosphoric acid, polyphosphoric acid and polyphosphate; and/or
The alkaline matter is at least one of amine, sodium hydroxide and potassium hydroxide.
9. The method of preparing the flash rust inhibitor according to claim 3, wherein the amine group has a structural formula of:
10. Use of a flash rust inhibitor in a coating, wherein the flash rust inhibitor is the flash rust inhibitor according to claim 1 or 2.
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Denomination of invention: Anti flash rust agent and its preparation method and application Granted publication date: 20230929 Pledgee: Guanggu Branch of Wuhan Rural Commercial Bank Co.,Ltd. Pledgor: Wuhan chenyuda Technology Co.,Ltd. Registration number: Y2024980008637 |