CN113461948B - 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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- CN113461948B CN113461948B CN202110784713.1A CN202110784713A CN113461948B CN 113461948 B CN113461948 B CN 113461948B CN 202110784713 A CN202110784713 A CN 202110784713A CN 113461948 B CN113461948 B CN 113461948B
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- alkynol
- alkoxy compound
- flash rust
- siloxane
- siloxane modified
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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 89
- 238000002360 preparation method Methods 0.000 title claims abstract description 15
- 230000002265 prevention Effects 0.000 title description 6
- 239000003112 inhibitor Substances 0.000 claims abstract description 51
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 40
- 125000003277 amino group Chemical group 0.000 claims abstract description 11
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical group [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims abstract description 7
- 229910052700 potassium Chemical group 0.000 claims abstract description 7
- 239000011591 potassium Chemical group 0.000 claims abstract description 7
- 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 6
- 239000011734 sodium Chemical group 0.000 claims abstract description 6
- 229910052708 sodium Inorganic materials 0.000 claims abstract description 6
- -1 alkoxy compound Chemical class 0.000 claims description 104
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 claims description 95
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims description 49
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 34
- 229910052739 hydrogen Inorganic materials 0.000 claims description 34
- 239000001257 hydrogen Substances 0.000 claims description 34
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 33
- 229910052751 metal Inorganic materials 0.000 claims description 26
- 239000002184 metal Substances 0.000 claims description 26
- 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
- 125000000217 alkyl group Chemical group 0.000 claims description 20
- 238000002156 mixing Methods 0.000 claims description 20
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 18
- 239000011248 coating agent Substances 0.000 claims description 18
- 238000000576 coating method Methods 0.000 claims description 18
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 14
- 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
- 239000000126 substance Substances 0.000 claims description 13
- 239000002253 acid Substances 0.000 claims description 12
- 238000006366 phosphorylation reaction Methods 0.000 claims description 12
- 230000000865 phosphorylative effect Effects 0.000 claims description 10
- 238000004378 air conditioning Methods 0.000 claims description 9
- 239000003153 chemical reaction reagent Substances 0.000 claims description 9
- 150000003839 salts Chemical class 0.000 claims description 9
- 238000007259 addition reaction Methods 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 8
- 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
- 230000026731 phosphorylation Effects 0.000 claims description 6
- RXJKFRMDXUJTEX-UHFFFAOYSA-N triethylphosphine Chemical compound CCP(CC)CC RXJKFRMDXUJTEX-UHFFFAOYSA-N 0.000 claims description 6
- 238000006555 catalytic reaction Methods 0.000 claims description 5
- 229920000137 polyphosphoric acid Polymers 0.000 claims description 5
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 3
- 150000001412 amines Chemical class 0.000 claims description 3
- 230000005764 inhibitory process Effects 0.000 claims description 3
- 229920000388 Polyphosphate Polymers 0.000 claims description 2
- 150000007942 carboxylates Chemical class 0.000 claims description 2
- 239000001205 polyphosphate Substances 0.000 claims description 2
- 235000011176 polyphosphates Nutrition 0.000 claims description 2
- YWEUIGNSBFLMFL-UHFFFAOYSA-N diphosphonate Chemical compound O=P(=O)OP(=O)=O YWEUIGNSBFLMFL-UHFFFAOYSA-N 0.000 claims 1
- 230000003449 preventive effect Effects 0.000 abstract description 8
- 230000000694 effects Effects 0.000 abstract description 5
- 239000000758 substrate Substances 0.000 description 27
- 239000003973 paint Substances 0.000 description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- 229910001868 water Inorganic materials 0.000 description 9
- 125000004432 carbon atom Chemical group C* 0.000 description 8
- 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
- 229910019142 PO4 Inorganic materials 0.000 description 6
- 125000000524 functional group Chemical group 0.000 description 6
- 239000010452 phosphate Substances 0.000 description 6
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 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
- 239000010960 cold rolled steel Substances 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
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-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
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 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
- 150000001241 acetals Chemical class 0.000 description 2
- 239000000853 adhesive Substances 0.000 description 2
- 230000001070 adhesive effect Effects 0.000 description 2
- 125000003545 alkoxy group Chemical group 0.000 description 2
- ZRIUUUJAJJNDSS-UHFFFAOYSA-N ammonium phosphates Chemical compound [NH4+].[NH4+].[NH4+].[O-]P([O-])([O-])=O ZRIUUUJAJJNDSS-UHFFFAOYSA-N 0.000 description 2
- 239000002173 cutting fluid Substances 0.000 description 2
- 125000002467 phosphate group Chemical group [H]OP(=O)(O[H])O[*] 0.000 description 2
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 2
- 239000001488 sodium phosphate Substances 0.000 description 2
- 229910000162 sodium phosphate Inorganic materials 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 1
- 229920000180 alkyd Polymers 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000006243 chemical reaction Methods 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
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 239000011527 polyurethane coating Substances 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
- 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)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- General Chemical & Material Sciences (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Preventing Corrosion Or Incrustation Of Metals (AREA)
- Paints Or Removers (AREA)
Abstract
A flash rust preventive agent has the structural formula:or (b)
Description
Technical Field
The application 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 aqueous acrylic emulsion is coated on a metal substrate, metal ions of the metal substrate react with water and oxygen in the process of drying a paint film, and flash rust is generated on the surface of the metal substrate. An anti-flash rust agent may be added to the aqueous acrylic emulsion to avoid flash rust formation on the surface of the metal substrate. However, the existing flash rust preventive agent has a disadvantage of poor flash rust preventive effect.
Disclosure of Invention
In view of the above, it is necessary to provide an anti-flash rust agent to solve the problem of poor anti-flash rust effect of the existing anti-flash rust agent.
A flash rust preventive agent has the structural formula:
wherein m is an integer between 1 and 8, n is an integer between 0 and 8, and a+b is an integer between 1 and 10And Q is an amino group, sodium or potassium.
Further, the structural formula of the amino group is as follows:
R 1 is H atom or alkyl with 1-3 carbon atoms, R 2 Is H atom or alkyl with 1-3 carbon atoms, R 3 Is H atom or alkyl with 1-3 carbon atoms, R 4 Is H atom or alkyl with 1-3 carbon atoms.
The preparation method of the flash rust inhibitor comprises the following steps:
providing a siloxane modified alkynol alkoxy compound, a phosphorylating agent, and an alkaline substance, wherein the siloxane modified alkynol alkoxy compound has a structural formula:
wherein m is an integer between 1 and 8, n is an integer between 0 and 8, and a+b is an integer between 1 and 10;
mixing the siloxane modified alkynol alkoxy compound and a phosphorylation reagent, wherein the siloxane modified alkynol alkoxy compound and the phosphorylation reagent are subjected to a phosphorylation reaction to obtain a phosphorylated siloxane modified alkynol alkoxy compound; a kind of electronic device with high-pressure air-conditioning system
Mixing the phosphated siloxane modified alkynol alkoxy compound and an alkaline substance, and reacting the phosphated siloxane modified alkynol alkoxy compound with 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:
wherein Q is an amine group, sodium, or potassium, m is an integer between 1 and 8, nIs an integer between 0 and 8, and a+b is an integer between 1 and 10.
Further, the preparation steps of the siloxane modified alkynol alkoxy compound comprise:
providing an alkynol alkoxy compound having the structural formula:
providing a hydrogen-containing siloxane having the structural formula:
providing a platinum catalyst; a kind of electronic device with high-pressure air-conditioning system
And mixing the alkynol alkoxy compound, hydrogen-containing siloxane and a platinum catalyst, and performing an addition reaction on the alkynol alkoxy compound and the hydrogen-containing siloxane under the catalysis 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
The alkynol alkoxy compound, hydrogen-containing siloxane and platinum catalyst are mixed, and the concentration of the platinum catalyst is 50-200 ppm; and/or
The mole ratio of the alkynol alkoxy compound to the hydrogen-containing siloxane is 1-2: 1, a step of; 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 h, 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;
and mixing the alkynol alkoxy compound, hydrogen-containing siloxane, inhibitor and platinum catalyst, and performing 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 in a vacuum environment to generate the siloxane modified alkynol alkoxy compound.
Further, the molar ratio of the siloxane modified alkynol alkoxy compound to the phosphorylating agent is 2-6: 1, a step of; and/or
The mole ratio of the phosphated siloxane modified alkynol alkoxy compound to the alkaline substance is 1:2 to 4; and/or
The phosphorylating 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 amino group is as follows:
R 1 is H atom or alkyl, R 2 Is H atom or alkyl, R 3 Is alkyl or hydroxyalkyl, R 4 Is alkyl or hydroxyalkyl.
An application of the flash rust inhibitor in paint.
The functional groups of the flash rust inhibitor provided by the application comprise alkynyl, silicon-oxygen 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 coordinate with 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 with the metal substrate, and the metal ions, water and oxygen can be prevented from reacting on the surface of the metal substrate to form flash rust, so that the anti-flash rust agent has a better anti-flash rust effect.
Detailed Description
The present application will be described in detail in the following detailed description so that the above objects, features and advantages of the present application may be more clearly understood. The embodiments of the present application and the features in the embodiments may be combined with each other without collision. In the following description, numerous specific details are set forth in order to provide a thorough understanding of the present application, and the described embodiments are merely some, rather than all, embodiments of the present application. All other embodiments, which can be made by those skilled in the art based on the embodiments of the present application without making any inventive effort, are intended to fall within the scope of the present application.
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 application belongs. The terminology used herein in the description of the application is for the purpose of describing particular embodiments only and is not intended to be limiting of the application. The term "and/or" as used herein includes all and any combination of one or more of the associated listed items.
In various embodiments of the present application, for convenience of description and not limitation, the term "coupled" as used in the specification and claims of the present application is not limited to physical or mechanical coupling, whether direct or indirect. "upper", "lower", "left", "right", etc. are used merely to indicate a relative positional relationship, and when the absolute position of the object to be described is changed, the relative positional relationship is changed accordingly.
The embodiment of the application provides a flash rust inhibitor which is applied to a coating.
The structural formula of the flash rust inhibitor is as follows:
wherein m is an integer between 1 and 8, n is an integer between 0 and 8, a+b is an integer between 1 and 10, and Q is an amine group, sodium, or potassium.
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:
wherein R is 1 Is H atom or alkyl with 1-3 carbon atoms, R 2 Is H atom or alkyl with 1-3 carbon atoms, R 3 Is H atom or alkyl with 1-3 carbon atoms, R 4 Is H atom or alkyl with 1-3 carbon atoms.
In at least one embodiment, R 1 Is methyl, isopropyl, isobutyl, or isopentyl, R 2 Is methyl, isopropyl, isobutyl, or isopentyl.
In at least one embodiment, R 3 Is methyl, R 4 Is methyl.
In another embodiment, R 3 Is hydroxyethyl, R 4 Is hydroxyethyl.
It will be appreciated that R 1 And R is 2 May be the same group or may be different groups.
The functional groups of the flash rust inhibitor provided by the application comprise alkynyl, silicon-oxygen 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 coordinate with 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 with the metal substrate, and the metal ions, water and oxygen can be prevented from reacting on the surface of the metal substrate to form flash rust, so that the anti-flash rust agent has a better anti-flash rust effect.
In addition, the flash rust preventive agent takes an alkoxy chain as a main chain, has a phosphate structure and has a pH value of 7-10. 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 adhesive force and anti-flash rust performance. The coating using the flash rust inhibitor also forms a coating film (the thickness can be 500 nm-1 μm) 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 application 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 phosphorylating agent, and an alkaline substance, wherein the siloxane modified alkynol alkoxy compound has a structural formula:
wherein m is an integer between 1 and 8, n is an integer between 0 and 8, and a+b is an integer between 1 and 10;
step S2: mixing the siloxane modified alkynol alkoxy compound and a phosphorylation reagent, wherein the siloxane modified alkynol alkoxy compound and the phosphorylation reagent are subjected to a phosphorylation reaction to obtain a phosphorylated siloxane modified alkynol alkoxy compound; a kind of electronic device with high-pressure air-conditioning system
Step S3: mixing the phosphated siloxane modified alkynol alkoxy compound and an alkaline substance, and reacting the phosphated siloxane modified alkynol alkoxy compound with 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:
wherein Q is an amine group, sodium, or potassium, m is an integer between 1 and 8, n is an integer between 0 and 8, and a+b is an integer between 1 and 10.
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 from 2 to 6:1, for example 2: 1. 3: 1. 4: 1. 5: 1. or 6:1.
in at least one embodiment, the mole ratio of the phosphated silicone 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, and a phosphate salt. The polyphosphoric acid may be tripolyphosphoric acid. The polyphosphoric acid may be sodium tripolyphosphate and/or potassium tripolyphosphate. The phosphate salt may be at least one of an ammonium phosphate salt, a sodium phosphate salt, and a potassium phosphate salt. The phosphate amine salt has better flash rust resistance than the phosphate potassium salt and the phosphate sodium salt. The ammonium phosphate salt has better resistance to water absorption than the potassium phosphate salt and the sodium phosphate salt.
In at least one embodiment, the alkaline substance is at least one of amine, sodium hydroxide, and potassium hydroxide.
In at least one embodiment, the amine group has the formula:
R 1 is H atom or alkyl, R 2 Is H atom or alkyl, R 3 Is alkyl or hydroxyalkyl, R 4 Is alkyl or hydroxyalkyl.
In at least one embodiment, R 1 Is isopropyl, isobutyl, or isopentyl, R 2 Is methyl.
In at least one embodiment, R 3 Is methyl, R 4 Is methyl.
In another embodiment, R 3 Is hydroxyethyl, R 4 Is hydroxyethyl.
In the preparation method of the flash rust inhibitor, the siloxane modified alkynol alkoxy compound and the phosphorylating reagent are subjected to a phosphorylation reaction to obtain the phosphoated siloxane modified alkynol alkoxy compound, and the phosphoated siloxane modified alkynol alkoxy compound and the alkaline substance are reacted to form salt to obtain the flash rust inhibitor. The functional groups of the flash rust inhibitor comprise alkynyl groups, siloxane bonds and phosphate ester salts. 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 coordinate with 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 with the metal substrate, and the metal ions, water and oxygen can be prevented from reacting on the surface of the metal substrate to form flash rust, so that the anti-flash rust agent has a better anti-flash rust effect.
In addition, the flash rust preventive agent takes an alkoxy chain as a main chain, has a phosphate structure and has a pH value of 7-10. 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 adhesive force and anti-flash rust performance. The coating using the flash rust inhibitor also forms a coating film (the thickness can be 500 nm-1 μm) 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 solvents, and acetal treatment and solvent dissolution treatment applied by the existing preparation method of the flash rust inhibitor are not used, so that the preparation method of the flash rust inhibitor has the advantages of environmental protection, high yield, easily available raw materials and convenience in operation.
The preparation steps of the siloxane modified alkynol alkoxy compound comprise:
providing an alkynol alkoxy compound having the structural formula:
providing a hydrogen-containing siloxane having the structural formula:
providing a platinum catalyst and an inhibitor; a kind of electronic device with high-pressure air-conditioning system
And mixing the alkynol alkoxy compound, hydrogen-containing siloxane, inhibitor and platinum catalyst, and performing 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 in a vacuum environment to generate the siloxane modified alkynol alkoxy compound.
In at least one embodiment, the alkynol alkoxy compound has a molecular weight of 200 to 2000, preferably 200 to 600.
In at least one embodiment, the molecular weight of the hydrogen-containing siloxane is 400 to 2000, preferably 500 to 1000.
In at least one embodiment, the alkynol alkoxy compound, the hydrogen-containing siloxane, and the platinum catalyst are mixed, wherein the concentration of the platinum catalyst is 50 to 200ppm.
In at least one embodiment, the molar ratio of alkynol alkoxy compound to hydrogen-containing siloxane is from 1 to 2:1, for example 1:1 or 1:2.
in at least one embodiment, the platinum catalyst is chloroplatinic acid and/or platinum metal.
In at least one embodiment, the inhibitor is at least one of a carboxylic acid, a carboxylate salt, triethylamine, and triethylphosphine. The inhibitor may prevent the hydroxyl groups of the alkynol alkoxy compound and/or the copolymer of the alkynol alkoxy compound from forming acetals.
In at least one embodiment, the inhibitor is 0.5-1% by mass.
In at least one embodiment, the temperature of the addition reaction is 80-110 ℃, the time is 5-8 hours, and the vacuum degree is 200-750 mmHg.
In at least one embodiment, the catalyst may be diluted with an organic solvent such as isopropyl alcohol, acetone, diethyl ether, ethyl acetate, benzene, chloroform, methanol, etc., to prevent local polycondensation.
The embodiment of the application also provides application of the flash rust inhibitor in paint.
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 paint contains 0.1-3 wt% of flash rust inhibitor.
The coating adopts all the technical schemes of all the embodiments, so that the coating has at least all the beneficial effects brought by the technical schemes of the embodiments, and is not repeated herein.
The present application will be specifically described with reference to the following examples.
Example 1
Providing the alkynol alkoxy compound, wherein a of the alkynol alkoxy compound is 1 and b is 1;
providing the hydrogen-containing siloxane, wherein m of the hydrogen-containing siloxane 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 in a vacuum environment of 750mmHg at a temperature of 80 ℃ to obtain 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 percentage content of the carboxylic acid is 1wt%;
providing phosphorus pentoxide and sodium hydroxide, wherein the molar ratio of the siloxane modified alkynol alkoxy compound to phosphorus pentoxide is 2:1, wherein the mole 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 phosphorus pentoxide to obtain a phosphorylated siloxane modified alkynol alkoxy compound; a kind of electronic device with high-pressure air-conditioning system
And mixing the phosphated siloxane modified alkynol alkoxy compound and sodium hydroxide, and reacting the phosphated siloxane modified alkynol alkoxy compound with the sodium hydroxide to form 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 hydrogen-containing siloxane, wherein m of the hydrogen-containing siloxane is 3, and n is 3;
providing chloroplatinic acid and triethylphosphine;
mixing the alkynol alkoxy compound, hydrogen-containing siloxane, chloroplatinic acid and triethylphosphine, and reacting for 6 hours in a vacuum environment of 650mmHg at a temperature of 90 ℃ to obtain 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 the chloroplatinic acid is 60ppm, and the mass percentage content of the triethylphosphine is 2wt%;
providing sodium tripolyphosphate and potassium hydroxide, wherein the molar ratio of the siloxane modified alkynol alkoxy compound to sodium tripolyphosphate is 3:1, wherein the mole ratio of the phosphated siloxane modified alkynol alkoxy compound to potassium hydroxide is 1:3, a step of;
mixing the siloxane modified alkynol alkoxy compound and sodium tripolyphosphate, and carrying out a phosphate reaction on the siloxane modified alkynol alkoxy compound and sodium tripolyphosphate to obtain a phosphate siloxane modified alkynol alkoxy compound; a kind of electronic device with high-pressure air-conditioning system
And mixing the phosphated siloxane modified alkynol alkoxy compound and potassium hydroxide, and reacting the phosphated siloxane modified alkynol alkoxy compound with potassium hydroxide to form salt 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 hydrogen-containing siloxane, wherein m of the hydrogen-containing siloxane 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 in a vacuum environment of 550mmHg at a temperature of 100 ℃ to obtain 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 the chloroplatinic acid is 70ppm, and the mass percentage content of the triethylamine is 3wt%;
providing sodium tripolyphosphate and potassium hydroxide, wherein the molar ratio of the siloxane modified alkynol alkoxy compound to sodium tripolyphosphate is 4:1, wherein the mole ratio of the phosphated siloxane modified alkynol alkoxy compound to potassium hydroxide is 1:4, a step of;
mixing the siloxane modified alkynol alkoxy compound and sodium phosphate, and performing a phosphorylation reaction on the siloxane modified alkynol alkoxy compound and sodium phosphate to obtain a phosphorylated siloxane modified alkynol alkoxy compound; a kind of electronic device with high-pressure air-conditioning system
Mixing the phosphated siloxane modified alkynol alkoxy compound and potassium hydroxide, and reacting the phosphated siloxane modified alkynol alkoxy compound with potassium hydroxide to form a salt to obtain the flash rust inhibitor of the third embodiment.
The anti-flash rust agents of examples one to three were added to an aqueous acrylic emulsion (model BI-707 available from Jinan Xiangfeng chemical Co., ltd.) to prepare a coating. In the coating, the mass percentage content of the flash rust inhibitor is 1wt%. The paint is respectively coated on the surfaces of three cold-rolled steel substrates, and after the paint is horizontally placed for 48 hours in an environment with the temperature of 38 ℃ and the humidity of 20%, no flash rust can be observed on the surfaces of the three cold-rolled steel substrates. And no flash rust was found on the surfaces of the three cold rolled steel substrates after the paint on the surfaces of the three cold rolled steel substrates was removed. This shows that the flash rust preventive agents of examples one to three have excellent flash rust preventive performance.
The above embodiments are only for illustrating the technical solution of the present application and not for limiting the same, and although the present application has been described in detail with reference to the above preferred embodiments, it should be understood by those skilled in the art that modifications and equivalents may be made thereto without departing from the spirit and scope of the technical solution of the present application.
Claims (9)
1. The preparation method of the flash rust inhibitor is characterized by comprising the following steps of:
providing a siloxane modified alkynol alkoxy compound, a phosphorylating agent, and an alkaline substance, wherein the siloxane modified alkynol alkoxy compound has a structural formula:
wherein m is an integer between 1 and 8, n is an integer between 0 and 8, and a+b is an integer between 1 and 10;
mixing the siloxane modified alkynol alkoxy compound and a phosphorylation reagent, wherein the siloxane modified alkynol alkoxy compound and the phosphorylation reagent are subjected to a phosphorylation reaction to obtain a phosphorylated siloxane modified alkynol alkoxy compound; a kind of electronic device with high-pressure air-conditioning system
Mixing the phosphated siloxane modified alkynol alkoxy compound and an alkaline substance, and reacting the phosphated siloxane modified alkynol alkoxy compound with 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:
or (b)Wherein Q is an amine group, sodium, or potassium, m is an integer between 1 and 8, n is an integer between 0 and 8, and a+b is an integer between 1 and 10.
2. The method of preparing a flash rust inhibitor according to claim 1, wherein the step of preparing the siloxane modified alkynol alkoxy compound comprises:
providing an alkynol alkoxy compound having the structural formula:
providing a hydrogen-containing siloxane having the structural formula:
providing a platinum catalyst; a kind of electronic device with high-pressure air-conditioning system
And mixing the alkynol alkoxy compound, hydrogen-containing siloxane and a platinum catalyst, and performing an addition reaction on the alkynol alkoxy compound and the hydrogen-containing siloxane under the catalysis of the platinum catalyst in a vacuum environment to generate the siloxane modified alkynol alkoxy compound.
3. The method for preparing a flash rust inhibitor according to claim 2, wherein 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
The alkynol alkoxy compound, hydrogen-containing siloxane and platinum catalyst are mixed, and the concentration of the platinum catalyst is 50-200 ppm; and/or
The mole ratio of the alkynol alkoxy compound to the hydrogen-containing siloxane is 1-2: 1, a step of; and/or
The platinum catalyst is chloroplatinic acid and/or metal platinum.
4. The method for preparing a flash rust inhibitor according to claim 2, wherein the temperature of the addition reaction is 80-110 ℃, the time is 5-8 hours, and the vacuum degree is 200-750 mmHg.
5. The method of preparing a flash rust inhibitor according to claim 2, 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;
and mixing the alkynol alkoxy compound, hydrogen-containing siloxane, inhibitor and platinum catalyst, and performing 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 in a vacuum environment to generate the siloxane modified alkynol alkoxy compound.
6. The method of preparing a flash rust inhibitor according to claim 1, wherein the molar ratio of the siloxane modified alkynol alkoxy compound to the phosphorylating agent is 2-6: 1, a step of; and/or
The mole ratio of the phosphated siloxane modified alkynol alkoxy compound to the alkaline substance is 1:2 to 4; and/or
The phosphorylating 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.
7. The method for preparing a flash rust inhibitor according to claim 1, wherein the amine group has the structural formula:
R 1 is H atom or alkyl, R 2 Is H atom or alkyl, R 3 Is alkyl or hydroxyalkyl, R 4 Is alkyl or hydroxyalkyl.
8. A flash rust inhibitor prepared by the method of any one of claims 1 to 7.
9. Use of an anti-flash rust agent in a coating, wherein the anti-flash rust agent is according to claim 8.
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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 |