• 专利附录
  • 专利说明
  • 权利要求
  • 类似技术
  • 同族专利
  • 引用文献
  • 法律状态
  • 优先权
    • 专利摘要:
    This invention relates to a water-curable binder, which is heat-curable and is used to produce coatings applied by electrophoretic immersion. The invention improves the resistance in salt spray of coatings for zinc-phosphate steel substrates to 800-1000 hours and reduces losses during drying to 1.2-7.9% due to the use of a binder comprising 65-93% by weight of epoxy-amine resin in the composition. hydroxyl number 114-400 mg KOH / g and amine number 44-98 mg KOH / g and 7- 35 wt.% curing agent, as the last malonic acid ester (malonic acid diethyl ether) or the product of the di (methyl) ethyl malonic acid ester with trimethylolpropane or its mixture with dimethyl propanediol or dimethylolpropionic acid. 3 tab. and about CO with with cd 00 CX5 s
    公开号:SU1358787A3
    申请号:SU823511203
    申请日:1982-11-12
    公开日:1987-12-07
    发明作者:Шмельцер Герхард；Вердино Хайнер；Даймер Вольфганг
    申请人:Вианова Кунстхарц Аг (Фирма)；
    IPC主号:
    专利说明:

    The invention relates to a water-curable, water-soluble binder used for coatings applied by electrophoretic immersion.
    The aim of the invention is to increase the salt fog resistance of coatings for zinc-phosphate steel substrates and to reduce losses during drying.
    Receiving polymer.
    Component A1, 62 g of simple polypropylene glycol diglycidyl ether (epoxy number 310) and 392 g of bisphenol A diglycidyl ether with an epoxy-15, g: glycidyl methacrylate 20; an oxide number of 490 is dissolved in 90 g of diethyl methacrylate 20; ethylene glycol monoethyl ether methyl methacrylate. At 60 ° C, 126 g is added.
    diisopropanolamine. The temperature of 20 and 2-ethylhexyl acrylate 40, in which 2 g of azobisisobutyronitrile is dissolved, is increased to 120 C and the transient until it is clear to obtain a transparent hour. The reaction mass is stirred at this level for another 1 hour. The product reacts for an additional 3 hours at an amine number of 90 mg KOH / g of a reflux condenser. K reactionary
    ABOUT
    and a hydroxyl number of 400 mg KOH / g. at 85 ° C, a single Component A2 is quickly added. 190 g of a bisexual solution of 16 g of diisoprophanolamine-phenol diglycidyl ether (epoxy-25 per 20 g of ethylene glycol mono number of 190) and 1425 g of bis-butyl ether, then additionally of phenol glycidyl ether (epoxy number 475) are dissolved at 100 s in 597 g of ethylene glycol monoethyl ether. The solution is cooled to 60 ° C and mixed with 126 g of diethanolamine. The temperature for 2 h poste-. The resin has a solids content of up to 80 ° C. Then, 57% added substance, amine number 56 mg, 169 g of K, M-diethylpropanediamine: KOH / g and hydroxyl number of 250 mg at -1.3 and temperature over 2 Increase to 120 ° C. At this temperature, 478 g of Cd-Cglycidyl ether (carbonic acid, the carboxylic residue of which is attached to the tertiary carbon atom, is added) and the residue is transferred for 2 hours at 90 ° C. The product is diluted at 90 ° C 13 g of ethylene glycol monobutyl ether 30 and at 40 with 10 g of acetone.
    40
    Component A5. 330 g of linseed oil, 180 g of phenol novolac polyglycidyl ether (epoxy number 180) and 1420 g of biophenol A dipolycidyl ether (475 epoxy number) are dissolved in 400 g of dipropylene glycol monomethyl ether (DMP). To this moment
    then under stirring and at a temperature of 130 ° C for 5 hours. Dilute ethylene glycol monoethyl ether to 65% resin content. Solid resin has an amine number of 91 mg KOH / g and a hydroxyl number of 265 mg KOH / g.
    Component A3. 190 g of bisphenol diglycidyl ether (epoxy number 190) and 1425 g of bisphenol diglycidyl ether (epoxy number 475) are dissolved in 600 g of diethylene glycol diethyl ether at 100 C. The solution is cooled
    to 60 ° C and mixed with, 400 g diethanol-55 amine-framed epoxy resin, amine. Heat for 2.5 hours to 120 ° C and for After an additional time (1 hour) to complete the reaction, the reaction is maintained at 120 ° C. The reaction is maintained for an additional 1 hour at 120 s. The bulk is added and the DPM is diluted to 70% -485 g -caprolactone and the reaction mixture is the solids content. Resin
    incubated for 6 hours at 130 ° C. Diluted with ethylene glycol monoethyl ether to 65% resin content. The amine number of the resin is 92 kg OH / g, its hydroxyl number is 365 mg KOH / g.
    Component A4. 2 g of azobis-isobutyrononitrile is dissolved in isopropanol with heating. Over the course of 2 hours, the monomer mixture is added to the clear solution uniformly under a reflux condenser (about 84 ° C), a single solution of 16 g of diisoprophanol 25 per 20 g of ethylene glycol monomethyl ether is added quickly at 85 ° C, then the additive
    The product is diluted at 90 ° C with 13 g of ethylene glycol monobutyl ether 30 and at 40 with 10 g of acetone.
    The resin has a solids content of 57%, an amine number of 56 mg: KOH / g and a hydroxyl number of 250 mg
    0
    Component A5. 330 g of linseed oil, 180 g of phenol novolac polyglycidyl ether (epoxy number 180) and 1420 g of biophenol A dipolycidyl ether (475 epoxy number) are dissolved in 400 g of dipropylene glycol monomethyl ether (DMP). To this moment
    45 turbid solution is mixed with 83 g (1.2 equivalents) of diethylamine, and the temperature is maintained by cooling at a level of less than 70 C. After 1 h, 169 g of H, M-diethylpropane 50 diamine-1.3 (2.6 equivalents ) and allow the temperature to rise to 120 ° C. At this stage, the reaction product becomes. it is transparent, indicating a reaction between flax oil and a hydroxyl number of 114 mg KOH / G and an amine number 98 mg KOH / g.
    Component A6. 100 g of p-tert-butylphenol and 120 g of an aqueous solution of for- maldehyde (36%) at about 30 ° C are slowly mixed with 10 g of a 40% aqueous solution of sodium hydroxide. The reaction mass is kept
    48 h at ambient temperature of malonic acid ester and 134 g of trimethylolpropane together with 1.1 g of zinc octoate (metal content 8%). The mixture of reactants is reacted until the free formaldehyde content is reduced to a constant value. After thorough mixing, 12 g of 33% hydrochloric acid 15 aqueous layer is separated, and the resin phase is washed with deionized water until the chloride ions are more detectable. Output rezol resin about 160 g.20
    32 g of this rezol resin are partially condensed with 131 g of component A4-5 at 80 ° C until the product after neutralization with acetic acid becomes capable of being diluted with 25 liters of water without coagulation. The product is obtained in the form of a 62% solution, a sydroxyl number of 354 mg KOH / g, an amine number of 44 mg KOH / g.
    Component L7. In 400 g of 2-ethylated hexa-ZO nol is dissolved at 100 ° C. 190 g of bisphenol simple diglycidyl ether (epoxy number 190) and 1425 g of bisphenol simple diglycidyl ether (475) at 100 C. og The solution is cooled to 20 ° C and mixed with 160 g of diisopropanolamine. The temperature is slowly, over 2 hours, set to 80 ° C. Then, 132 g of H, H-dimethylpropanediamine-1,3 are added and the temperature is raised to 120 ° C over 2 hours. At this temperature, 480 g of glycidyl ether are added.
    at 130 C npiiMepHo for 10 hours, with 90 g of methanol being distilled off. The prepared polyfunctional ester is a colorless liquid with a hydroxyl number of 16 mg co / g.
    Component OT. 465 g of bisphenol 4 simple diglycidyl ether (epoxy number about 195) is subjected to an exchange reaction with 268 g of dimethylol propanoic acid with a acid number of less than 3 mg Jt KOn / g (hydroxyl number about 490). 260 g of 2-ethylhexanol and 640 g of malonic acid diethyl ester are added, and then they are maintained at 140-160 ° C until 180 g of ethanol are isolated as a distillate.
    Component B 4. 104 g of 2,2-dimethyl-1,3-propanediol, 134 g of trimethylolpropane, 74 g of p-butanol and 660 g of dimethyl malonate ester are gradually heated to 30 ° C in a fractionation reactor until until 190 g of methanol is released as a distillate. The composition corresponds to the index n 2-3.
    C, - C ,, -carboxylic acid (technical
    Component B 5. 480 g of malonic acid diethyl ester and 134 g of trimethylolpropane are heated to 130 C. a mixture of glycidyl ethers of dimethyl 45 When controlling the rate of the heptanoic, octanoic and nonanoic acids, the carboxyl groups of which are associated with the tertiary C-atom, and left for 5 hours at 130 ° C with stirring. The product has a hydroxyl number of 209 mg KOH / g and an amine number of 84 mg KOH / g.
    Getting curing agent.
    Component B 1. As a normal diester, malonic acid diethyl ester is used as an industrial product or obtained by known methods, for example, by potassium condensation50
    55
    Compressors with a gradual increase in temperature until the separation of 135 g of ethanol is separated in a form. In conclusion, with increasing vacuum at 160 ° C, further volatile components are distilled off until the solids content in the mass of reagents (residue after 30 minutes at 120 s) is 95%.
    Structural formulas of curing agents are presented in table 1.
    EXAMPLE 1-5. Binder compositions are prepared by thoroughly mixing components A and B at 50 ° C according to table. 2
    salt of cyanoacetic acid with ethanol in the presence of a catalyst - concentrated acid.
    Component B 2. As a complex polyfunctional ether as a component, a product of transesterification from 396 g of dimethyl ester is used to form a crosslinked polymer network.
    at 130 C npiiMepHo for 10 hours, with 90 g of methanol being distilled off. The prepared polyfunctional ester is a colorless liquid with a hydroxyl number of 16 mg co / g.
    Component OT. 465 g of bisphenol 4 simple diglycidyl ether (epoxy number about 195) is subjected to an exchange reaction with 268 g of dimethylol propanoic acid with less than 3 mg Jt KOn / g (hydroxyl number about 490) before reaching the acid number. 260 g of 2-ethylhexanol and 640 g of malonic acid diethyl ester are added, and then they are maintained at 140-160 ° C until 180 g of ethanol are isolated as a distillate.
    Component B 4. 104 g of 2,2-dimethyl-1,3-propanediol, 134 g of trimethylolpropane, 74 g of p-butanol and 660 g of dimethyl malonate ester are gradually heated to 30 ° C in a fractionation reactor until until 190 g of methanol is released as a distillate. The composition corresponds to the index n 2-3.
    Component B 5. 480 g of malonic acid diethyl ester and 134 g of trimethylolpropane are heated to 130 ° C. 5 When controlling for
    0
    five
    Compressors with a gradual increase in temperature until the separation of 135 g of ethanol is separated in a form. In conclusion, with increasing vacuum at 160 ° C, further volatile components are distilled off until the solids content in the mass of reagents (residue after 30 minutes at 120 s) is 95%.
    Structural formulas of curing agents are presented in table 1.
    EXAMPLE 1-5. Binder compositions are prepared by thoroughly mixing components A and B at 50 ° C according to table. 2
    Example To 2787 g of the solution of modified epoxy resin prepared on component A 7, add 590 g of component B 5 and mix for 2 hours at 110 ° C.
    In a second mixing apparatus, 65 g of formic acid (85%) is mixed with 4800 g of de-aerated water by means of an intensive stirrer. While maintaining vigorous stirring, the combination of components A7 and A5 is added uniformly over 1 hour. A milky emulsion is formed.
    The content of solid matter, adding, if necessary, an additional amount of water, is set at 35%.
    343 g of the emulsion should be rubbed in a ball mill with 30 g of pigmented titanium dioxide, 30 g of aluminum pigment silicate, 0.6 g of carbon black and 1 g of lead octoate (metal content 30%) to obtain a paste-like pigment whose fraction of volatile organic components is 0 , 14 kg per 1 liter of solid.
    The pigment paste is diluted with water to 18% solids. The coating is applied, cured and tested. The results obtained for this coating correspond to those of Example 2. Binder Test. From each specified binder composition, samples are prepared by grinding 300 g of solid resin, 87 g of titanium dioxide, 60 g of aluminum silicate and 3 g of pigment carbon black. After dispersing the pigment, the acid used for protonation is added and diluted with deionized water to 15% solid content.
    In the cases of Examples 1, 4 and 5, additional catalysts for transesterification are kneaded.
    The solutions are applied for coating using direct current on steel sheets treated with zinc phosphate and included as cathode. In this case, the bath temperature is kept at 25 ° C and the voltage applied is applied to the coating of 100-250 V for 2 minutes. The coated substrates are finally washed with water and cured under given conditions. Average layer thickness
    the film obtained by hot drying is 15-19 microns.
    The hardness on the Equipment manufacturer is determined according to Koenig DIN 53,157, and the depth according to Erichsen DIN 5 156.
    When tested with spraying with ASTM B-117-64 saline. Destructive effect of at most 2 mm on a cross-section after a specified number of hours.
    Processing conditions, measurement data and test results are summarized in Table. 3
    In a known manner, using a pigment of the same composition as in the proposed, based on a binder comprising an epoxy-amine resin and a hardening 1st agent, coatings are obtained on a zinc-phosphate steel sheet, which, after being tested in salt mist for 650 hours, are observed to be eroded by a cross cross-section. cutting more than 2 mm (at a binder drying temperature of 180 ° C / 20 min). When using the proposed after 800-1000 hours, corrosivity of the cross section is a maximum of 2 mm.
    Losses during drying at 160 C / 30 min
    35
    using the proposed binder, they use 1.2–7.9%, known ones — 5.8–21.7%, and at 180 ° C / 20 min, respectively, 1.3–8.8% and 6.5–22 ,five%.
    权利要求:
    Claims (1)
    [1]
    Invention Formula
    40
    Water-borne thermosetting binder for cattophoretic coatings, comprising a polymer with a hydroxyl number of 114–400 mg KOH / G and an amine number of 44–98 mg KOH / g, selected from the group:
    a) the product of the interaction of a mixture of g propylene glycol diglycidyl ether
    with an epoxy number of 310 and diglycidyl ether of bisphenol A with an epoxy number of 490 with diisopropanolamine;
    b) the product of the interaction of a mixture of diglycidyl esters of bisphenol A
    with an epoxy number of 190 and 475, respectively, with diethanolamine, H, H-diethylpropanediamine-1, 3, and glycidylo-gg v-ether of carboxylic acid
    c) product interaction of a mixture of diglycidyl ethers of bisphenol A
    with epoxy number 190 and 475 respectively 50
    -0-sn, o / sn, -ooCN-С-С-Х-О-С-С-СНз
    -sn-sn-oCHN
    sn
    with
    .СНО-0сн -о 1358787
    with diethanolamine and b-caprolactone |
    d) a product of the interaction of a glicycidyl methacrylate copolymer, hydroxyethyl methacrylate and 2-ethyl hexyl acrylate
    with diopropanolamine;
    e) a product of a reactive oil, a phenol novolac polyglycidyl ester with an epoxy number 180, a bisphenol A diglycidyl ester with an epoxy number of 475 with diethylamine and N, N-diethyl propane diamine;
    f) the product of the interaction of the resol phenol-formaldehyde resin with the polymer d;
    g) the product of reacting a mixture of diglycidyl esters of bisphenol Ac with an epoxy number of 190 and 475, respectively, with diisopropanolamine, N, N. dimers-propanediamine-1,3 and glycidyl ether -carboxylic acid and a curing agent, preferably with that, in order to increase the salt spray mist of coatings for zinc-phosphate steel substrates and reduce losses during drying, it contains a malonic acid ester of the common malonate ester of the formula as a curing agent
    X is the esterified residue of bispal A based epoxy with epoxy number 195;
     - methyl, ethyl; . n 1,4,
    or a mixture of esters of the general formula
    : tmm
    .mr.
    R2-M
    Rz
     / tmtmg
    GN-M-R RZ
    / W-rz
    oh oh
    Ji ii
    TSi-fC-CH -C-OB n
    R -.-0 sn-osn -sn -sn-o-
    IN 1
    CH,
    - СН - О - СО - СН, - СО - О - С, Н
    2
    AT 2
    CH2-0-CO-CH -CO-0-CH3 CH3-CH2-C-CH2-0-CU-CH21-CO-0-CH5
    CH2-0-CO-CH2-CO-0-SNE
    eight
    -0-sn, o / sn, -ooCN-С-С-Х-О-С-С-СНз
    -sn-sn-oCHN
    sn
    with
    .СНО-0сн -оX - esterified residue of bisphenol A-based epoxy resin with epoxy number 195;
     - methyl, ethyl; . n 1,4,
    or a mixture of esters of the general formula
       maldo
    : tmm
    R2-M
    Rz
     / tmmHH-RZ
    oh oh
    , 11II h
    -f-C-CH2-C-0t is the residue of trimethylolpropane; n 4,5, the following ratio of components
    agent
    65-93 7-35
    Table 1
    H
    2 5
    one
    1358787
    OT
    CH- -0-CO-CH -CO-0-C2H5
    x4-oos-sdz
    CH2-0-CO-CH2-CO-0-C H5
    .AT 4
    CH2-0-CO-CH27SO-0-CH
    (SNS) g-
    CH2-0-CO-CH2- CO-O-CH3
    ten
    Continuation of table 1
    Table 2
    fO with
    sr
     s
    t;
    (D
    n)
    H
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