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US3878145A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for producing water-dilutable coating compositions suitable for electrocoating

Assignee: Reichhold Albert Chemie AG
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Filing: 1973-05-07
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Granted: 1975-04-15
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Expires: 1993-05-07
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Abstract

Abstract A method for producing water-dilutable coating compositions suitable for electrocoating which comprises partially esterifying glycidylethers based on 2,2-(4) hydroxyphenylpropane containing epoxy groups or hydroxyl groups produced by hydrolytic dissociation of said epoxy groups, with at least one monocarboxylic acid, in the ratio of about 1:1 of carboxyl groups to epoxy groups, further esterifying said partial esters with polybasic carboxylic acids and neutralizing the product with strong nitrogen bases in the presence of water, the improvement comprising preparing said polybasic carboxylic acids without anhydride groups by: A. FORMING AN ADDUCT OF MALEIC ACID OR MALEIC ANHYDRIDE WITH A FATTY ACID SELECTED FROM THE GROUP CONSISTING OF SAPONIFIED NATURAL DRYING OIL, SAPONIFIED NATURAL SEMI-DRYING OIL, TALL OIL FATTY ACIDS OR DEHYDRATED CASTOR OIL FATTY ACIDS WHEREIN THE REACTION BETWEEN SAID MALEIC ACID OR MALEIC ANHYDRIDE WITH SAID FATTY ACID IS CONTINUED TO AN UNREACTED MALEIC ACID OR MALEIC ANHYDRIDE CONCENTRATION LOWER THAN 2 PERCENT BY WEIGHT AND THE MOLAR RATIO OF SAID FATTY ACID TO SAID MALEIC ACID OR MALEIC ANHYDRIDE IS BETWEEN 0.9 : 1 AND 1.1 : 1 AND B. HYDROLYZING SAID ADDUCT TO FORM SAID POLYBASIC ACIDS WITHOUT ANHYDRIDE GROUPS.

Inventors

  • 👤 Rolf Guldenpfennig

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-24 21:08
CPC Classifications
C; C08; C08G; C08G59/00; C08G59/14; C09; C09D; C09D5/00; C09D5/44; C09D5/4419; C09D5/4423; C09D5/4426; Y; Y10; Y10S; Y10S524/00; Y10S524/901

Claims Analysis

Total Claims: 9
Claim 1
Independent Claim 202 words
A METHOD FOR PRODUCING WATER-DILUTABLE COATING COMPOSITIONS SUITABLE FOR ELECTROCOATING WHICH COMPRISES PARTIALLY ESTERIFYING GLYCIDYLETHERS BASED ON 2,2-BIS(4-HYDROXYPHENYL) ORIOABE CONTAINING EPOXY GROUPS OR HYDROXYL GROYPS PRODUCED BY HYDROLYTIC CLEAVAGE OF OF SAID EPOXY GROUPS WITH AT LEAST ONE MONOCARBOXYLIC ACID, IN THE RATIO OF ABOUT 1:1 OF CARBOXYL GROUPS TO EPOXY GROUPS, AT A TEMPERATURE OF ABOUT 180* TO 230*C, FURTHER ESTERIFYING SAID PARTIAL ESTERS WITH POLYBASIC CARBOXYLIC ACIDS AND NEUTRALIZING THE PRODUCT WITH STRONG NITROGEN BASES IN THE PRESENCE OF WATER, THE IMPROVEMENT COMPRISING PREPARING SAID POLYBASIC CARBOXYLIC ACIDS WITHOUT ANHYDRIDE GROUPS BY: A. FORMING AN ADDUCT OF A COMPOUND SELECTED FROM THE GROUP CONSISTING OF MALEIC ACID OR MELEIC ANHYDRIDE WITH A FATTY ACID SELECTED FROM THE GROUP CONSISTING OF SAPONIFIED NATURAL DRYING OIL, SAPONIFIED NATURAL SEMI-DRYING OIL, TALL OIL FATTY ACIDS OR DEHYDRATED CASTOR OIL FATTY ACIDS WHEREIN THE REACTION BETWEEN SAID MALEIC ACID OR MALEIC ANHYDRIDE WITH SAID FATTY ACID IS CONTINUED TO AN UNREACTED MALEIC ACID OR MALEIC ANHYDRIDE CONCENTRATION LOWER THAN 2 PERCENT AND THE MOLAR RATIO OF SAID FATTY ACID TO SAID MALEIC ACID OR MALEIC ANHYDRIDE IS BETWEEN 0.9:1 AND 1.1:1; AND B. HYDROLYZING SAID ADDUCT TO FORM SAID POLYBASIC ACIDS WITHOUT ANHYDRIDE GROUPS.
Claim 2
Independent Claim 202 words
A METHOD FOR PRODUCING WATER-DILUTABLE COATING COMPOSITIONS SUITABLE FOR ELECTROCOATING WHICH COMPRISES PARTIALLY ESTERIFYING GLYCIDYLETHERS BASED ON 2,2-BIS(4-HYDROXYPHENYL) ORIOABE CONTAINING EPOXY GROUPS OR HYDROXYL GROYPS PRODUCED BY HYDROLYTIC CLEAVAGE OF OF SAID EPOXY GROUPS WITH AT LEAST ONE MONOCARBOXYLIC ACID, IN THE RATIO OF ABOUT 1:1 OF CARBOXYL GROUPS TO EPOXY GROUPS, AT A TEMPERATURE OF ABOUT 180* TO 230*C, FURTHER ESTERIFYING SAID PARTIAL ESTERS WITH POLYBASIC CARBOXYLIC ACIDS AND NEUTRALIZING THE PRODUCT WITH STRONG NITROGEN BASES IN THE PRESENCE OF WATER, THE IMPROVEMENT COMPRISING PREPARING SAID POLYBASIC CARBOXYLIC ACIDS WITHOUT ANHYDRIDE GROUPS BY: A. FORMING AN ADDUCT OF A COMPOUND SELECTED FROM THE GROUP CONSISTING OF MALEIC ACID OR MELEIC ANHYDRIDE WITH A FATTY ACID SELECTED FROM THE GROUP CONSISTING OF SAPONIFIED NATURAL DRYING OIL, SAPONIFIED NATURAL SEMI-DRYING OIL, TALL OIL FATTY ACIDS OR DEHYDRATED CASTOR OIL FATTY ACIDS WHEREIN THE REACTION BETWEEN SAID MALEIC ACID OR MALEIC ANHYDRIDE WITH SAID FATTY ACID IS CONTINUED TO AN UNREACTED MALEIC ACID OR MALEIC ANHYDRIDE CONCENTRATION LOWER THAN 2 PERCENT AND THE MOLAR RATIO OF SAID FATTY ACID TO SAID MALEIC ACID OR MALEIC ANHYDRIDE IS BETWEEN 0.9:1 AND 1.1:1; AND B. HYDROLYZING SAID ADDUCT TO FORM SAID POLYBASIC ACIDS WITHOUT ANHYDRIDE GROUPS.
Claim 3
Dependent Claim 38 words
The method of claim 1, wherein in step (a) the reaction between maleic acid or maleic anhydride with the fatty acid is continued until the concentration of unreacted maleic acid or maleic anhydride is lower than 1 percent.
Claim 4
Dependent Claim 24 words
The method of claim 1, wherein said monocarboxylic acids are fatty acids with 4 to 30 carbon atoms obtained by saponification of natural fats.
Claim 5
Dependent Claim 24 words
The method of claim 1, wherein said monocarboxylic acids are rosin acids selected from the group consisting of partially and completely hydrogenated rosin acids.
Claim 6
Dependent Claim 39 words
The method of claim 1, wherein said strong nitrogenous bases are selected from the group consisting of triethylamine, diethyl amine, trimethyl amine, piperidine, morpholine, dimethylethanol amine, diethanol amine, triethanol amine, diisoproponal amine, ethylene diamine, diethyl triamine and diethylene tetramine.
Claim 7
Dependent Claim 52 words
The method of claim 1, wherein the molar ratio of free hydroxyl groups, wherein one epoxy group is considered as equivalent of two hydroxyl groups, to free carboxyl groups, wherein one anhydride group is considered as equivalent of two carboxyl groups, in the epoxy resin partial ester is 1:0.8 to 1: 2.
Claim 8
Dependent Claim 20 words
The method of claim 1, wherein said glycidylethers based on 2,2-bis (4) hydroxyphenyl propane have molecular weights of 380 -3500.
Claim 9
Dependent Claim 36 words
The method of claim 1, wherein said drying and semidrying oils are selected from the group consisting of linseed oil fatty acids, safflower oil fatty acids, tall oil fatty acids and dehydrated castor oil fatty acids.

References Cited (Backward Citations)

US2681894A Cited
US3300424A Cited
US3305501A Cited
US3308077A Cited
US3355401A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1978-04-14 1978-10-14 1979-04-15 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1982-04-14 1982-10-14 1983-04-15 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1986-04-14 1986-10-14 1987-04-15 $7700.00 Window Closed / Lapsed

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