US4614783A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Self-crosslinking cathodically depositable ed-binders containing modified phenol novolaks
Assignee: Allnex Austria GmbH
•
Filing: 1984-03-20
•
Granted: 1986-09-30
•
Expires: 2004-03-20
Abstract
Abstract Cathodically depositable self-crosslinking binders for electrodeposition based on alkylphenol novolaks wherein an alkylphenol novolak having a molecular weight of at least 500 and a hydroxyl value of between 100 and 700 mg KOH/g, modified through self-condensation or etherification of the phenolic hydroxy groups, obtained through a reaction catalyzed with an acid (component A), is reacted simultaneously or separately with (B) amines which carry a tertiary amino group and at least one hydroxy group or primary or secondary amino group (component B) and (C) aromatic or aliphatic or cycloaliphatic polyisocyanates (component C), the weight ratio of components being chosen in order that for each mole of component (B) 2 to 4 NCO-equivalents of component (C) are present and that the resultant isocyanate-group-free reaction product has an amine value of between 40 and 120 mg KOH/g is described. The binders are internally plasticized to provide increased flexibility of coatings prepared from the binders which are essentially chip resistant.
Inventors
- 👤 Wolfgang Daimer
- 👤 Johann Gmoser
- 👤 Rudolf Schipfer
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 19:56
CPC Classifications
C; C09; C09D; C09D5/00; C09D5/44; C09D5/4419; C09D5/4469; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/40; C08G18/54; C08G18/542; C09D5/4465
Claims Analysis
Total Claims: 19
Claim 1
Independent Claim
149 words
Process for producing cathodically depositable self-crosslinking binders for electrodeposition based on modified phenol novolaks, characterized in that an alkylphenol novolak having a molecular weight of at least 500 and a hydroxyl value of between 100 and 700 mg KOH/g, which has undergone total or partial etherification of the phenolic hydroxy groups and is substantially free of oxirane groups, obtained through a reaction catalyzed with an acid (component A), is reacted simultaneously or separately with (B) amines which carry a tertiary amino group and at least one hydroxy group or primary or secondary amino group (component B) and (C) aromatic or aliphatic or cycloaliphatic polyisocyanates (component C), the weight ratio of components being chosen in order that for each mole of component (B) 2 to 4 NCO-equivalents of component (C) are present and that the resultant isocyanate-group-free reaction product has an amine value of between 40 and 120 mg KOH/g.
Claim 2
Dependent Claim
149 words
Process for producing cathodically depositable self-crosslinking binders for electrodeposition based on modified phenol novolaks, characterized in that an alkylphenol novolak having a molecular weight of at least 500 and a hydroxyl value of between 100 and 700 mg KOH/g, which has undergone total or partial etherification of the phenolic hydroxy groups and is substantially free of oxirane groups, obtained through a reaction catalyzed with an acid (component A), is reacted simultaneously or separately with (B) amines which carry a tertiary amino group and at least one hydroxy group or primary or secondary amino group (component B) and (C) aromatic or aliphatic or cycloaliphatic polyisocyanates (component C), the weight ratio of components being chosen in order that for each mole of component (B) 2 to 4 NCO-equivalents of component (C) are present and that the resultant isocyanate-group-free reaction product has an amine value of between 40 and 120 mg KOH/g.
Claim 3
Dependent Claim
16 words
Process according to claim 1, further characterized in that said novolak of component (A) includes phenol.
Claim 4
Dependent Claim
33 words
Process according to claim 1, further characterized in that in component (A) ortho- or para-substituted alkyl phenols with from 4 to 10 C-atoms in the alkyl radical are used to form the condensate.
Claim 5
Dependent Claim
23 words
Process according to claim 1, further characterized in that monoepoxy compounds are used for etherification of the phenolic hydroxy groups of component (A).
Claim 6
Dependent Claim
30 words
Process according to claim 4, further characterized in that the monoepoxy compound is a 2,3-epoxypropanol-1, an alkylene oxide, or glycidyl esters of monocarboxylic acids with from 6 to 35 C-atoms.
Claim 7
Dependent Claim
28 words
Process according to claim 1, further characterized in that the phenolic hydroxy groups of component (A) are etherified by reaction with dioxolon-2 (ethylene carbonate) or 4-methyldioxolon-2 (propylene carbonate).
Claim 8
Dependent Claim
45 words
Process according to claim 1, further characterized in that components (A) and (B) are blended, and component (C) is slowly added at from 50° to 70° C. while stirring, and the reaction is continued until an NCO-value of substantially zero at 80° C. is obtained.
Claim 9
Dependent Claim
52 words
Process according to claim 1, further characterized in that components (A) and (B) are blended in the presence of an isocyanate-inert solvent, and component (C) is slowly added at from 60° to 80° C. while stirring, and the reaction is continued until an NCO-value of substantially zero at 80° C. is obtained.
Claim 10
Dependent Claim
27 words
Process according to claim 1, further characterized in that component (A) is reacted with a reaction product of components (B) and (C), carrying one free isocyanate group.
Claim 11
Dependent Claim
143 words
Cathodically depositable self-crosslinking binders for electrodeposition based on modified phenol novolaks comprising the reaction product of (A) an alkylphenol novolak having a molecular weight of at least 500 and a hydroxyl value of between 100 and 700 mg KOH/g, which has undergone total or partial etherification of the phenolic hydroxy groups and is substantially free of oxirane groups, obtained through a reaction catalyzed with an acid (component A); (B) amines which carry a tertiary amino group and at least one hydroxy group or primary or secondary amino group (component B), and (C) aromatic or aliphatic or cycloaliphatic polyisocyanates (component C), the weight ratio of components being chosen in order that for each mole of component (B) 2 to 4 NCO-equivalents of component (C) are present and that the resultant isocyanate-group-free reaction product has an amine value of between 40 and 120 mg KOH/g.
Claim 12
Dependent Claim
143 words
Cathodically depositable self-crosslinking binders for electrodeposition based on modified phenol novolaks comprising the reaction product of (A) an alkylphenol novolak having a molecular weight of at least 500 and a hydroxyl value of between 100 and 700 mg KOH/g, which has undergone total or partial etherification of the phenolic hydroxy groups and is substantially free of oxirane groups, obtained through a reaction catalyzed with an acid (component A); (B) amines which carry a tertiary amino group and at least one hydroxy group or primary or secondary amino group (component B), and (C) aromatic or aliphatic or cycloaliphatic polyisocyanates (component C), the weight ratio of components being chosen in order that for each mole of component (B) 2 to 4 NCO-equivalents of component (C) are present and that the resultant isocyanate-group-free reaction product has an amine value of between 40 and 120 mg KOH/g.
Claim 13
Dependent Claim
14 words
The binder according to claim 10 wherein said novolak of component (A) includes phenol.
Claim 14
Dependent Claim
31 words
The binder according to claim 10 wherein in component (A) ortho- or para-substituted alkyl phenols with from 4 to 10 C-atoms in the alkyl radical are used to form the novolak.
Claim 15
Dependent Claim
21 words
The binder according to claim 10 wherein monoepoxy compounds are used for etherification of the phenolic hydroxy groups of component (A).
Claim 16
Dependent Claim
28 words
The binder according to claim 13 wherein the monoepoxy compound is a 2,3-epoxypropanol-1, an alkylene oxide, or glycidyl esters of monocarboxylic acids with from 6 to 35 C-atoms.
Claim 17
Dependent Claim
26 words
The binder according to claim 10 wherein the phenolic hydroxy groups of component (A) are etherified by reaction with dioxolon-2 (ethylene carbonate) or 4-methyldioxolon-2 (propylene carbonate).
Claim 18
Dependent Claim
43 words
The binder according to claim 10 wherein components (A) and (B) are blended, and component (C) is slowly added at from 60° to 80° C. while stirring, and the reaction is continued until an NCO-value of substantially zero at 80° C. is obtained.
Claim 19
Dependent Claim
50 words
The binder according to claim 10 wherein components (A) and (B) are blended in the presence of an isocyanate-inert solvent, and component (C) is slowly added at from 60° to 80° C. while stirring, and the reaction is continued until an NCO-value of substantially zero at 80° C. is obtained.
References Cited (Backward Citations)
US3043794A
Cited
US3409579A
Cited
US3538040A
Cited
US4107229A
Cited
US4147676A
Cited
US4282128A
Cited
US4278580A
Cited
US4311815A
Cited
US4358570A
Cited
US4367319A
Cited
US4444634A
Cited
US4517343A
Cited
US4539372A
Cited
US4563515A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1989-09-29 | 1990-03-31 | 1990-09-30 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1993-09-29 | 1994-03-31 | 1994-09-30 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1997-09-29 | 1998-03-31 | 1998-09-30 | $7700.00 | Window Closed / Lapsed |