US4205145A
Expired / Lapsed
US
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Resins for printing inks
Assignee: Eneos Corp
•
Filing: 1978-03-16
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Granted: 1980-05-27
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Expires: 1998-03-16
Abstract
Abstract A resin for printing inks, prepared by the reaction of (A) a conjugated double bond-containing five-membered cyclic compound such as dicyclopentadiene, (B) a phenolic compound such as phenol, (C) an unsaturated carboxylic acid such as maleic anhydride and (D) a resol-type phenol resin obtained from phenol or an alkyl-substituted phenol and formaldehyde. In one embodiment, this invention relates to a process for the preparation of said resin for printing inks.
Inventors
- 👤 Shozo Tsuchiya
- 👤 Akio Oshima
- 👤 Hideo Hayashi
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 06:36
CPC Classifications
C; C09; C09D; C09D11/00; C09D11/02; C09D11/10; C09D11/102; C09D11/103; Y; Y10; Y10S; Y10S260/00; Y10S260/38
Claims Analysis
Total Claims: 12
Claim 1
Independent Claim
225 words
A process for the preparation of a resin for printing inks, comprising the steps of: reacting (A) a conjugated double bond-containing five-membered cyclic compound represented by the following formula ##STR2## wherein H is hydrogen, R is an organic residue having 1-24 carbon atoms, X is halogen, and 1, m and n are each an integer of 0-6 with the total thereof being 6, or a Diels-Alder reaction product thereof, with (B) a phenolic compound in a ratio by weight of from 60:40 to 95:5 in the absence or presence of a catalyst at 150°-330° C. for 10 minutes-20 hours to produce a resin, addition reacting the thus produced resin with (C) an unsaturated carboxylic acid in an amount by weight of 2-20 parts per 100 parts by weight of the resin at 150°-250° C. for 30 minutes-7 hours to produce an acid-modified resin and then reacting the thus produced acid-modified resin with (D) a resol-type phenol resin in an amount by weight of 5-40 parts per 100 parts by weight of the acid-modified resin at 160°-300° C. for 30 minutes-15 hours, the resol-type phenol resin (D) being obtained by reacting with formaldehyde in the presence of a basic catalyst phenol or an alkyl-substituted phenol selected from the group consisting of cresol, ethylphenol, isopropylphenol, tert.-butylphenol, tert.-octylphenol and nonylphenol, thereby to prepare the resin for printing inks.
Claim 2
Dependent Claim
225 words
A process for the preparation of a resin for printing inks, comprising the steps of: reacting (A) a conjugated double bond-containing five-membered cyclic compound represented by the following formula ##STR2## wherein H is hydrogen, R is an organic residue having 1-24 carbon atoms, X is halogen, and 1, m and n are each an integer of 0-6 with the total thereof being 6, or a Diels-Alder reaction product thereof, with (B) a phenolic compound in a ratio by weight of from 60:40 to 95:5 in the absence or presence of a catalyst at 150°-330° C. for 10 minutes-20 hours to produce a resin, addition reacting the thus produced resin with (C) an unsaturated carboxylic acid in an amount by weight of 2-20 parts per 100 parts by weight of the resin at 150°-250° C. for 30 minutes-7 hours to produce an acid-modified resin and then reacting the thus produced acid-modified resin with (D) a resol-type phenol resin in an amount by weight of 5-40 parts per 100 parts by weight of the acid-modified resin at 160°-300° C. for 30 minutes-15 hours, the resol-type phenol resin (D) being obtained by reacting with formaldehyde in the presence of a basic catalyst phenol or an alkyl-substituted phenol selected from the group consisting of cresol, ethylphenol, isopropylphenol, tert.-butylphenol, tert.-octylphenol and nonylphenol, thereby to prepare the resin for printing inks.
Claim 3
Dependent Claim
227 words
A process for the preparation of a resin for printing inks, comprising the steps of: reacting (A) a conjugated double bond-containing five-membered cyclic compound represented by the following formula ##STR3## wherein H is hydrogen, R is an organic residue having 1-24 carbon atoms, X is halogen, and 1, m and n are each an integer of 0-6 with the total thereof being 6, or a Diels-Alder reaction product thereof, with (B) a phenolic compound in a ratio by weight of from 60:40 to 95:5 in the presence of a Friedel-Crafts type catalyst at -30° to 60° C. for 10 minutes-20 hours to produce a resin, addition reacting the thus produced resin with (C) an unsaturated carboxylic acid in an amount by weight of 2-20 parts per 100 parts by weight of the resin at 150°-250° C. for 30 minutes-7 hours to produce an acid-modified resin and then reacting the thus produced acid-modified resin with (D) a resol-type phenol resin in an amount by weight of 5-40 parts per 100 parts by weight of the acid-modified resin at 160°-300° C. for 30 minutes-15 hours, the resol-type phenol resin (D) being obtained by reacting with formaldehyde in the presence of a basic catalyst phenol or an alkyl-substituted phenol selected from the group consisting of cresol, ethylphenol, isopropylphenol, tert.-butylphenol, tert.-octylphenol and nonylphenol, thereby to prepare the resin for printing inks.
Claim 4
Dependent Claim
227 words
A process for the preparation of a resin for printing inks, comprising the steps of: reacting (A) a conjugated double bond-containing five-membered cyclic compound represented by the following formula ##STR3## wherein H is hydrogen, R is an organic residue having 1-24 carbon atoms, X is halogen, and 1, m and n are each an integer of 0-6 with the total thereof being 6, or a Diels-Alder reaction product thereof, with (B) a phenolic compound in a ratio by weight of from 60:40 to 95:5 in the presence of a Friedel-Crafts type catalyst at -30° to 60° C. for 10 minutes-20 hours to produce a resin, addition reacting the thus produced resin with (C) an unsaturated carboxylic acid in an amount by weight of 2-20 parts per 100 parts by weight of the resin at 150°-250° C. for 30 minutes-7 hours to produce an acid-modified resin and then reacting the thus produced acid-modified resin with (D) a resol-type phenol resin in an amount by weight of 5-40 parts per 100 parts by weight of the acid-modified resin at 160°-300° C. for 30 minutes-15 hours, the resol-type phenol resin (D) being obtained by reacting with formaldehyde in the presence of a basic catalyst phenol or an alkyl-substituted phenol selected from the group consisting of cresol, ethylphenol, isopropylphenol, tert.-butylphenol, tert.-octylphenol and nonylphenol, thereby to prepare the resin for printing inks.
Claim 5
Dependent Claim
211 words
A process for the preparation of a resin for printing inks, comprising the steps of: reacting (A) a conjugated double bond-containing five-membered cyclic compound represented by the following formula ##STR4## wherein H is hydrogen, R is an organic residue having 1-24 carbon atoms, X is halogen, and l, m and n are each an integer of 0 to 6 with the total thereof being 6, or a Diels-Alder reaction product thereof, with (B) a phenolic compound and (C) an unsaturated carboxylic acid at 150°-330° C. for 10 minutes-20 hours in such amounts that the ratio by weight of the compound (A) to the compound (B) is in the range of from 60:40 to 95:5 and the ratio by weight of the compound (C) to the total of the compounds (A) and (B) is in the range of from 2:100 to 20:100 to produce an acid-modified resin and then reacting the thus produced acid-modified resin with (D) a resol-type phenol resin at 160°-300° C. for 30 minutes-15 hours, the resol-type phenol resin (D) being obtained by reacting with formaldehyde in the presence of a basic catalyst phenol or an alkyl-substituted phenol selected from the group consisting of cresol, ethylphenol, isopropylphenol, tert.-butylphenol, tert.-octylphenol and nonylphenol, thereby to prepare the resin for printing inks.
Claim 6
Dependent Claim
211 words
A process for the preparation of a resin for printing inks, comprising the steps of: reacting (A) a conjugated double bond-containing five-membered cyclic compound represented by the following formula ##STR4## wherein H is hydrogen, R is an organic residue having 1-24 carbon atoms, X is halogen, and l, m and n are each an integer of 0 to 6 with the total thereof being 6, or a Diels-Alder reaction product thereof, with (B) a phenolic compound and (C) an unsaturated carboxylic acid at 150°-330° C. for 10 minutes-20 hours in such amounts that the ratio by weight of the compound (A) to the compound (B) is in the range of from 60:40 to 95:5 and the ratio by weight of the compound (C) to the total of the compounds (A) and (B) is in the range of from 2:100 to 20:100 to produce an acid-modified resin and then reacting the thus produced acid-modified resin with (D) a resol-type phenol resin at 160°-300° C. for 30 minutes-15 hours, the resol-type phenol resin (D) being obtained by reacting with formaldehyde in the presence of a basic catalyst phenol or an alkyl-substituted phenol selected from the group consisting of cresol, ethylphenol, isopropylphenol, tert.-butylphenol, tert.-octylphenol and nonylphenol, thereby to prepare the resin for printing inks.
Claim 7
Dependent Claim
176 words
A process for the preparation of a resin for printing inks, comprising the steps of: reacting (A) a conjugated double bond-containing five-membered cyclic compound represented by the following formula ##STR5## wherein H is hydrogen, R is an organic residue having 1-24 carbon atoms, X is halogen, and l, m and n are each an integer of 0-6 with the total thereof being 6, or a Diels-Alder reaction product thereof, with (B) a phenolic compound, (C) an unsaturated carboxylic acid and (D) resol-type phenol resin at 150°-330° C. for 10 minutes-20 hours in such amounts that the ratio by weight of the compound (A) to the compound (B) is in the range of from 60:40 to 95:5, the ratio by weight of the compound (C) to the total of the compounds (A) and (B) in the range of from 2:100 to 20:100 and the ratio by weight of the compound (D) to the total of the compounds (A), (B) and (C) in the range of from 5:100 to 40:100, thereby to prepare the resin for printing inks.
Claim 8
Dependent Claim
176 words
A process for the preparation of a resin for printing inks, comprising the steps of: reacting (A) a conjugated double bond-containing five-membered cyclic compound represented by the following formula ##STR5## wherein H is hydrogen, R is an organic residue having 1-24 carbon atoms, X is halogen, and l, m and n are each an integer of 0-6 with the total thereof being 6, or a Diels-Alder reaction product thereof, with (B) a phenolic compound, (C) an unsaturated carboxylic acid and (D) resol-type phenol resin at 150°-330° C. for 10 minutes-20 hours in such amounts that the ratio by weight of the compound (A) to the compound (B) is in the range of from 60:40 to 95:5, the ratio by weight of the compound (C) to the total of the compounds (A) and (B) in the range of from 2:100 to 20:100 and the ratio by weight of the compound (D) to the total of the compounds (A), (B) and (C) in the range of from 5:100 to 40:100, thereby to prepare the resin for printing inks.
Claim 9
Dependent Claim
12 words
A resin for printing inks, prepared by the process of claim 1.
Claim 10
Dependent Claim
12 words
A resin for printing inks, prepared by the process of claim 2.
Claim 11
Dependent Claim
12 words
A resin for printing inks, prepared by the process of claim 3.
Claim 12
Dependent Claim
12 words
A resin for printing inks, prepared by the process of claim 4.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1983-05-27 | 1983-11-26 | 1984-05-27 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-05-27 | 1987-11-26 | 1988-05-27 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-05-27 | 1991-11-26 | 1992-05-27 | $7700.00 | Window Closed / Lapsed |