US1989711A - Light colored coating composition - Google Patents
Light colored coating composition Download PDFInfo
- Publication number
- US1989711A US1989711A US472748A US47274830A US1989711A US 1989711 A US1989711 A US 1989711A US 472748 A US472748 A US 472748A US 47274830 A US47274830 A US 47274830A US 1989711 A US1989711 A US 1989711A
- Authority
- US
- United States
- Prior art keywords
- oil
- resin
- drying
- resins
- coating composition
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 239000008199 coating composition Substances 0.000 title description 13
- 239000003921 oil Substances 0.000 description 24
- 229920005989 resin Polymers 0.000 description 20
- 239000011347 resin Substances 0.000 description 20
- 238000001035 drying Methods 0.000 description 14
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 12
- 235000019400 benzoyl peroxide Nutrition 0.000 description 10
- 239000000203 mixture Substances 0.000 description 10
- 150000007519 polyprotic acids Polymers 0.000 description 10
- 239000004342 Benzoyl peroxide Substances 0.000 description 8
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 8
- 239000011248 coating agent Substances 0.000 description 7
- 238000000576 coating method Methods 0.000 description 7
- 239000011787 zinc oxide Substances 0.000 description 6
- 229910052500 inorganic mineral Inorganic materials 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 239000011707 mineral Substances 0.000 description 5
- 235000015096 spirit Nutrition 0.000 description 5
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 4
- 150000001451 organic peroxides Chemical class 0.000 description 4
- 150000002978 peroxides Chemical class 0.000 description 4
- PAOHAQSLJSMLAT-UHFFFAOYSA-N 1-butylperoxybutane Chemical compound CCCCOOCCCC PAOHAQSLJSMLAT-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 239000005012 oleoresinous Substances 0.000 description 3
- 150000005846 sugar alcohols Polymers 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 229910017052 cobalt Inorganic materials 0.000 description 2
- 239000010941 cobalt Substances 0.000 description 2
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 2
- -1 dinitro dibenzoyl peroxide Chemical compound 0.000 description 2
- 239000010685 fatty oil Substances 0.000 description 2
- 125000005456 glyceride group Chemical group 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 229920001206 natural gum Polymers 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- 239000004408 titanium dioxide Substances 0.000 description 2
- 239000002966 varnish Substances 0.000 description 2
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 244000068988 Glycine max Species 0.000 description 1
- 235000010469 Glycine max Nutrition 0.000 description 1
- 240000006240 Linum usitatissimum Species 0.000 description 1
- 235000004431 Linum usitatissimum Nutrition 0.000 description 1
- 241000219482 Lithops Species 0.000 description 1
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 1
- 235000014443 Pyrus communis Nutrition 0.000 description 1
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 1
- 241000779819 Syncarpia glomulifera Species 0.000 description 1
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 235000004426 flaxseed Nutrition 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000004922 lacquer Substances 0.000 description 1
- MOUPNEIJQCETIW-UHFFFAOYSA-N lead chromate Chemical compound [Pb+2].[O-][Cr]([O-])(=O)=O MOUPNEIJQCETIW-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 1
- 239000001739 pinus spp. Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000012260 resinous material Substances 0.000 description 1
- 239000012261 resinous substance Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 1
- 239000002383 tung oil Substances 0.000 description 1
- 229940036248 turpentine Drugs 0.000 description 1
Classifications
-
- 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
- C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
- C09D167/08—Polyesters modified with higher fatty oils or their acids, or with natural resins or resin acids
Definitions
- This invention relates to coating compositions to dry on the upper surface only, remaining soft and more particularly to those coating composion the surface in contact with the article being tions based upon resinous substances combined coated for extended periods of time.
- drying oils or drying oil ccnthese driers are unstable inthe solutionsinwhich 5 stituents and more specifically to those coating they are used and precipitate out on standing 5 compositions made from oil modified polyhydric or on drying causing the surface of the film to alcohol-polybasic acid resins. be discontinuous and to present a rough appear- Coating compositions based upon synthetic oleo ance and sometimes a low gloss. resinous materials have been known for some Attemptstosubstitute other oxidation catalysts time.
- Very useful coating compositions can be for metallic driers in compositions containing 10 made from phenol formaldehyde resins modified oils and certain oleo resinous materials are not with rosin or other gums and incorporated into successful because the sufiiciently rapid drying drying oils.
- Exceedingly useful coating materials cannot be secured by the combination obtained. can also be made from the oil modified polyhydric To the best of our knowledge, however, organic alcohol-polybasic acid resins. Coating composidriers of the type disclosed herein have not previ- 15 tions of this sort dry more rapidly than correously been used to replace all or the major part sponding oleo resinous varnishes made from oils of the drier in oil modified polyhydric alcohol-v and natural gums. With the use of any of the polybasic acid resinous coating compositions as above mentioned materials, however, it has heremore fully hereinafter set forth.
- a still further object is to preganese an pare light colored coating compositions, the films A o e metallic fi ers very markedly inof which will dry evenly thruout their entire 1 crease the rate of dry or synthetic resin composithickness.
- a still further object is to prepare tions including the polyhydric alcohol-polybasic light colored'coating compositions which will be acid resin type their use is attended with numerstable in the liquid condition and which will not ous disadvantages.
- One of the disadvantages develop properties which will cause an uneven attending the use of these driers resides in the film having a low degree of gloss.
- a still further fact that they are highly colored and even in object is to prepare coating compositions which 35 small amounts impart an objectionable dark color can be baked or force dried without becoming to the product.
- This discoloration is more seriseriously discolored. Additional objects will apous when the coating, compositions are dried by pear hereinafter. baking rather than by exposure to the air at room These objects are accomplished by the follow- 40 temperatures. It also increases on exposure of ing invention in which organic peroxides are inthe film in warm and dark locations out of con-- corporated into coating compositions made with tact with direct light. From a manufacturing oil modified polyhydric alcohol-polybasic acid standpoint the use of driers is also a disadvantage resins.
- Example 1 Titanium dioxide 10.00 Lithopone I 36.00 Zinc oxide 10.00 15 Resin A 20.00 Mineral spirits 13.00 Benzoyl peroxide. 5.00
- Example 2 Lithopone 40.00 Zinc oxide 8.90 25 -Resin A 1 30.80 Mineral spirits 13.80 Cobalt drier .04 Benzoyl peroxide 3.16
- Example 3 Titanium dioxide 10.00 Lithopone 36.00 35 Zinc oxide 10.00 Resin A 26.00 Mineral spirits 13.00 Dibutyl peroxide 5.00
- Thcoil designated A in Examples 4 and 5 was oiigkettle bodied in the absence or air at temperature of 525 F. to a viscosity of about poises'.
- Example 7 A clear lacquer unusually light in color and re- Jsistant to color changes can be made from the following ingredients:
- compositions oi polyhydric alcohol-polybasic acid resin referred to in the above examples are as follows:v
- These resins are preferably made by heating the drying or semi-drying oil with the glycerol or other polyhydric alcohols until the alcohol goes into the solution in the oil.
- the mixture of glycerides so formed is then heated with phthalic anhydride, or other polybasic acid, until esterificationv occurs.
- benzoyl peroxide or dibutyl peroxide mentioned in the examples may be replaced by other organic peroxides such as dioleyl peroxide or dinitro dibenzoyl peroxide.
- resins made with difierent polyhydric alcohols and polybasic acids, and with varying proportions thereof, may be used instead or the specific resins mentioned. It is desirable, however, in the practice of the present invention to keep the oil glyceride present in the resin from greatly exceeding 65% because the composition will then dry too slowly tobe satisfactory for most purposes unless it also contains considerable amounts of metallic driers.
- Other oils such as China-wood oil may be substituted for the linseed or "soya bean oil, although the advantages of the meant in this case are also not so apparent since the oil acids are dark colored.
- oil modified polyhydric alcohol-polybasic acid resin refers to resins made by reacting, as indicated above, or in any suitable way, a fatty oil of the drying or semi-drying type, or the corresponding fatty oil acids, with a polybasic acidand a polyhydric alcohol.
- the organic peroxide is selected from the class consisting of benzoyl peroxide, dibutyl peroxide, dioleyl peroxide and dinitro dibenzoyl peroxide 3.
- the resin is a glyceryi phthalate resin.
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- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Paints Or Removers (AREA)
Description
PATEN oF 3,989,711 LIGHT COLGRED COATING COMPOSITION Paul Robinson, Llanerch, and Ben E. Sorenson, Philadelphia, Pa, ore to E. I. du Pont de Nemours & Company, Wilmington, Belt, is corporation of Delaware No Drawing. Application August 2 1930 Serial No. male This invention relates to coating compositions to dry on the upper surface only, remaining soft and more particularly to those coating composion the surface in contact with the article being tions based upon resinous substances combined coated for extended periods of time. Some of or modified with drying oils or drying oil ccnthese driers are unstable inthe solutionsinwhich 5 stituents and more specifically to those coating they are used and precipitate out on standing 5 compositions made from oil modified polyhydric or on drying causing the surface of the film to alcohol-polybasic acid resins. be discontinuous and to present a rough appear- Coating compositions based upon synthetic oleo ance and sometimes a low gloss. resinous materials have been known for some Attemptstosubstitute other oxidation catalysts time. Very useful coating compositions can be for metallic driers in compositions containing 10 made from phenol formaldehyde resins modified oils and certain oleo resinous materials are not with rosin or other gums and incorporated into successful because the sufiiciently rapid drying drying oils. Exceedingly useful coating materials cannot be secured by the combination obtained. can also be made from the oil modified polyhydric To the best of our knowledge, however, organic alcohol-polybasic acid resins. Coating composidriers of the type disclosed herein have not previ- 15 tions of this sort dry more rapidly than correously been used to replace all or the major part sponding oleo resinous varnishes made from oils of the drier in oil modified polyhydric alcohol-v and natural gums. With the use of any of the polybasic acid resinous coating compositions as above mentioned materials, however, it has heremore fully hereinafter set forth.
2Q tofore been necessary to add to these composi- Thisinvention has asan object the preparation tions metallic soaps or driers. These substances of light colored coating compositions which shall are omdation catalysts for the drying of oils. be initially very light in color and shall retain Their addition has been necessary in order to get their light color for extended periods of time even sufiiciently rapid drying speed and at the same when exposedinunfavorable locations. Afurther 1 time satisfactory durability and application propobject is to prepare light colored coating composi- 25 erties. These driers are for the most .part'soaps tions which will not undergo undesirable oxidaor oils soluble salts of metals such asjlead, mantion on storage. A still further object is to preganese an pare light colored coating compositions, the films A o e metallic fi ers very markedly inof which will dry evenly thruout their entire 1 crease the rate of dry or synthetic resin composithickness. A still further object is to prepare tions including the polyhydric alcohol-polybasic light colored'coating compositions which will be acid resin type their use is attended with numerstable in the liquid condition and which will not ous disadvantages. One of the disadvantages develop properties which will cause an uneven attending the use of these driers resides in the film having a low degree of gloss. A still further fact that they are highly colored and even in object is to prepare coating compositions which 35 small amounts impart an objectionable dark color can be baked or force dried without becoming to the product. This discoloration is more seriseriously discolored. Additional objects will apous when the coating, compositions are dried by pear hereinafter. baking rather than by exposure to the air at room These objects are accomplished by the follow- 40 temperatures. It also increases on exposure of ing invention in which organic peroxides are inthe film in warm and dark locations out of con-- corporated into coating compositions made with tact with direct light. From a manufacturing oil modified polyhydric alcohol-polybasic acid standpoint the use of driers is also a disadvantage resins.
- in h it gives difficulty in mixing nd grinding We have found that attempts to substitute oroperations causing the material to lump and to ganic peroxides for metallic driers in coating com- 45 form skins. The tendency to skin over the surpositions containing oils or oleo resinous varnishes face, also appears when the materials are placed made from natural gums do not yield composiincontainers that are not completely filled. Many tions that dry at a sufficiently rapid rate to be of these driers give rise to rapid oxidation which usable. We have found, however, that organic 59 causes the films laid down from the composidons peroxides when used in conjunction with polym hydric alcohol-polybasic acid resins, as described below, yieldcoating compositions which dry in.
them are described in the following examples:
Example 1 Titanium dioxide 10.00 Lithopone I 36.00 Zinc oxide 10.00 15 Resin A 20.00 Mineral spirits 13.00 Benzoyl peroxide. 5.00
Example 2 Lithopone 40.00 Zinc oxide 8.90 25 -Resin A 1 30.80 Mineral spirits 13.80 Cobalt drier .04 Benzoyl peroxide 3.16
Example 3 Titanium dioxide 10.00 Lithopone 36.00 35 Zinc oxide 10.00 Resin A 26.00 Mineral spirits 13.00 Dibutyl peroxide 5.00
Example 4 Lithopone 43.3 Zinc oxide 10.9 45. Resin A 12.8 Oil I A 14.0 Benzoyl peroxide 5.2 Mineral spirits 13.8
Example 5 Lithop'one 43.3 Zinc oxide 10.9 5 Resin B 12.8 011 A 14.0 Benzoyl peroxide 3.0 Turpentine 16.0
In the last two examples we used a blend of oil soluble resin and bodied oil prepared in accordance with the method more fully set forth and claimed in copending application oi! John W. Ilifl and Paul Robinson, Serial No. 462,408, filed lwJune 19. 1930. This method of preparing the blendis characterized by the fact that oil soluble are prepared and these resins are dissolvedissue- 001a in the-bodied oil.
Thcoil designated A in Examples 4 and 5 was oiigkettle bodied in the absence or air at temperature of 525 F. to a viscosity of about poises'.
- Example 6 Lithopone"; 42.30 Lead chromate 1.00 Zinc oxide 8.90 Resin A Q 30.80 Mineral spirits 13.80 Cobalt drier .04 Benzoyl peroxide 3.16
Example 7 A clear lacquer unusually light in color and re- Jsistant to color changes can be made from the following ingredients:
Resin B 50.0 Acetone 48.5 Benzoyl peroxide 1.5
The compositions oi polyhydric alcohol-polybasic acid resin referred to in the above examples are as follows:v
These resins are preferably made by heating the drying or semi-drying oil with the glycerol or other polyhydric alcohols until the alcohol goes into the solution in the oil. The mixture of glycerides so formed is then heated with phthalic anhydride, or other polybasic acid, until esterificationv occurs.
Since the specific details of this method of making the resins forms no part of the present invention, attention is directed to the co-pending applicationot Paul Robinson, Serial No. 370,727, filed June 13, 1929, for a fuller disclosure thereof. It is understood, however, that the present invention is not limited to this particular method or making the resins but other processes known to those skilled in the art may be used."
It is to be understood that the benzoyl peroxide or dibutyl peroxide mentioned in the examples may be replaced by other organic peroxides such as dioleyl peroxide or dinitro dibenzoyl peroxide. Likewise, resins made with difierent polyhydric alcohols and polybasic acids, and with varying proportions thereof, may be used instead or the specific resins mentioned. It is desirable, however, in the practice of the present invention to keep the oil glyceride present in the resin from greatly exceeding 65% because the composition will then dry too slowly tobe satisfactory for most purposes unless it also contains considerable amounts of metallic driers. Other oils such as China-wood oil may be substituted for the linseed or "soya bean oil, although the advantages of the meant in this case are also not so apparent since the oil acids are dark colored.
It is to be understood that the term "oil modified polyhydric alcohol-polybasic acid resin mentioned in the claims refers to resins made by reacting, as indicated above, or in any suitable way, a fatty oil of the drying or semi-drying type, or the corresponding fatty oil acids, with a polybasic acidand a polyhydric alcohol.
As many apparently widely different embodiments of this invention may be made without departing from the spirit and scope thereof, it is to be understood that we do not limit ourselves to in the appended claims.
We claim: 1. A rapid drying coating composition compris= ing an oil modified polyhydric alcohol-polybasic acid resin and a drier for said composition which comprises a major proportion of an organic peroxide, said resin being selected from the class consisting of drying and semi-drying oil modified resins. 2; The composition set forth in claim 1 in which the organic peroxide is selected from the class consisting of benzoyl peroxide, dibutyl peroxide, dioleyl peroxide and dinitro dibenzoyl peroxide 3. The coating composition set forth in claim 1 in whichthe resin is a glyceryi phthalate resin.
PAUL ROBINSON. BEN E. SORENSON.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US472748A US1989711A (en) | 1930-08-02 | 1930-08-02 | Light colored coating composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US472748A US1989711A (en) | 1930-08-02 | 1930-08-02 | Light colored coating composition |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US1989711A true US1989711A (en) | 1935-02-05 |
Family
ID=23876784
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US472748A Expired - Lifetime US1989711A (en) | 1930-08-02 | 1930-08-02 | Light colored coating composition |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US1989711A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2944991A (en) * | 1956-08-30 | 1960-07-12 | American Cyanamid Co | Process for post-bodying styrenated oilmodified alkyd resins |
-
1930
- 1930-08-02 US US472748A patent/US1989711A/en not_active Expired - Lifetime
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2944991A (en) * | 1956-08-30 | 1960-07-12 | American Cyanamid Co | Process for post-bodying styrenated oilmodified alkyd resins |
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