US2439377A - Utilization of tall oil - Google Patents
Utilization of tall oil Download PDFInfo
- Publication number
- US2439377A US2439377A US2439377DA US2439377A US 2439377 A US2439377 A US 2439377A US 2439377D A US2439377D A US 2439377DA US 2439377 A US2439377 A US 2439377A
- Authority
- US
- United States
- Prior art keywords
- oil
- tall oil
- weight
- gel
- tall
- 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
- 239000003784 tall oil Substances 0.000 title description 46
- 239000004615 ingredient Substances 0.000 description 26
- 239000003921 oil Substances 0.000 description 22
- 235000019198 oils Nutrition 0.000 description 22
- 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 15
- 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 14
- 239000011347 resin Substances 0.000 description 14
- 229920005989 resin Polymers 0.000 description 14
- 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 14
- 239000000944 linseed oil Substances 0.000 description 10
- 235000021388 linseed oil Nutrition 0.000 description 10
- 238000004519 manufacturing process Methods 0.000 description 10
- 239000000203 mixture Substances 0.000 description 9
- 230000001590 oxidative effect Effects 0.000 description 9
- 235000014113 dietary fatty acids Nutrition 0.000 description 8
- 229930195729 fatty acid Natural products 0.000 description 8
- 239000000194 fatty acid Substances 0.000 description 8
- 238000000034 method Methods 0.000 description 8
- 239000000463 material Substances 0.000 description 7
- 239000004568 cement Substances 0.000 description 6
- 150000004665 fatty acids Chemical class 0.000 description 6
- 230000003647 oxidation Effects 0.000 description 6
- 238000007254 oxidation reaction Methods 0.000 description 6
- 239000002253 acid Substances 0.000 description 4
- 150000007513 acids Chemical class 0.000 description 4
- 239000011230 binding agent Substances 0.000 description 4
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 3
- 239000000945 filler Substances 0.000 description 3
- HTUMBQDCCIXGCV-UHFFFAOYSA-N lead oxide Chemical compound [O-2].[Pb+2] HTUMBQDCCIXGCV-UHFFFAOYSA-N 0.000 description 3
- YEXPOXQUZXUXJW-UHFFFAOYSA-N lead(II) oxide Inorganic materials [Pb]=O YEXPOXQUZXUXJW-UHFFFAOYSA-N 0.000 description 3
- 229910052748 manganese Inorganic materials 0.000 description 3
- 239000011572 manganese Substances 0.000 description 3
- 239000007800 oxidant agent Substances 0.000 description 3
- 241000016649 Copaifera officinalis Species 0.000 description 2
- 235000004431 Linum usitatissimum Nutrition 0.000 description 2
- 240000006240 Linum usitatissimum Species 0.000 description 2
- 238000013019 agitation Methods 0.000 description 2
- 235000004426 flaxseed Nutrition 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000002023 wood Substances 0.000 description 2
- BTXXTMOWISPQSJ-UHFFFAOYSA-N 4,4,4-trifluorobutan-2-one Chemical compound CC(=O)CC(F)(F)F BTXXTMOWISPQSJ-UHFFFAOYSA-N 0.000 description 1
- BQACOLQNOUYJCE-FYZZASKESA-N Abietic acid Natural products CC(C)C1=CC2=CC[C@]3(C)[C@](C)(CCC[C@@]3(C)C(=O)O)[C@H]2CC1 BQACOLQNOUYJCE-FYZZASKESA-N 0.000 description 1
- 239000004859 Copal Substances 0.000 description 1
- 239000004868 Kauri gum Substances 0.000 description 1
- 235000008331 Pinus X rigitaeda Nutrition 0.000 description 1
- 235000011613 Pinus brutia Nutrition 0.000 description 1
- 241000018646 Pinus brutia Species 0.000 description 1
- 229930182558 Sterol Natural products 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- RSWGJHLUYNHPMX-ONCXSQPRSA-N abietic acid Chemical compound C([C@@H]12)CC(C(C)C)=CC1=CC[C@@H]1[C@]2(C)CCC[C@@]1(C)C(O)=O RSWGJHLUYNHPMX-ONCXSQPRSA-N 0.000 description 1
- 239000000061 acid fraction Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 235000020661 alpha-linolenic acid Nutrition 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 239000002655 kraft paper Substances 0.000 description 1
- 229920005610 lignin Polymers 0.000 description 1
- 229960004488 linolenic acid Drugs 0.000 description 1
- KQQKGWQCNNTQJW-UHFFFAOYSA-N linolenic acid Natural products CC=CCCC=CCC=CCCCCCCCC(O)=O KQQKGWQCNNTQJW-UHFFFAOYSA-N 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000000123 paper Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000011253 protective coating Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 150000003432 sterols Chemical class 0.000 description 1
- 235000003702 sterols Nutrition 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L91/00—Compositions of oils, fats or waxes; Compositions of derivatives thereof
- C08L91/005—Drying oils
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L21/00—Compositions of unspecified rubbers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L93/00—Compositions of natural resins; Compositions of derivatives thereof
- C08L93/04—Rosin
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S524/00—Synthetic resins or natural rubbers -- part of the class 520 series
- Y10S524/914—Floor covering compositions
Definitions
- This invention relates to the utilization of tall oil and, more particularly, to the utilization oi tall oil in gel composition-s suitable for use as binders in the manufacture of floor or wall coverlngs, shoe fillers and similar products where a flexible, resilient, and relatively tough composition is desired.
- compositions may be prepared by combining tall oil, a siccative oil and a resin and thereafter oxidizing this mixture to form a gel which is characterized by toughness and resilience.
- This is especially unexpected in view 01' the fact that the commonly known siccative oils consist essentially of fattyacid glycerides; whereas, tall oil consists essentially of rosin acids and fatty acids. It has been considered heretofore that the fatty acid glyceride structure was essential to obtain a desirable gel having these properties.
- Tall oil is obtained as aby-product in the manufacture of kraft paper by the sulphate process from pine or fir wood and is a mixture of fatty acids, rosin acids, and unsaponiflable materials.
- the rosin acid fraction is calculated as abietic acid and usually comprises from 35% to 60% by weight of the tall 011.
- Tall oil also includes from 25% to 50% of fatty acids and from 5% to 25% of unsaponifiable materials.
- the exact nature of the fatty acid fraction is not fully understood but is usually considered as essentially comprising unsaturated fatty acids containing 18 carbon atoms.
- a commercially available tall oil comprises approximately 45% rosin acids, 45% fatty acids, and about of sterols, higher alcohols, and other unsaponifiable substances.
- a drying oil such as linseed oil containing a relatively high degree of unsaturation and a high percentage of linolenic acid glyceride produces tougher surface covering materials.
- Rosin is the most extensively used resin though other resins such as copal, kauri gum, congo gum, other naturallyoccurring resins, and synthetic resins may be employed singly or in combination.
- the tall oil, siccative oil, and resin are mechanically oxidized to form a siccative oil-resin-tall oil gel which may be employed advantageously to replace in whole or in part the usual siccative oil-resin gel previously employed in the linoleum and related industries.
- This mechanical oxidation may be carried out in a Bedford oxidizer of the type commonly employed in the manufacture of linoleum cement.
- These three ingredients are charged into the oxidizer which is heated and air is introduced during agitation of the ingredients to effect oxidation of the mixture so as to form a cement suitable for the purposes set forth.
- Example I The following ingredients were charged into a Bedford oxidizer and heated with agitation and oxidation as hereinbefore described:
- the litharge and manganese resinate are driers and promote oxidation and the formation of gel.
- a satisfactory linoleum cement was prepared by mechanically oxidizing a mixture or the following ingredients: v s I i 7 Parts Linseed oil 60 Rosin 10 Tall 01L..- 30 Litharge 1 tion with the manufacture of a binder from tall Manganese resinate 0.016
- siccative oil-resi'n-tali oil gel of this example part the usual siccative oil-resin gel. commonly referred to as linoleum cement," employed in the manufacture of surface coverings and other compositions.
- siccative oil-resin-tall oil gel may be mixed with fillers and processed in the same manner as linoleum cement is processed.
- tall oil an amount of tall oil not greater than 30% by weight of the total ingredients of the gel.
- the siccative oil-resin-tall oil gel contain at least about 60% by weight of a siccative oil, at least by weight and not over 30% by weight of tall 011, and that the proportions of these ingredients should be adjusted so that the amount of a siccative oil plus half the amount of tall oil constitutes from 70% to 80% of the total weight of these ingredients and the amount of resin plus half the amount of tall oil constitutes from 20% to 30% of the total weight of these ingredients.
- Desirable surface covering materials have been formed from linseed oil-rosin-tall oil gel substantially as set forth in the foregoing specific examples in which the linseed oil plus half the amount of tall oil constitutes about 75% by weight of the gel ingredients and the rosin plus half the tall oil constitutes the remaining 25%. Larger amounts of tall oil may be employed depending upon the type or fillers combined with the binder and upon the qualities desired in the final product.
- the step of oxidizing the linseed oil in the presence of the rosin and the tall oil these ingredients being in such proportions that said linseed oil constitutes at least 60% by weight and said rosin constitutes at least 10% by weight and said tall oil constitutes from 10% to 30% by weight of the total weight of said ingredients, and said ingredients being in such proportions that the amount of siccative oil plus half the amount of tall 011 constitutes from 70% to 80% by weight of these gel ingredients and the amount of rosin plus half the amount of tall oil constitutes 30% to 20% by weight of these gel ingredients.
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Description
Patented Apr. 13, 1948 2,439,317 UTILIZATION or ran. on.
Martin K. Bars and Warren Stubblebine, Manhelm Township, Lancaster County, Pa., assignore to Armstrong Cork Company, Lancaster, Pa a corporation of Pennsylvania No Drawing. Application July 31, 1943, Serial No. 496,985
This invention relates to the utilization of tall oil and, more particularly, to the utilization oi tall oil in gel composition-s suitable for use as binders in the manufacture of floor or wall coverlngs, shoe fillers and similar products where a flexible, resilient, and relatively tough composition is desired.
We have unexpectedly discovered that new and useful compositions may be prepared by combining tall oil, a siccative oil and a resin and thereafter oxidizing this mixture to form a gel which is characterized by toughness and resilience. This is especially unexpected in view 01' the fact that the commonly known siccative oils consist essentially of fattyacid glycerides; whereas, tall oil consists essentially of rosin acids and fatty acids. It has been considered heretofore that the fatty acid glyceride structure was essential to obtain a desirable gel having these properties.
Tall oil is obtained as aby-product in the manufacture of kraft paper by the sulphate process from pine or fir wood and is a mixture of fatty acids, rosin acids, and unsaponiflable materials. The rosin acid fraction is calculated as abietic acid and usually comprises from 35% to 60% by weight of the tall 011. Tall oil also includes from 25% to 50% of fatty acids and from 5% to 25% of unsaponifiable materials. The exact nature of the fatty acid fraction is not fully understood but is usually considered as essentially comprising unsaturated fatty acids containing 18 carbon atoms. A commercially available tall oil comprises approximately 45% rosin acids, 45% fatty acids, and about of sterols, higher alcohols, and other unsaponifiable substances. It is recognlzed' that the percentage of rosin acids, fatty acids, and unsaponiiiable materials in tall oil will vary over a relatively wide range, depending upon its degree of refinement, the methods utilized in its recovery, the type of wood employed in the production of the paper. and other variable factors.
While any siccative oil may be employed, a drying oil such as linseed oil containing a relatively high degree of unsaturation and a high percentage of linolenic acid glyceride produces tougher surface covering materials. Rosin is the most extensively used resin though other resins such as copal, kauri gum, congo gum, other naturallyoccurring resins, and synthetic resins may be employed singly or in combination.
In order that the invention may be more readily understood, we will describe the same in connec- 8 Claims. (01. 106-123) oil. a siccative oil, and a resin to form a gel, suitable for use in the preparation of a floor or wall covering, having generallly the flexibility and resilience found in linoleum.
In accordance with our invention, the tall oil, siccative oil, and resin are mechanically oxidized to form a siccative oil-resin-tall oil gel which may be employed advantageously to replace in whole or in part the usual siccative oil-resin gel previously employed in the linoleum and related industries. This mechanical oxidation may be carried out in a Bedford oxidizer of the type commonly employed in the manufacture of linoleum cement. These three ingredients are charged into the oxidizer which is heated and air is introduced during agitation of the ingredients to effect oxidation of the mixture so as to form a cement suitable for the purposes set forth.
The following examples, in which all parts are by weight, are intended to illustrate our invention but not to limit it to the exact proportions or ingredients unless otherwise'set forth:
Example I The following ingredients were charged into a Bedford oxidizer and heated with agitation and oxidation as hereinbefore described:
Parts Linseed oil 62.5 Crude tall oil 25.0 Rnsin 12,5 Litharge 1.0 Manganese resinate 0.016
The litharge and manganese resinate are driers and promote oxidation and the formation of gel.
Other driers may be employed. The crude tall Example .11
A satisfactory linoleum cement was prepared by mechanically oxidizing a mixture or the following ingredients: v s I i 7 Parts Linseed oil 60 Rosin 10 Tall 01L..- 30 Litharge 1 tion with the manufacture of a binder from tall Manganese resinate 0.016
The siccative oil-resi'n-tali oil gel of this example part the usual siccative oil-resin gel. commonly referred to as linoleum cement," employed in the manufacture of surface coverings and other compositions.
In both of the foregoing examples, the siccative oil, linseed oil in the specific examples set forth,
4 62.5 parts by weight of linseed oil in the presence of about 25 parts by weight of tall oil and about 12.5 parts by weight of rosin,
5. In a method of producing a surface covering composition characterized by toughness and resilience, the step or mechanically oxidizing about 60 parts by weight oflinseed oil in the presence is combined with the other ingredients, and the mechanical oxidation is thereafter completed. This is an essential feature of our invention, for we have discovered through our research work that raw tall 011 cannot be successfully incorporated intoan oxidized siccative oil gel. The tall oil must be combined with the other ingredients before oxidation.
In the production of surface covering material similarto linoleum and in the manufacture of other compositions similar to those containing linoleum cement, our siccative oil-resin-tall oil gel may be mixed with fillers and processed in the same manner as linoleum cement is processed. For such materials, we have found it preferable to employ an amount of tall oil not greater than 30% by weight of the total ingredients of the gel. In the production of such binders we prefer that the siccative oil-resin-tall oil gel contain at least about 60% by weight of a siccative oil, at least by weight and not over 30% by weight of tall 011, and that the proportions of these ingredients should be adjusted so that the amount of a siccative oil plus half the amount of tall oil constitutes from 70% to 80% of the total weight of these ingredients and the amount of resin plus half the amount of tall oil constitutes from 20% to 30% of the total weight of these ingredients. Desirable surface covering materials have been formed from linseed oil-rosin-tall oil gel substantially as set forth in the foregoing specific examples in which the linseed oil plus half the amount of tall oil constitutes about 75% by weight of the gel ingredients and the rosin plus half the tall oil constitutes the remaining 25%. Larger amounts of tall oil may be employed depending upon the type or fillers combined with the binder and upon the qualities desired in the final product.
Having described our invention in detail, it is obvious that certain modifications may be made therein and that some features may be employed without others, all without departing from the spirit or scope of our invention as set forth in the appended claims.
We claim:
1. In a method of utilizing tall oil to form a siccative oil-resin-tall oil gel, the step of mechanically oxidizing a siccative oil in the presence of tall oil and a resin, said tail oil being present in an amount equal to at least 10% by weight of the total weight of these gel ingredients. I
2. In amethod of utilizing tall oil to form a gel, the step of oxidizing linseed oil in the presence of a resin and tall oil, said tall oil being present in an amount equal to at least 10% by weight of the total weight of these gel ingredients.
3. In a method of utilizing tall oil to form a gel, the step of mechanically oxidizing linseed oil in the presence of tall oil and rosin, said tall oil being present in an amount equal to at least 10% by weight of the total weight of these gel ingredients.
of about 10 parts by weight of rosin and about 30 parts by weight of tall oil.
6. In the method of utilizing tall oil to form a siccative oil-resin-tall oil gel, the step of oxidizing the siccative oil in the presence of the resin and the tall oil, these ingredients being in such proportions that said, siccative oil constitutes at least 60% by weight and said resin constitutes at least 10% by weight and said tall oil constitutes from 10% to 30% by weight of the total weight of said ingredients, and said ingredients being in such proportions that the amount of siccative oil plus half the amount of tall oil constitutes from 70% to by weight of these gel ingredients and the amount of resin plus half the amount of tail oil constitutes 30% to 20% by weight of these gel ingredients.
7. In the method of utilizing tall oil to form a linseed oii-rosin-tali oil gel, the step of oxidizing the linseed oil in the presence of the rosin and the tall oil, these ingredients being in such proportions that said linseed oil constitutes at least 60% by weight and said rosin constitutes at least 10% by weight and said tall oil constitutes from 10% to 30% by weight of the total weight of said ingredients, and said ingredients being in such proportions that the amount of siccative oil plus half the amount of tall 011 constitutes from 70% to 80% by weight of these gel ingredients and the amount of rosin plus half the amount of tall oil constitutes 30% to 20% by weight of these gel ingredients.
8. In a method of utilizing tall oil to form a siccative oil-rosin-tall oil gel, the step of mechanically oxidizing a siccative oil in the presence of tall oil and rosin, said tall oil being present in an amount equal to at least 10% by Weight of the total weight of these gel ingredients.
MARTIN K. BARE. WARREN STUBBLEBINE.
REFERENCES CITED The following references are of record in the file of this patent:
UNITED STATES PATENTS Number Name Date 2,306,352 7 Burrell Dec. 22, 1942 2,298,078 Wolff Oct. 6, 1942 2,111,992 Brew Mar, 22, 1938 2,072,151 Bonney Mar. 2, 1937 1,985,200 Bonney Dec..18, 1934 1,938,532 Patch Dec, 5, 1933 1,927,540 Bonney Sept. 19, 1933 1,716,623 Collins June 11, 1929 2,271,804 Root Feb. 3, 1942 FOREIGN PATENTS Number Country Date 563,547 Germany Nov. 7, 1932 OTHER REFERENCES Lignin Liquor and Its Uses in Protective Coatings #213, Feb. 1942, an address of Alford at the January meeting of the Los Angeles Paint and Varnish Production Club, P es 66, 69, and 70.
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2439377A true US2439377A (en) | 1948-04-13 |
Family
ID=3435840
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US2439377D Expired - Lifetime US2439377A (en) | Utilization of tall oil |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US2439377A (en) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2616814A (en) * | 1949-09-30 | 1952-11-04 | Mahler Paul | Composition of calcium salts of tall oil and a method of making it |
| US2620319A (en) * | 1950-06-08 | 1952-12-02 | Bonafide Mills Inc | Surface covering sheet and method of making the same |
| US2647063A (en) * | 1949-04-15 | 1953-07-28 | Westinghouse Electric Corp | Permanently plastic insulating composition |
| US2752262A (en) * | 1950-12-27 | 1956-06-26 | Armstrong Cork Co | Linoleum cements containing tall oil partial esters |
| US2815295A (en) * | 1954-06-30 | 1957-12-03 | Armstrong Cork Co | Linoleum cements |
| US2828215A (en) * | 1951-11-30 | 1958-03-25 | Armstrong Cork Co | Linoleum cements |
| US2937103A (en) * | 1957-04-29 | 1960-05-17 | Armstrong Cork Co | Tall oil fatty acid containing linoleum cement |
Citations (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1716623A (en) * | 1929-06-11 | Thomas m | ||
| DE563547C (en) * | 1931-02-16 | 1932-11-07 | Hermann Muehlinghaus Dr | Method of manufacturing linoleum cement |
| US1927540A (en) * | 1930-11-04 | 1933-09-19 | Congoleum Nairn Inc | Linoleum cement |
| US1938532A (en) * | 1933-12-05 | Method of polymerizing | ||
| US1985200A (en) * | 1930-06-04 | 1934-12-18 | Congoleum Nairn Inc | Linoleum and method of manufacture |
| US2072151A (en) * | 1937-03-02 | Method of oxidizing oh | ||
| US2111992A (en) * | 1934-02-27 | 1938-03-22 | Ici Ltd | Linoleum cement and the method of preparing the same |
| US2271804A (en) * | 1938-09-01 | 1942-02-03 | Ellis Foster Co | Solubilized gel and process of making same |
| US2298078A (en) * | 1938-08-15 | 1942-10-06 | Gen Aniline & Film Corp | Plastic masses similar to factice and linoxyn |
| US2306352A (en) * | 1939-12-16 | 1942-12-22 | Ellis Foster Co | Tall oil metal compound and process of making same |
-
0
- US US2439377D patent/US2439377A/en not_active Expired - Lifetime
Patent Citations (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1716623A (en) * | 1929-06-11 | Thomas m | ||
| US1938532A (en) * | 1933-12-05 | Method of polymerizing | ||
| US2072151A (en) * | 1937-03-02 | Method of oxidizing oh | ||
| US1985200A (en) * | 1930-06-04 | 1934-12-18 | Congoleum Nairn Inc | Linoleum and method of manufacture |
| US1927540A (en) * | 1930-11-04 | 1933-09-19 | Congoleum Nairn Inc | Linoleum cement |
| DE563547C (en) * | 1931-02-16 | 1932-11-07 | Hermann Muehlinghaus Dr | Method of manufacturing linoleum cement |
| US2111992A (en) * | 1934-02-27 | 1938-03-22 | Ici Ltd | Linoleum cement and the method of preparing the same |
| US2298078A (en) * | 1938-08-15 | 1942-10-06 | Gen Aniline & Film Corp | Plastic masses similar to factice and linoxyn |
| US2271804A (en) * | 1938-09-01 | 1942-02-03 | Ellis Foster Co | Solubilized gel and process of making same |
| US2306352A (en) * | 1939-12-16 | 1942-12-22 | Ellis Foster Co | Tall oil metal compound and process of making same |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2647063A (en) * | 1949-04-15 | 1953-07-28 | Westinghouse Electric Corp | Permanently plastic insulating composition |
| US2616814A (en) * | 1949-09-30 | 1952-11-04 | Mahler Paul | Composition of calcium salts of tall oil and a method of making it |
| US2620319A (en) * | 1950-06-08 | 1952-12-02 | Bonafide Mills Inc | Surface covering sheet and method of making the same |
| US2752262A (en) * | 1950-12-27 | 1956-06-26 | Armstrong Cork Co | Linoleum cements containing tall oil partial esters |
| US2828215A (en) * | 1951-11-30 | 1958-03-25 | Armstrong Cork Co | Linoleum cements |
| US2815295A (en) * | 1954-06-30 | 1957-12-03 | Armstrong Cork Co | Linoleum cements |
| US2937103A (en) * | 1957-04-29 | 1960-05-17 | Armstrong Cork Co | Tall oil fatty acid containing linoleum cement |
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