GB328908A - Improvements in the manufacture and production of adhesive and binding agents - Google Patents
Improvements in the manufacture and production of adhesive and binding agentsInfo
- Publication number
- GB328908A GB328908A GB3179928A GB3179928A GB328908A GB 328908 A GB328908 A GB 328908A GB 3179928 A GB3179928 A GB 3179928A GB 3179928 A GB3179928 A GB 3179928A GB 328908 A GB328908 A GB 328908A
- Authority
- GB
- United Kingdom
- Prior art keywords
- butadiene
- heated
- pressure
- oil
- adhesive
- 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
Links
- 239000000853 adhesive Substances 0.000 title abstract 5
- 230000001070 adhesive effect Effects 0.000 title abstract 5
- 238000004519 manufacturing process Methods 0.000 title abstract 3
- 239000011230 binding agent Substances 0.000 title abstract 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 abstract 16
- 239000003921 oil Substances 0.000 abstract 5
- 235000019198 oils Nutrition 0.000 abstract 5
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 abstract 4
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 abstract 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- 239000000470 constituent Substances 0.000 abstract 2
- HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 abstract 2
- 239000000975 dye Substances 0.000 abstract 2
- 239000004922 lacquer Substances 0.000 abstract 2
- 229920000642 polymer Polymers 0.000 abstract 2
- 239000000047 product Substances 0.000 abstract 2
- 239000007787 solid Substances 0.000 abstract 2
- YYTUUFMWKBIPEY-UHFFFAOYSA-N 3-ethenylcyclohexene Chemical compound C=CC1CCCC=C1 YYTUUFMWKBIPEY-UHFFFAOYSA-N 0.000 abstract 1
- 239000004859 Copal Substances 0.000 abstract 1
- 241000782205 Guibourtia conjugata Species 0.000 abstract 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract 1
- JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 abstract 1
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- CKXSSKGFLBPELY-UHFFFAOYSA-N aniline benzene Chemical compound C1=CC=CC=C1.C1=CC=CC=C1.C1=CC=C(C=C1)N CKXSSKGFLBPELY-UHFFFAOYSA-N 0.000 abstract 1
- RDOXTESZEPMUJZ-UHFFFAOYSA-N anisole Chemical compound COC1=CC=CC=C1 RDOXTESZEPMUJZ-UHFFFAOYSA-N 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- ZDSZOOGZXZONDQ-UHFFFAOYSA-N benzene N,N-dimethylaniline Chemical compound CN(C1=CC=CC=C1)C.C1=CC=CC=C1 ZDSZOOGZXZONDQ-UHFFFAOYSA-N 0.000 abstract 1
- 239000003610 charcoal Substances 0.000 abstract 1
- 239000011248 coating agent Substances 0.000 abstract 1
- 238000000576 coating method Methods 0.000 abstract 1
- IIGAELMXVLEZPM-GRVYQHKQSA-L cobalt(2+);(9z,12z)-octadeca-9,12-dienoate Chemical compound [Co+2].CCCCC\C=C/C\C=C/CCCCCCCC([O-])=O.CCCCC\C=C/C\C=C/CCCCCCCC([O-])=O IIGAELMXVLEZPM-GRVYQHKQSA-L 0.000 abstract 1
- 239000003085 diluting agent Substances 0.000 abstract 1
- 238000004821 distillation Methods 0.000 abstract 1
- 238000001035 drying Methods 0.000 abstract 1
- 239000003292 glue Substances 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 235000021388 linseed oil Nutrition 0.000 abstract 1
- 239000000944 linseed oil Substances 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- 239000012263 liquid product Substances 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 150000002739 metals Chemical class 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 238000006116 polymerization reaction Methods 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- 239000011734 sodium Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J109/00—Adhesives based on homopolymers or copolymers of conjugated diene hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F136/00—Homopolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
- C08F136/02—Homopolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds
- C08F136/04—Homopolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated
- C08F136/06—Butadiene
-
- 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
- C09D109/00—Coating compositions based on homopolymers or copolymers of conjugated diene hydrocarbons
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Color Printing (AREA)
- Cosmetics (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
328,908. Johnson, J. Y., (I. G. Farbenindustrie Akt.-Ges.). Nov. 1, 1928. Adhesives.-Liquid oily polymerization products of butadiene containing no solid polymers, and suitable as adhesive and coating agents are made by heating butadiene to above 40‹ C., if desired under pressure, and stopping the process before the production of solid polymers. The pressure employed may be as much as 200 atmospheres or more. Inorganic catalysts such as finely divided metals or organic catalysts such as aliphatic or aromatic umines may be used, and a diluent may be employed, in which case isoprene may be used instead of butadiene. The oil obtained from butadiene at 150-220‹ C.. freed from volatile constituents if such be present, may be clarified by animal charcoal and is then colourless ; the oils obtained above 220‹ C. are very viscous and dry more quickly, The oils may be used to improve the adhesive power and flexibility of lacquers and the adhesive power of binding agents such as glue; the coatings may be heated below 100‹ C. to hasten the drying. In the examples (1) (2) (3) and (4) butadiene is heated in an autoclave to 200‹ C., 380‹ C., 300‹ and 135‹ C. respectively; in the third case the oil is distilled up to 140‹ C. to remove volatile constituents, and may be mixed with tricresyl phosphate and used as a lacquer which is dried at 85‹ C - the film may be taken off from the substratum, and is strong and elastic; (5) butadiene is heated with aniline benzene or cyclohexene; the aniline &c. is distilled off and the liquid product may be mixed with linseed oil with or without boiled oil, copal, and cobalt linoleate; (6) butadiene is introduced at 2 atmospheres pressure into a closed vessel containing dimethyl aniline benzene or anisol and aluminium chloride at 150‹ C., the dimethyl aniline &c. being separated from the product by distillation; (7) butadiene is added to a mixture of tetra-hydrostyrene or ether and sodium in a pressure vessel and heated to 100‹ C. ; (8) isoprene and tetrahydrostyrene are heated in a pressure vesseol at 200‹ C. Specifications 20648/12 and 156,116, [both in Class 2 (iii), Dyes &c.], are referred to. Reference has been directed by the Comptroller to Specification 29277/09, (Class 2 (iii), Dyes &c.].
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3179928A GB328908A (en) | 1928-11-01 | 1928-11-01 | Improvements in the manufacture and production of adhesive and binding agents |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3179928A GB328908A (en) | 1928-11-01 | 1928-11-01 | Improvements in the manufacture and production of adhesive and binding agents |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB328908A true GB328908A (en) | 1930-05-01 |
Family
ID=10328585
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3179928A Expired GB328908A (en) | 1928-11-01 | 1928-11-01 | Improvements in the manufacture and production of adhesive and binding agents |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB328908A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2513244A (en) * | 1945-12-31 | 1950-06-27 | Standard Oil Dev Co | Process of polymerizing butadiene-1, 3 |
| US2582693A (en) * | 1947-01-02 | 1952-01-15 | Standard Oil Dev Co | Polymerization of conjugated diolefins |
| US2586594A (en) * | 1947-10-29 | 1952-02-19 | Standard Oil Dev Co | Preparation of drying oils from diolefins |
-
1928
- 1928-11-01 GB GB3179928A patent/GB328908A/en not_active Expired
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2513244A (en) * | 1945-12-31 | 1950-06-27 | Standard Oil Dev Co | Process of polymerizing butadiene-1, 3 |
| US2582693A (en) * | 1947-01-02 | 1952-01-15 | Standard Oil Dev Co | Polymerization of conjugated diolefins |
| US2586594A (en) * | 1947-10-29 | 1952-02-19 | Standard Oil Dev Co | Preparation of drying oils from diolefins |
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