GB2105356A - Coating composition - Google Patents
Coating composition Download PDFInfo
- Publication number
- GB2105356A GB2105356A GB08127371A GB8127371A GB2105356A GB 2105356 A GB2105356 A GB 2105356A GB 08127371 A GB08127371 A GB 08127371A GB 8127371 A GB8127371 A GB 8127371A GB 2105356 A GB2105356 A GB 2105356A
- Authority
- GB
- United Kingdom
- Prior art keywords
- coating composition
- composition according
- polyol
- isocyanate
- diphenyl methane
- 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.)
- Granted
Links
- 239000008199 coating composition Substances 0.000 title claims abstract description 62
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims abstract description 20
- 229920005862 polyol Polymers 0.000 claims abstract description 20
- 150000003077 polyols Chemical class 0.000 claims abstract description 20
- 239000000945 filler Substances 0.000 claims abstract description 14
- 239000000463 material Substances 0.000 claims abstract description 14
- 239000002274 desiccant Substances 0.000 claims abstract description 12
- YBRVSVVVWCFQMG-UHFFFAOYSA-N 4,4'-diaminodiphenylmethane Chemical compound C1=CC(N)=CC=C1CC1=CC=C(N)C=C1 YBRVSVVVWCFQMG-UHFFFAOYSA-N 0.000 claims abstract description 10
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 claims abstract description 10
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims abstract description 10
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 claims abstract description 10
- 239000012975 dibutyltin dilaurate Substances 0.000 claims abstract description 10
- 235000013312 flour Nutrition 0.000 claims abstract description 10
- 239000000377 silicon dioxide Substances 0.000 claims abstract description 10
- 229910021536 Zeolite Inorganic materials 0.000 claims abstract description 9
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 claims abstract description 9
- 239000010457 zeolite Substances 0.000 claims abstract description 9
- 239000000049 pigment Substances 0.000 claims abstract description 7
- IBOFVQJTBBUKMU-UHFFFAOYSA-N 4,4'-methylene-bis-(2-chloroaniline) Chemical compound C1=C(Cl)C(N)=CC=C1CC1=CC=C(N)C(Cl)=C1 IBOFVQJTBBUKMU-UHFFFAOYSA-N 0.000 claims abstract description 5
- 238000005299 abrasion Methods 0.000 claims abstract description 5
- 239000006229 carbon black Substances 0.000 claims abstract description 5
- 239000004408 titanium dioxide Substances 0.000 claims abstract description 5
- CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical compound C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 claims abstract 2
- 239000012948 isocyanate Substances 0.000 claims description 18
- 150000002513 isocyanates Chemical class 0.000 claims description 18
- 150000001412 amines Chemical class 0.000 claims description 14
- 239000004359 castor oil Substances 0.000 claims description 14
- 235000019438 castor oil Nutrition 0.000 claims description 14
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 claims description 14
- 150000004985 diamines Chemical class 0.000 claims description 11
- 239000000470 constituent Substances 0.000 claims description 9
- -1 aliphatic diamines Chemical class 0.000 claims description 7
- 239000000203 mixture Substances 0.000 claims description 7
- RUYDVLHBIPMKNK-UHFFFAOYSA-N 3-propan-2-ylbenzene-1,2-diamine Chemical compound CC(C)C1=CC=CC(N)=C1N RUYDVLHBIPMKNK-UHFFFAOYSA-N 0.000 claims description 5
- 239000005995 Aluminium silicate Substances 0.000 claims description 5
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 5
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 5
- PZZYQPZGQPZBDN-UHFFFAOYSA-N aluminium silicate Chemical compound O=[Al]O[Si](=O)O[Al]=O PZZYQPZGQPZBDN-UHFFFAOYSA-N 0.000 claims description 5
- 229910000323 aluminium silicate Inorganic materials 0.000 claims description 5
- 235000012211 aluminium silicate Nutrition 0.000 claims description 5
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 claims description 5
- 229910052749 magnesium Inorganic materials 0.000 claims description 5
- 239000011777 magnesium Substances 0.000 claims description 5
- 150000004986 phenylenediamines Chemical class 0.000 claims description 5
- 229920000570 polyether Polymers 0.000 claims description 5
- 150000004072 triols Chemical class 0.000 claims description 5
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 claims description 4
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims description 4
- 230000004048 modification Effects 0.000 claims description 4
- 238000012986 modification Methods 0.000 claims description 4
- 239000007921 spray Substances 0.000 claims description 3
- AKCRQHGQIJBRMN-UHFFFAOYSA-N 2-chloroaniline Chemical compound NC1=CC=CC=C1Cl AKCRQHGQIJBRMN-UHFFFAOYSA-N 0.000 claims description 2
- HFACYLZERDEVSX-UHFFFAOYSA-N benzidine Chemical group C1=CC(N)=CC=C1C1=CC=C(N)C=C1 HFACYLZERDEVSX-UHFFFAOYSA-N 0.000 claims description 2
- QYFUXHOYZOWGDQ-UHFFFAOYSA-L benzylbenzene dibutyltin(2+) dodecanoate Chemical compound C(CCCCCCCCCCC)(=O)[O-].C(CCCCCCCCCCC)(=O)[O-].C(CCC)[Sn+2]CCCC.C1(=CC=CC=C1)CC1=CC=CC=C1 QYFUXHOYZOWGDQ-UHFFFAOYSA-L 0.000 claims description 2
- 238000001879 gelation Methods 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims description 2
- 229920000768 polyamine Polymers 0.000 claims 3
- LNWBFIVSTXCJJG-UHFFFAOYSA-N [diisocyanato(phenyl)methyl]benzene Chemical compound C=1C=CC=CC=1C(N=C=O)(N=C=O)C1=CC=CC=C1 LNWBFIVSTXCJJG-UHFFFAOYSA-N 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 239000003431 cross linking reagent Substances 0.000 claims 1
- 125000005442 diisocyanate group Chemical group 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
- C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
- C08G18/6666—Compounds of group C08G18/48 or C08G18/52
- C08G18/667—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38
- C08G18/6681—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/32 or C08G18/3271 and/or polyamines of C08G18/38
- C08G18/6685—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/32 or C08G18/3271 and/or polyamines of C08G18/38 with compounds of group C08G18/3225 or polyamines of C08G18/38
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/088—Removal of water or carbon dioxide from the reaction mixture or reaction components
- C08G18/0885—Removal of water or carbon dioxide from the reaction mixture or reaction components using additives, e.g. absorbing agents
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
- C08G18/3225—Polyamines
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/36—Hydroxylated esters of higher fatty acids
-
- 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
- C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G2150/00—Compositions for coatings
- C08G2150/50—Compositions for coatings applied by spraying at least two streams of reaction components
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Polyurethanes Or Polyureas (AREA)
- Paints Or Removers (AREA)
Abstract
A coating composition which can be built up to a substantial thickness of at least 5 cm in one application, has a fast curing time and is resistant to abrasion and impact preferably comprises 20-30% filler material such as silica flour, 35-55% polyol, 2-6% 4,4' methylene bis (2 chloro aniline), 0.2-1.2% 4,4' diamino diphenyl methane, 18-32% 4,4' diisocyano to diphenyl methane, 0.8-0.15% dibutyl tin dilaurate and 0.9-2.5% zeolite drying agent. The percentages quoted are by weight. The coating composition may further be coloured by the addition of pigments such as titanium dioxide, iron oxide and/or carbon black.
Description
SPECIFICATION
Coating composition
This invention relates to improvements in coating compositions.
The aim of the invention is to provide a coating composition which can be built up to a substantial thickness of at least 5 cm in one application, has a fast curing time and is resistant to abrasion and impact.
According to the invention, there is provided a coating composition which comprises a filler material, a polyol, an amine, an isocyanate, dibutyl tin dilaurate and a drying agent.
A preferred coating composition according to the invention comprises 2030% silica flour, 3555% polyol, 26% 4,4' methylene bis (2 chloro aniline), 0.21.2% 4,4' diamino diphenyl methane, 1 8-32% 4,4' diisocyanato diphenyl methane, 0.08-0.1 5% dibutyl tin dilaurate and 0.92.5% zeolite drying agent. The percentages quoted are by weight.
The silica flour may, if desired, be replaced by a 1/1 (by weight) mixture of magnesium aluminium silicate and barytes.
The polyol is preferably first pressure castor oil although, if desired, this may be replaced by other polyols of similar functionality such as polyether triols of approximately 1000 molecular weight or modified castor oil. The purpose of the amine modification is to improve the hardness of the castor oil.
The "unhindered" amine (4,4' diamino diphenyl methane) is very reactive and causes rapid gelation. This property is used to obtain "high build" properties in the coating composition.
The normal recommended ratio of diamine
curative to isocyanate is 1 mole diamine to 2
isocyanate "equivalents". The coating
composition according to the invention uses a
ratio of 1 mole diamine to 4 isocyanate
equivalents to improve the toughness of film.
Inevitably this causes a reduction in flexibility and
if greater flexibility is required, the ratio of
isocyanate to diamine may be reduced.
Other amines may be used to modify the
properties of the coating composition according to
the invention; for example cyclo aliphatic
diamines, molecular weight range 200-260; cumene diamine; m. phenylene diamine.
The coating composition according to the
invention may be coloured by the addition of
pigments. Typicaily, titanium dioxide, iron oxide,
carbon black or combinations of one or more of
these substances may be used.
A preferred coating composition according to
the invention will now be given in the following
example:
EXAMPLE
Constituent % by wt.
Silica flour 26.8
First pressure castor oil 42.8
4,4' Methylene bis 3.1
(2 chloro aniline)
4,4' Diamino diphenyl 0.6
methane
4,4' Diisocyanato 24.7
diphenyl methane
Dibutyl tin dilaurate 0.1
Zeolite drying agent 1.9
100.0
It will be found that a coating composition having the above constituents will achieve the aim of the invention to provide a coating composition which can be built up to a substantial thickness of at least 5 cm in one application, has a fast curing time and is resistant to abrasion and impact because it has an elastic/flexible film. The composition should be applied by spray, using metered, twin feed equipment.
It should be noted that the invention is not restricted to the above example but modifications and variations of the constituents may be made without departing from the scope of the invention.
1. A coating composition which comprises a filler material, a polyol, an amine, an isocyanate, dibutyl tin dilaurate and a drying agent.
2. A coating composition according to claim 1, wherein the filler material consists of silica flour.
3. A coating composition according to claim 1, wherein the filler material consists of a 1/1 (by weight) mixture of magnesium aluminium silicate and barytes.
4. A coating composition according to any preceding claim, wherein the polyol consists of first pressure castor oil or modified castor oil.
5. A coating composition according to any one of claims 1 ta 3, wherein the polyol consists of polyether triols of approximately 1000 molecular weight.
6. A coating composition according to any preceding claim, wherein the amine consists of 4,4' diamino diphenyl methane.
7. A coating composition according to any preceding claim, wherein the amine constituent includes cyclo aliphatic diamines, cumene diamine and/or phenylene diamine.
8. A coating composition according to claim 6 or claim 7, wherein the ratio of diamine to
isocyanate is 1 to 4.
**WARNING** end of DESC field may overlap start of CLMS **.
Claims (14)
1. A coating composition which comprises a filler material, a polyol, an amine, an isocyanate, dibutyl tin dilaurate and a drying agent.
2. A coating composition according to claim 1, wherein the filler material consists of silica flour.
3. A coating composition according to claim 1, wherein the filler material consists of a 1/1 (by weight) mixture of magnesium aluminium silicate and barytes.
4. A coating composition according to any preceding claim, wherein the polyol consists of first pressure castor oil or modified castor oil.
5. A coating composition according to any one of claims 1 ta 3, wherein the polyol consists of polyether triols of approximately 1000 molecular weight.
6. A coating composition according to any preceding claim, wherein the amine consists of 4,4' diamino diphenyl methane.
7. A coating composition according to any preceding claim, wherein the amine constituent includes cyclo aliphatic diamines, cumene diamine and/or phenylene diamine.
8. A coating composition according to claim 6 or claim 7, wherein the ratio of diamine to
isocyanate is 1 to 4.
9. A coating composition according to any preceding claim, wherein the isocyanate consists of diisocyanato diphenyl methane.
10. A coating composition according to any preceding claim, wherein the dry agent consists of zeolite.
11. A coating composition according to any preceding claim and comprising 2030% filler material, 3555% polyol, 2-6% 4,4' methylene bis (2 chloro aniline), 0.2-1.2% 4,4' diamino diphenyl methane, 1 8-32% 4,4' diisocyanato diphenyl methane, 0.8-0.1 5% dibutyl tin dilaurate and 0.92.5% zeolite drying agent.
12. A coating composition according to any preceding claim and further including one or more pigments.
13. A coating composition substantially as described herein with reference to the example.
13. A coating composition according to claim 12, wherein the pigments comprise titanium dioxide, iron oxide and/or carbon black.
14. A coating composition substantially as described herein with reference to the example.
New claims or amendments to claims filed on 15 Sept. 1982.
Superseded claims 1 to
14.
New or amended claims:
1. A coating composition suitable for spray application which comprises a filler material, a polyol, an isocyanate, dibutyl tin dilaurate and a zeolite drying agent as well as a polyamine serving as a cross linking agent.
2. A coating composition according to claim 1, wherein the filler material consists of silica flour.
3. A coating composition according to claim 1, wherein the filler material consists of a 1/1 (by weight) mixture of magnesium aluminium silicate and barytes.
4. A coating composition according to any preceding claim, wherein the polyol consists of first pressure castor oil or modified castor oil.
5. A coating composition according to any one of claims 1 to 3, wherein the polyol consists of polyether triols of approximately 1000 molecular weight.
6. A coating composition according to any preceding claim, wherein the polyamine consists of 4,4' diamino diphenyl methane.
7. A coating composition according to any preceding claim, wherein the polyamine constituent includes cyclo aliphatic diamines, cumene diamine and/or phenylene diamine.
8. A coating composition according to claim 6 or claim 7, wherein the ratio of diamine to isocyanate is 1 to 4.
9. A coating composition according to any preceding claim, wherein the isocyanate consists of diisocyanate diphenyl methane.
10. A coating composition according to any preceding claim and comprising 2030% filler material, 35-55% polyol, 2-6% 4,4' methylene bis (2 chloro aniline), 0.2-1.2% 4,4' diamino diphenyl methane, 1 8-32% 4,4' diisocyanato diphenyl methane, 0.8-0.1 5% dibutyl tin dilaurate and 0.92.5% zeolite drying agent.
11. A coating composition according to any preceding claim and further including one or more pigments.
12. A coating composition according to claim 11, wherein the pigments comprise titanium dioxide, iron oxide and/or carbon black.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB08127371A GB2105356B (en) | 1981-09-10 | 1981-09-10 | Coating composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB08127371A GB2105356B (en) | 1981-09-10 | 1981-09-10 | Coating composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| GB2105356A true GB2105356A (en) | 1983-03-23 |
| GB2105356B GB2105356B (en) | 1984-09-26 |
Family
ID=10524417
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB08127371A Expired GB2105356B (en) | 1981-09-10 | 1981-09-10 | Coating composition |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB2105356B (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6126676A (en) * | 1984-07-16 | 1986-02-05 | Dainippon Toryo Co Ltd | Urethane resin coating composition |
| EP0228190A3 (en) * | 1985-12-16 | 1988-01-13 | Ethyl Corporation | Mixed diamine chain extenders and their use in polyurethane production |
| EP0270665A4 (en) * | 1986-05-23 | 1988-09-28 | Ameron Inc | Solventless polyurethane spray compositions and method for applying them. |
| EP0667362A1 (en) * | 1994-02-09 | 1995-08-16 | Bayer Corporation | Polyurea coating compositions having improved pot lives |
| WO2010118527A1 (en) * | 2009-04-17 | 2010-10-21 | Crosslink Technology Inc. | Compositions comprising solvated aromatic amines and methods for the preparation thereof |
-
1981
- 1981-09-10 GB GB08127371A patent/GB2105356B/en not_active Expired
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6126676A (en) * | 1984-07-16 | 1986-02-05 | Dainippon Toryo Co Ltd | Urethane resin coating composition |
| EP0228190A3 (en) * | 1985-12-16 | 1988-01-13 | Ethyl Corporation | Mixed diamine chain extenders and their use in polyurethane production |
| EP0270665A4 (en) * | 1986-05-23 | 1988-09-28 | Ameron Inc | Solventless polyurethane spray compositions and method for applying them. |
| EP0667362A1 (en) * | 1994-02-09 | 1995-08-16 | Bayer Corporation | Polyurea coating compositions having improved pot lives |
| WO2010118527A1 (en) * | 2009-04-17 | 2010-10-21 | Crosslink Technology Inc. | Compositions comprising solvated aromatic amines and methods for the preparation thereof |
| US8748540B2 (en) | 2009-04-17 | 2014-06-10 | Crosslink Technology, Inc | Compositions comprising solvated aromatic amines and methods for the preparation thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| GB2105356B (en) | 1984-09-26 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 732 | Registration of transactions, instruments or events in the register (sect. 32/1977) | ||
| 732 | Registration of transactions, instruments or events in the register (sect. 32/1977) | ||
| PCNP | Patent ceased through non-payment of renewal fee |
Effective date: 19930910 |