CN1238362A - Novel epoxy-amine coating compositions - Google Patents
Novel epoxy-amine coating compositions Download PDFInfo
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- CN1238362A CN1238362A CN99106944A CN99106944A CN1238362A CN 1238362 A CN1238362 A CN 1238362A CN 99106944 A CN99106944 A CN 99106944A CN 99106944 A CN99106944 A CN 99106944A CN 1238362 A CN1238362 A CN 1238362A
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- amine
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- G—PHYSICS
- G11—INFORMATION STORAGE
- G11B—INFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
- G11B20/00—Signal processing not specific to the method of recording or reproducing; Circuits therefor
- G11B20/10—Digital recording or reproducing
- G11B20/10527—Audio or video recording; Data buffering arrangements
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- G—PHYSICS
- G06—COMPUTING; CALCULATING OR COUNTING
- G06F—ELECTRIC DIGITAL DATA PROCESSING
- G06F3/00—Input arrangements for transferring data to be processed into a form capable of being handled by the computer; Output arrangements for transferring data from processing unit to output unit, e.g. interface arrangements
- G06F3/14—Digital output to display device ; Cooperation and interconnection of the display device with other functional units
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- G—PHYSICS
- G06—COMPUTING; CALCULATING OR COUNTING
- G06F—ELECTRIC DIGITAL DATA PROCESSING
- G06F3/00—Input arrangements for transferring data to be processed into a form capable of being handled by the computer; Output arrangements for transferring data from processing unit to output unit, e.g. interface arrangements
- G06F3/16—Sound input; Sound output
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- G—PHYSICS
- G11—INFORMATION STORAGE
- G11B—INFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
- G11B19/00—Driving, starting, stopping record carriers not specifically of filamentary or web form, or of supports therefor; Control thereof; Control of operating function ; Driving both disc and head
- G11B19/02—Control of operating function, e.g. switching from recording to reproducing
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- G—PHYSICS
- G11—INFORMATION STORAGE
- G11B—INFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
- G11B20/00—Signal processing not specific to the method of recording or reproducing; Circuits therefor
- G11B20/10—Digital recording or reproducing
- G11B20/10009—Improvement or modification of read or write signals
- G11B20/10018—Improvement or modification of read or write signals analog processing for digital recording or reproduction
- G11B20/10027—Improvement or modification of read or write signals analog processing for digital recording or reproduction adjusting the signal strength during recording or reproduction, e.g. variable gain amplifiers
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- G—PHYSICS
- G11—INFORMATION STORAGE
- G11B—INFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
- G11B33/00—Constructional parts, details or accessories not provided for in the other groups of this subclass
- G11B33/12—Disposition of constructional parts in the apparatus, e.g. of power supply, of modules
- G11B33/121—Disposition of constructional parts in the apparatus, e.g. of power supply, of modules the apparatus comprising a single recording/reproducing device
- G11B33/122—Arrangements for providing electrical connections, e.g. connectors, cables, switches
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- A—HUMAN NECESSITIES
- A45—HAND OR TRAVELLING ARTICLES
- A45C—PURSES; LUGGAGE; HAND CARRIED BAGS
- A45C11/00—Receptacles for purposes not provided for in groups A45C1/00-A45C9/00
- A45C2011/001—Receptacles for purposes not provided for in groups A45C1/00-A45C9/00 for portable audio devices, e.g. headphones or MP3-players
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- Engineering & Computer Science (AREA)
- Theoretical Computer Science (AREA)
- Signal Processing (AREA)
- General Physics & Mathematics (AREA)
- Human Computer Interaction (AREA)
- Physics & Mathematics (AREA)
- General Engineering & Computer Science (AREA)
- Audiology, Speech & Language Pathology (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Multimedia (AREA)
- Paints Or Removers (AREA)
- Epoxy Resins (AREA)
Abstract
A low VOC content epoxy type coating composition has an epoxy functional resin component having an average epoxy functionality of greater than 1, an aliphatic amine or aliphatic blocked amine functional component having an amine functionality of greater than 1 and an acetoacetonate functional oligomer having a molecular weight of less than 1,000 and an acetoacetonate functionality of not smaller than 1.
Description
Reduce under the environmental management regulations of the burst size of volatile organic compounds (or VOC) in atmosphere being intended to now, be difficult to allot and satisfy various regulation limits, and don't the coating composition of certain crosslinked mechanism can after coating, occur.Because the VOC regulations require to use non-volatile matter morely, therefore, has lower molecular weight and usually than the resin that hangs down Tg in order to reach suitable spray viscosity (20-30 second, the #4 Ford viscosity cup is in 20 ℃), must to use.These variations can prolong the time of drying of coating usually, obviously increase because reach the required crosslinking reaction number of " hand touches drying " state.Epoxy/amine coating system is a kind of coating that can be used as priming paint known in the art.Low VOC epoxy/amine system can be by using low-molecular-weight epoxy resin and selecting for use low-molecular-weight polyamine, polyketone imines or Polyaldimines to obtain arbitrarily.When considering to use low-molecular-weight epoxy resin, health problem can appear, and therefore according to practical situation, this may hinder its application.The present invention can hang down the VOC of epoxy/amine coating system effectively, and needn't use low-molecular-weight epoxide.
The invention still further relates to a kind of content of volatile organic compound (VOC) that reduces paint composite by the solids content that improves paint composite, can the spray viscosity of paint not had a negative impact simultaneously, nor can obviously reduce the weather resistance of gained paint finished film or the method for performance.
Therefore, invention as herein described relates to the low VOC epoxy base coating that uses following basal component:
1. epoxy functionalized resin Composition, wherein average epoxide functional degree＞1.
2. (blocked) amine functional components of aliphatic amine or aliphatic series protection, wherein amine functionality＞1.Comprising polyamino amine, polyamines, ketoimine and aldimine.
3. methyl ethyl diketone acid esters or acetoacetate functional oligopolymer, wherein molecular weight＜1000 and methyl ethyl diketone acid esters or acetoacetate functional degree 〉=1.
4. optional other component that is usually used in forming complete coating system is as pigment, catalyzer, additive, softening agent etc.
This system is three packings normally, but it can be modified into two-package system.
Poly-methyl ethyl diketone acid esters of lower molecular weight or polyacetoacetate component can prepare by the whole bag of tricks, wherein, preferable methods is with polyvalent alcohol, as ethylene glycol, preferably glycerine and tertiary butyl acetylacetic ester (for the preparation polyacetoacetate) or tertiary butyl methyl ethyl diketone acid esters (for the poly-methyl ethyl diketone acid esters of preparation) carry out transesterification, distill the by product trimethyl carbinol then.
Therefore, invention as herein described relates to the low VOC epoxy base coating that uses following basal component:
1. epoxy functionalized resin Composition, wherein average epoxide functional degree＞1.
2. the amine functional components of aliphatic amine or aliphatic series protection, wherein amine functionality＞1.Comprising polyamino amine, polyamines, ketoimine and aldimine.
3. methyl ethyl diketone acid esters or acetoacetate functional oligopolymer, wherein molecular weight＜1000 and acetoacetate functional degree 〉=1.
4. optionally be usually used in forming other component of complete coating system, as pigment, catalyzer, additive, softening agent etc.
This system is three packings normally, but it can be modified into two-package system.
Poly-methyl ethyl diketone acid esters of lower molecular weight or polyacetoacetate component can prepare by the whole bag of tricks, wherein, preferable methods is with polyvalent alcohol, as ethylene glycol, preferably glycerine and tertiary butyl acetylacetic ester (for the preparation polyacetoacetate) or tertiary butyl methyl ethyl diketone acid esters (for the poly-methyl ethyl diketone acid esters of preparation) carry out transesterification, distill the by product trimethyl carbinol then.
It is found that, mobile and rheology control agent can be used for coating of the present invention, comprising, but be not limited to: synthetic amorphous hydrophobic tripoli such as Degussa Aerosil R972, synthetic amorphous hydrophilic tripoli such as Degussa Aerosil 200, organic clay, polyethylene wax dispersion, Poly Propylene Wax dispersion, polyamide wax dispersion, ethane-acetic acid ethyenyl ester wax dispenser; Reagent such as BykAnti-terra202, Byk Anti-terra204, Byk Anti-terra V, Byk W-960, Byk R-405, Byk-P104, Byk P-104s; Troy Chemical Troythix Antisag4, Troy Chemical Troythix Antisettle; Raybo Chemical Raybo 6, Raybo Chemical Raybo 94 and Tego Chemie ZFS460.
Find that also pigment wetting agent and dispersing auxiliary also are useful, comprising, but be not limited to: the super dispersion agent of ICI Solsperse, as Solsperse5000, Solsperse12000, Solsperse22000 and Solsperse24000; Troy Chemical Troysol CD1, Troy Chemical Troysol CD2 and Troy Chemical Troysol 98C; DanielProducts Dispers Ayd 9100; Raybo Chemical Raybo63; BykAnti-terra U, Byk Anti-terra202, Byk W-960, Bykp104, Disperbyk160, Disperbyk162, Disperbyk163; Nuodex Nuosperse657; NuodexNuosperse700.Find that also UV light absorber and stablizer also can be used for these coating, comprising, but be not limited to: Sandoz Chemicals Sanduvor 3206, SanduvorVSU, Sanduvor3050; Ciba Geigy Corp.Tinuvin123, Tinuvin292, Tinuvin328, Tinuvin440, Tinuvin900, Tinuvin1130.
Find that also the various common pigment in this area also can be used for these coating, comprising, but be not limited to: titanium dioxide, graphite, carbon black, zinc oxide, Cadmium Sulfide, chromic oxide, zinc sulphide, zinc chromate, strontium yellow, baryta yellow, lead chromate, lead cyanamide, lead silico-chromate, chromic oxide, zinc sulphide, nickel titanium yellow, the chromium titan yellow, red iron oxide, transparent iron oxide red, iron oxide yellow, transparent yellow iron oxide, iron oxide black, naphthol red and naphthols palm fibre, anthraquinone dioxazine violet, the isoindoline Huang, yellow and the arylide orange of arylide, ultramarine blue, phthalocyanine complex, amaranth, quinacridone, the halogenation thioindigo color, pigment extender is as Magnesium Silicate q-agent, pure aluminium silicate, Calucium Silicate powder, lime carbonate, smoke tripoli, barium sulfate.
This coating composition can be coated with by the spraying equipment or the high volumetric pressure spraying equipment of routine, obtains the high quality finishing paint.Other coating method is roller coat, brush, spill be coated with, flow coat, dipping, electrostatic spraying or electrophoresis.The example of metal matrix comprises, the various materials such as steel, copper, zinc, magnesium and alloy thereof.The example of nonmetal substrate comprises various rigidity or the non-rigid plastics that this area is commonly used.Can change each component in the composition to adapt to the temperature tolerance of base material.For example, by adjusting each component, can carry out envrionment temperature or drying at room temperature (as, be lower than 100 °F), forced drying or low-temperature bake (as, 100-180 °F) or high bake (as, more than 180 °F).By allotment, these coating can satisfy the various requirement of equipment used when applying.
By the colo(u)rant dispersion technology of routine, as sand milling, ball milling, attritor mill, two roller grindings etc., can add various pigment, can at first form like this and grind matrix with the resin that is usually used in composition or with other compatible polymeric.To grind matrix then mixes with other film-forming components shown in following examples.
Coating composition described in the invention can be used for envrionment temperature or drying at room temperature (as, be lower than 100 °F), forced drying or low-temperature bake (as, 100-180 °F) or high bake (as, more than 180 °F).Paint solidification process of the present invention can be quickened by using radiation heating equipment known in the art or infrared transmitting set.
Following examples are used to illustrate the present invention.Except as otherwise noted, all given quantity all are by weight.
Embodiment 1
By ethylene glycol acetylacetic ester-functional oligomers (EGDAA)
Still head, condenser and collector with 2 liter of 3 neck flask fit on heating jacket, agitator, thermopair, nitrogen inlet, band thermometer.173.9 gram ethylene glycol and 930.2 gram etheric acid tertiary butyl ester are added in the flask.Under the nitrogen purge condition, slowly be heated to 140 ℃.When temperature reached about 140 ℃, beginning distilled out the by product trimethyl carbinol under about 90 ℃ head temperature.Temperature of reaction is slowly risen to 180 ℃, at this moment can remove the trimethyl carbinol by product of 98% calculated amount.The output of diacetyl acetic acid glycol ester (EGDAA) is 680 grams.This product is light liquid, and its Brookfield viscosity is 18 centipoises, and molecular weight is 230, and the acetylacetic ester equivalent is 115.1.
Embodiment 2
Prepare acetylacetic ester-functional oligomers (GTAA) by glycerine
In embodiment 1 described 2 liter of 3 neck flask installing, add 138.1 gram glycerine and 759.4 gram etheric acid tertiary butyl ester.Under nitrogen gas stream, flask progressively is heated to 175 ℃.When head temperature is 95 ℃, begin to distill the by product trimethyl carbinol, until the trimethyl carbinol of collecting about 97% theoretical amount.The output of the triacetyl glycerol acetate (GTAA) of purity about 98% is 537 grams.This product is light fluxion, and its viscosity is 85-90 centipoise (Brookfield), and molecular weight is about 344, and the acetylacetic ester equivalent is 114.8.
According to similar step; Prepare the lower molecular weight acetoacetyl radical derivative of tetramethylolmethane; TriMethylolPropane (TMP), they are MEK* 0 19.5 19.5 19.5PA16 curing agents 67.0 00 0AEP 0 4.5 4.8 4.8CE4072 aldimines 0 44.8 17.5 23.6* MEK performances for Tone 301 and other several low molecular weight polyols.: viscosity (#4 flow cup) 17.5sec 18sec 19.5sec 19.5sec weight (pound/gallon) 11.1 11.1 11.6 11.6VOC (pound/gallon) 4.7 3.1 3.48 3.24
Be at least respectively 1 hour the storage period of contrast coating and experiment coating.All coating all are to carry out on the naked steel plate or spraying on these plates, then more not binding dust and tack-free time.Contrast coating and experimental group compound binding dust not within 30 minutes, tack-free within 2 hours.As priming paint, all systems can be coated with within 30 minutes with white primer putty again, and priming paint putty shows enough not oozing property down, can prevent that like this white primer putty from having any minimizing.
It should be noted that the content of volatile organic compound of all experimental primer coating (VOC) is than Comparative Examples low at least 25% when keeping suitable primer base performance.
These lower molecular weights (＜1000) acetylacetic ester or methyl ethyl diketone acid esters can reduce viscosity performance, therefore can add as reactive thinner or thinner.And higher acetylacetic ester or the acetopyruvic acid ester functional compounds of molecular weight can not produce low viscosity, therefore can not carry out practical application as the conditioning agent of epoxy coating system.
Claims (6)
1. an epoxy-amine coating compositions is characterized in that low VOC content, and it comprises:
(a) epoxy functionalized resin Composition, wherein average epoxide functional degree＞1;
(b) the amine functional components of aliphatic amine or aliphatic series protection, wherein amine functionality＞1; With
(c) acetoacetate functional oligopolymer, wherein molecular weight＜1000 and acetoacetate functional degree 〉=1.
2. according to the coating composition of claim 1, it is characterized in that amine component is selected from polyamino amine, polyamines, ketoimine and aldimine.
3. according to the coating composition of claim 1, it is characterized in that it also contains pigment.
4. according to the coating composition of claim 1, it is characterized in that it also contains catalyzer.
5. according to the coating composition of claim 1, it is characterized in that it also contains softening agent.
6. an epoxy-amine coating compositions is characterized in that low VOC content, and it comprises:
(a) epoxy functionalized resin Composition, wherein average epoxide functional degree＞1;
(b) the amine functional components of aliphatic amine or aliphatic series protection, wherein amine functionality＞1;
(c) acetylacetic ester or methyl ethyl diketone acid esters functional oligomers, wherein molecular weight＜1000 and acetylacetic ester or methyl ethyl diketone acid esters functionality 〉=1; With
(c) optionally be usually used in forming other component of complete coating system.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US9233898A | 1998-06-05 | 1998-06-05 | |
| US092338 | 1998-06-05 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN1238362A true CN1238362A (en) | 1999-12-15 |
Family
ID=22232753
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN99106944A Pending CN1238362A (en) | 1998-06-05 | 1999-05-28 | Novel epoxy-amine coating compositions |
Country Status (6)
| Country | Link |
|---|---|
| JP (1) | JP2000038543A (en) |
| KR (1) | KR20000005709A (en) |
| CN (1) | CN1238362A (en) |
| AU (1) | AU2695299A (en) |
| BR (1) | BR9901662A (en) |
| CA (1) | CA2270731A1 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1303171C (en) * | 2002-04-29 | 2007-03-07 | 三菱瓦斯化学株式会社 | Composition for coating with gas shielding characteristic, said coating using the composition and coating film |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114127043A (en) * | 2019-07-17 | 2022-03-01 | 阿尔萨达股份公司 | Process for the preparation of decolorized acetoacetylated glycols |
-
1999
- 1999-04-29 CA CA002270731A patent/CA2270731A1/en not_active Abandoned
- 1999-05-05 AU AU26952/99A patent/AU2695299A/en not_active Abandoned
- 1999-05-25 KR KR1019990018809A patent/KR20000005709A/en not_active Application Discontinuation
- 1999-05-25 JP JP11145423A patent/JP2000038543A/en active Pending
- 1999-05-27 BR BR9901662-1A patent/BR9901662A/en not_active Application Discontinuation
- 1999-05-28 CN CN99106944A patent/CN1238362A/en active Pending
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1303171C (en) * | 2002-04-29 | 2007-03-07 | 三菱瓦斯化学株式会社 | Composition for coating with gas shielding characteristic, said coating using the composition and coating film |
Also Published As
| Publication number | Publication date |
|---|---|
| CA2270731A1 (en) | 1999-12-05 |
| KR20000005709A (en) | 2000-01-25 |
| AU2695299A (en) | 1999-12-16 |
| BR9901662A (en) | 1999-12-28 |
| JP2000038543A (en) | 2000-02-08 |
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