CN103172992A - Matrix resin for highly waterproof gel coat and preparation method thereof - Google Patents
Matrix resin for highly waterproof gel coat and preparation method thereof Download PDFInfo
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- CN103172992A CN103172992A CN2011104319652A CN201110431965A CN103172992A CN 103172992 A CN103172992 A CN 103172992A CN 2011104319652 A CN2011104319652 A CN 2011104319652A CN 201110431965 A CN201110431965 A CN 201110431965A CN 103172992 A CN103172992 A CN 103172992A
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Abstract
The invention relates to a matrix resin for a highly waterproof gel coat. The resin comprises 317-344 parts by weight of dihydric alcohol, 211-240 parts by weight of saturated binary acid, 187-204 parts by weight of unsaturated binary anhydride and 330-354 parts by weight of vinyl monomer, wherein the dihydric alcohol comprises 122-136 parts by weight of 2, 2, 4-trimethyl-1, 3-pentanediol. According to the invention, 2, 2, 4-trimethyl-1, 3-pentanediol is further added into a dihydric alcohol monomer for synthesizing unsaturated polyester, so that ether bonds generated in reaction are well protected by means of multi methyl in the molecular structure, and are not easy to break caused by polar materials in the environment. The water absorbing capacity of the ether bonds is greatly reduced, so that the heat resistance and waterproofness of the resin are remarkably improved.
Description
Technical field
The present invention relates to a kind of unsaturated polyester resin, relate in particular to a kind of unsaturated polyester resin with height water-proofing performance, and the method for preparing this resin.This resin can be used as matrix resin and is applicable to gel coat.
Background technology
The surface of glass fiber reinforced plastics product needs to apply gel coating resin usually, as: the gel coat that uses in yacht, mostly have bright-coloured outward appearance, and give the sensation of a kind of happiness of people, yacht mainly directly contacts with seawater in addition, need to have good water tolerance and seawater corrosion resistance.The Main Function of gel coat is not only in order to improve the visual appearance of product, and prior purpose is to improve the work-ing life of product in different severe environments.
The gel coat of introducing from Britain at first only has two kinds of No. 33 gel coats of adjacent benzene type and No. 34 gel coats of metaphenylene.The metaphenylene gel coat is that to adopt the metaphenylene unsaturated polyester resin be matrix resin, has high mechanical strength, high temperature resistant, erosion resistance and oxidation resistent susceptibility.Adjacent benzene type gel coat is that to adopt adjacent benzene type unsaturated polyester resin be matrix resin, has the characteristic such as weather-proof, water-fast, shock-resistant preferably, the glass fiber reinforced plastics product that is applicable to have relatively high expectations.When this two classes gel coat is applied to product take yacht as representative, just occur in a short period of time fading, turning to be yellow and the phenomenon such as the silk that whitens.Owing to lacking suitable gel coat matrix resin, cause gel coat to be difficult to be used widely in the product that water tolerance is had high requirement.
Chinese invention patent ZL97123272.5 discloses a kind of gel coating resin for ship, consist of matrix resin by adipic acid type, neopentyl glycol type, three kinds of resins of metaphenylene, consist of filler component by silicon carbide, single alundum, three kinds of different grain size wear resistant fillers of glass-cermic powder, adopting the active silica component is thixotropic agent, stablizer.Wherein, hexylene glycol type unsaturated polyester resin 9%-14%, neopentyl glycol type unsaturated polyester resin 10%-24%, metaphenylene unsaturated polyester vinegar resin 61%-70%, silicon carbide 0.30%-0.65%, single alundum 1.6%-3.0%, glass-cermic powder 0.85%-1.25% and active silica 1.8%-2.5%.Make gel coating resin resistance to corrosion seawater and wear resistance and obviously be better than common gel coating resin.
Chinese invention patent ZL200510089955.X discloses a kind of gel coating resin, is comprised of matrix resin, thixotropic agent and liquid auxiliary agent.Matrix resin is that unsaturated polyester (adjacent benzene type, metaphenylene, adjacent benzene-neopentyl glycol type, isophthalic-neopentyl glycol type or vinyl ester type unsaturated polyester) is dissolved in vinylbenzene, the aerosil that adds again powdery is thixotropic agent, the weight-average molecular weight 2000-4000 that forms, molecular weight distributing index is 1.05 to 2.5, the viscosity of matrix resin is 300Pas-1500mPas, and fineness is the unsaturated polyester resin of the liquid state of 5 μ m-30 μ m.
These at present in premium quality product widely used gel coating resin be substantially all matrix resin based on isophthalic neopentyl glycol kind polyester, though the life-span of use can extend at least 50% than No. 34 isophthalic gel coats, but still can not effectively satisfy the service requirements of product.
Summary of the invention
One object of the present invention is to provide a kind of high water-fast gel coat matrix resin, adds 2,2,4-trimethylammonium-1 in the monomer of various synthetic unsaturated polyesters again, and 3-pentanediol (TMPD) is to improve the water resistance of gained vibrin.
Another object of the present invention is to provide the preparation method of a kind of high water-fast gel coat with matrix resin, is heated easily from the defective of cyclisation to overcome TMPD, and the synthetic of unsaturated polyester resin carried out.
Unsaturated polyester resin (Unsaturated Polyester Resin, UPR) is that the linear macromolecule that dibasic alcohol, monounsaturated dicarboxylic acid acid anhydride or monounsaturated dicarboxylic acid, unsaturated dicarboxylic acid anhydride or unsaturated dibasic acid melt phase polycondensation form is dissolved in a kind of liquid form mixt with reactive behavior that forms in vinyl monomer.
Dibasic alcohol is preferentially selected carbonatoms C1-C6 dibasic alcohol, as: but be not limited only to propylene glycol, ethylene glycol, Diethylene Glycol, triethylene glycol, dipropylene glycol, neopentyl glycol and 2,2,4-trimethylammonium-1, one or more of 3-pentanediol.In unsaturated polyester resin of the present invention, the consumption of dibasic alcohol is the 317-344 weight part, preferentially selects two kinds of pure 322-338 weight parts, more preferably 326-332 weight parts.
The monounsaturated dicarboxylic acid acid anhydride is preferentially selected Tetra hydro Phthalic anhydride.In unsaturated polyester resin of the present invention, the consumption of monounsaturated dicarboxylic acid acid anhydride is the 187-204 weight part, preferentially selects the 190-200 weight part, more preferably the 193-197 weight part.
Monounsaturated dicarboxylic acid is preferentially selected the diprotic acid of carbonatoms C1-C10, as: but be not limited only to one or more of m-phthalic acid, terephthalic acid, hexanodioic acid and succinic acid.In unsaturated polyester resin of the present invention, the consumption of monounsaturated dicarboxylic acid is the 211-240 weight part, preferentially selects the 217-232 weight part, more preferably the 219-222 weight part.
Unsaturated dicarboxylic acid anhydride is preferentially selected MALEIC ANHYDRIDE.In unsaturated polyester resin of the present invention, the consumption of unsaturated dicarboxylic acid anhydride is the 187-204 weight part, preferentially selects the 190-200 weight part, more preferably the 193-197 weight part.
Unsaturated dibasic acid is preferentially selected FUMARIC ACID TECH GRADE.In unsaturated polyester resin of the present invention, the consumption of unsaturated dicarboxylic acid anhydride is the 211-240 weight part, preferentially selects the 217-232 weight part, more preferably the 219-222 weight part.
Vinyl monomer is selected vinylbenzene.In unsaturated polyester resin of the present invention, the vinyl monomer consumption is the 297-320 weight part, preferentially selects the 300-312 weight part, more preferably the 305-311 weight part.
A kind of high water-fast gel coat matrix resin provided by the invention is unsaturated polyester resin, and dibasic alcohol used comprises that weight part is 2,2 of 122-136,4-trimethylammonium-1, and 3-pentanediol monomer is preferentially selected the 124-132 weight part, more preferably the 128-132 weight part.2,2,4-trimethylammonium-1; have a plurality of methyl in 3-pentanediol molecular structure, the ehter bond that makes reaction generate can well be protected, and the polar material that is not easy to be subject in environment affects and ruptures; also reduce widely the water-retaining capacity of ehter bond, thereby given resin with thermotolerance and water resisting property.
The high water-fast gel coat matrix resin of another kind provided by the invention, by weight, comprise 317-344 part dibasic alcohol, 211-240 part monounsaturated dicarboxylic acid, 187-204 part unsaturated dicarboxylic acid anhydride and 330-354 part vinyl monomer, dibasic alcohol comprises that weight part is 2 of 122-136,2,4-trimethylammonium-1, the 3-pentanediol.
The high water-fast gel coat matrix resin of another kind provided by the invention, by weight, comprise 195-208 part propylene glycol, 122-136 part 2,2,4-trimethylammonium-1,3-pentanediol, 211-240 part monounsaturated dicarboxylic acid, 187-204 part unsaturated dicarboxylic acid anhydride and 330-354 part vinyl monomer.
The high water-fast gel coat matrix resin of another kind provided by the invention, by weight, comprise 198-206 part propylene glycol, 122-136 part 2,2,4-trimethylammonium-1,3-pentanediol, 211-240 part monounsaturated dicarboxylic acid, 187-204 part unsaturated dicarboxylic acid anhydride and 330-354 part vinyl monomer.
The high water-fast gel coat matrix resin of another kind provided by the invention, by weight, comprise 198-200 part propylene glycol, 122-136 part 2,2,4-trimethylammonium-1,3-pentanediol, 211-240 part monounsaturated dicarboxylic acid, 187-204 part unsaturated dicarboxylic acid anhydride and 330-354 part vinyl monomer.
Producing in process of unsaturated polyester resin can see having oily matter and water together to overflow when reaction system is heated to more than 180 ℃, the total amount of institute's water outlet also far away higher than the calculated value of theory, can not normally carry out by reaction.Tracing it to its cause is because TMPD at high temperature not only occurs from etherificate, and the etherification reaction that also occurs with other dibasic alcohol generates a large amount of water, also makes due to lower boiling ether and water formation azeotropic.The problem that occurs in reaction process for overcoming TMPD, so that reaction is normally carried out, the high water-fast gel coat matrix resin of the present invention also adds neutralizing agent, as: but be not limited only to Monoethanolamine MEA BASF, diethanolamine and trolamine etc., effectively to avoid with TMPD, etherification reaction occuring.The consumption of neutralizing agent is the 0.20-0.40 weight part, preferentially selects the 0.23-0.35 weight part, more preferably the 0.25-0.30 weight part.
Various unsaturated polyester resin provided by the invention, those skilled in the art can make by polymerization procedure or method commonly used according to textbook, laboratory manual or the guidance of open source literature (Chinese invention patent application 201010217653.7).but for the molecular weight control that makes the gained resin comparatively even, and can guarantee that resin one end is with carboxyl, the preparation method that the present invention adopts is as follows: with dibasic alcohol, monounsaturated dicarboxylic acid acid anhydride or monounsaturated dicarboxylic acid, and neutralizing agent adds in reaction vessel, stirring is warming up to water outlet, control is heated up in a steamer a temperature and is no more than 101 ℃, temperature of reaction is no more than 210 ℃, until acid number is at 20-30mgKOH/g, after cooling to 160 ℃, add unsaturated dicarboxylic acid anhydride or unsaturated dibasic acid, continue to heat up, control is heated up in a steamer a temperature below 103 ℃, temperature of reaction is below 200 ℃, until the reactant acid number is at 22-26mgKOH/g, the cone-plate viscosity of polyester is at 800-1000cP (150 ℃), after cooling to 180 ℃, after adding appropriate stopper (as: 0.03wt%-0.05wt% quinhydrones), reactant is stirred in the container that enters to have styrene solution, during dilution, the temperature of resin should not be over 90 ℃.According to the actual needs, the adjustment of various reaction times, temperature and terminal point is also belonged to the general operation technical ability that those of ordinary skills should possess, the adjustment of its concrete steps, reaction conditions and consumption also is within the scope of the present invention.
All kinds of various unsaturated polyester resins that the present invention is made are as matrix resin, then are equipped with various pigment and auxiliary agent etc. and make gel coating resin, the product that can have relatively high expectations to water tolerance and thermotolerance, as: the surface such as sanitary bath equipment and yacht makes gel coat.The preparation of gel coating resin belongs to the general technical ability that this area common technique personnel should possess, and also can prepare according to the guidance of " coatings industry (third edition) " (coating process editorial committee compile, Chemical Industry Press, 1997) book.The tinting pigment that uses as: but be not limited only to titanium dioxide, carbon black, iron oxide red, iron oxide yellow and phthalocyanine blue etc.; The pigment extender that uses as: but be not limited only to, barium sulfate, talcum powder, kaolin and mica powder etc., these pigment can use individually or simultaneously.
Adding aerosil in all kinds of unsaturated polyester resins provided by the invention is thixotropic agent, the thixotropy of the resin that can increase sharply, thus improve the quality of gel coat.
Unsaturated polyester resin provided by the invention, the auxiliary agent that also can add comprises that flow agent (as: but is not limited only to, polyurethanes, modified organic silicon, esters of acrylic acid and fluoropolymer etc.), wetting dispersing agent and anti-settling agent (as: organobentonite) etc., these auxiliary agent kinds of enumerating and concrete material can use individually or simultaneously.
Term involved in the present invention is identical with its general concept.
Described " carbonatoms C1-C6 " and " carbonatoms C1-C10 " refer to carbon atom number contained in compound or monomer molecule, because carbon atom can't exist with the form of mark, for this reason, be appreciated that a kind of expression-form of simple breviary, as: when carbonatoms was 1,2,3,4 or 5, we were expressed as carbonatoms C1-C5 or C1-C5.
The beneficial effect that technical solution of the present invention realizes:
Height provided by the invention is water-fast gel coat matrix resin; add again 2 in the dibasic alcohol monomer of synthetic unsaturated polyester; 2; 4-trimethylammonium-1, the 3-pentanediol utilizes and has a plurality of methyl in its molecular structure; the ehter bond that reaction is generated can well be protected; be not easy to be subject to the polar material impact in environment and rupture, also having reduced widely the water-retaining capacity of ehter bond, thereby given resin with thermotolerance.Also preferentially select m-phthalic acid with synthetic unsaturated polyester resin, further improve heat-resisting energy and the water resisting property of resin to utilize its good heat impedance and moisture resistance.In addition, the present invention adopts the mode that adds simultaneously neutralizing agent in building-up process, has solved 2,2,4-trimethylammonium-1, and the 3-pentanediol at high temperature is easy to occur etherificate, and the defective that the impact reaction is carried out.
The present invention adopted for two steps produced the method for unsaturated polyester resin, to obtain molecular weight control resin comparatively uniformly, and guarantee resin one end with carboxyl, so that when producing colored gel coat afterwards, the existence of carboxyl can improve the dispersiveness of tinting pigment and improve the stability of gel coat.To make resin as matrix resin, the thermotolerance of gel coating resin and water resisting property are significantly improved.
Embodiment
Below describe technical scheme of the present invention in detail.The embodiment of the present invention is only unrestricted in order to technical scheme of the present invention to be described, although with reference to preferred embodiment, the present invention is had been described in detail, those of ordinary skill in the art is to be understood that, can modify or be equal to replacement the technical scheme of invention, and not breaking away from the spirit and scope of technical solution of the present invention, it all should be encompassed in claim scope of the present invention.
If the present invention's reagent used does not clearly indicate, all available from Sigma-aldrich (Sigma-Aldrich).
Embodiment 1
With 195 gram propylene glycol, 122 grams 2,2,4-trimethylammonium-1,3-pentanediol, 211 gram m-phthalic acids and 0.20-0.40 gram trolamine add in the 1000ml four-hole bottle; Stirring is warming up to water outlet, and control is heated up in a steamer a temperature and is no more than 101 ℃, and temperature of reaction is no more than 210 ℃, until acid number is at 20-30mgKOH/g; After cooling to 160 ℃, add 187 gram cis-butenedioic anhydrides; Continue to heat up, control and heat up in a steamer a temperature below 103 ℃, temperature of reaction is under 200 ℃, until the reactant acid number is at 22-26mgKOH/g, the cone-plate viscosity of polyester is at 800-1000mPa.s (150 ℃, No. 3 rotors); After cooling to 180 ℃, add 0.4 gram quinhydrones, after 20 minutes with reactant in the container that enters to have vinylbenzene 297 grams; Stir, during dilution, the temperature of resin should not surpass 90 ℃, makes vinylbenzene produce the danger of polymerization to avoid excess Temperature.
Detect with regard to the gained unsaturated polyester resin, correlated results sees Table 1.
Table 1
Embodiment 2
With 198 gram propylene glycol, 124 grams 2,2,4-trimethylammonium-1,3-pentanediol, 217 gram m-phthalic acids and 0.23-0.35 gram trolamine add in the 1000ml four-hole bottle; Stirring is warming up to water outlet, and control is heated up in a steamer a temperature and is no more than 101 ℃, and temperature of reaction is no more than 210 ℃, until acid number is at 20-30mgKOH/g; After cooling to 160 ℃, add 190 gram cis-butenedioic anhydrides; Continue to heat up, control and heat up in a steamer a temperature below 103 ℃, temperature of reaction is under 200 ℃, until the reactant acid number is at 22-26mgKOH/g, the cone-plate viscosity of polyester is at 800-1000mPa.s (150 ℃, No. 3 rotors); After cooling to 180 ℃, add 0.4 gram quinhydrones, after 20 minutes with reactant in the container that enters to have vinylbenzene 302 grams; Stir, during dilution, the temperature of resin should not surpass 90 ℃, makes vinylbenzene produce the danger of polymerization to avoid excess Temperature.
Detect with regard to the gained unsaturated polyester resin, correlated results sees Table 2.
Table 2
Embodiment 3
With 200 gram propylene glycol, 132 grams 2,2,4-trimethylammonium-1,3-pentanediol, 222 gram m-phthalic acids and 0.25-0.30 gram trolamine add in the 1000ml four-hole bottle; Stirring is warming up to water outlet, and control is heated up in a steamer a temperature and is no more than 101 ℃, and temperature of reaction is no more than 210 ℃, until acid number is at 20-30mgKOH/g; After cooling to 160 ℃, add 197 gram cis-butenedioic anhydrides; Continue to heat up, control and heat up in a steamer a temperature below 103 ℃, temperature of reaction is under 200 ℃, until the reactant acid number is at 22-26mgKOH/g, the cone-plate viscosity of polyester is at 800-1000mPa.s (150 ℃, No. 3 rotors); After cooling to 180 ℃, add 0.4 gram quinhydrones, after 20 minutes with reactant to entering to have in vinylbenzene 310 gram containers; Stir, during dilution, the temperature of resin should not surpass 90 ℃, makes vinylbenzene produce the danger of polymerization to avoid excess Temperature.。
Detect with regard to the gained unsaturated polyester resin, correlated results sees Table 3.
Table 3
Claims (10)
1. one kind high water-fast gel coat matrix resin, be unsaturated polyester resin, it is characterized in that comprising that weight part is 2,2 of 122-136,4-trimethylammonium-1,3-pentanediol monomer.
2. one kind high water-fast gel coat matrix resin, by weight, it is characterized in that comprising 317-344 part dibasic alcohol, 211-240 part monounsaturated dicarboxylic acid, 187-204 part unsaturated dicarboxylic acid anhydride and 297-320 part vinyl monomer, described dibasic alcohol comprises 122-136 part 2,2,4-trimethylammonium-1, the 3-pentanediol.
3. the water-fast gel coat matrix resin of height according to claim 2, is characterized in that described dibasic alcohol also comprises one or more of propylene glycol, ethylene glycol, Diethylene Glycol, triethylene glycol, dipropylene glycol and neopentyl glycol.
4. the water-fast gel coat matrix resin of height according to claim 2, is characterized in that described monounsaturated dicarboxylic acid is selected from one or more of m-phthalic acid, terephthalic acid, hexanodioic acid and succinic acid.
5. the water-fast gel coat matrix resin of height according to claim 2, is characterized in that described unsaturated dicarboxylic acid anhydride is MALEIC ANHYDRIDE.
6. the water-fast gel coat matrix resin of height according to claim 2, characterized by further comprising 0.20-0.40 weight part neutralizing agent.
7. the water-fast gel coat matrix resin of height according to claim 6, is characterized in that described neutralizing agent is one or more of Monoethanolamine MEA BASF, diethanolamine and trolamine.
8. one kind high water-fast gel coat matrix resin, by weight, it is characterized in that comprising 195-208 part propylene glycol, 122-136 part 2,2,4-trimethylammonium-1,3-pentanediol, 211-240 part m-phthalic acid, 187-204 part MALEIC ANHYDRIDE, 297-320 part vinylbenzene and 0.20-0.40 part neutralizing agent, described neutralizing agent is selected from one or more of Monoethanolamine MEA BASF, diethanolamine and trolamine.
9. the water-fast gel coat matrix resin of height according to claim 8, it is characterized in that described 2,2,4-trimethylammonium-1,3-pentanediol consumption is 124-132 part.
10. one kind high water-fast gel coat is with the preparation method of matrix resin, and its step is as follows:
with dibasic alcohol, monounsaturated dicarboxylic acid, and neutralizing agent adds in reaction vessel, stirring is warming up to water outlet, control is heated up in a steamer a temperature and is no more than 101 ℃, temperature of reaction is no more than 210 ℃, until acid number is at 20-30mgKOH/g, after cooling to 160 ℃, add unsaturated dicarboxylic acid anhydride, continue to heat up, control is heated up in a steamer a temperature below 103 ℃, temperature of reaction is below 200 ℃, until the reactant acid number is at 22-26mgKOH/g, the cone-plate viscosity that polyester is 150 ℃ is 800-1000cP, after cooling to 180 ℃, after adding appropriate stopper, reactant is stirred in the container that enters to have styrene solution, during dilution, the temperature of resin is lower than 90 ℃.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103554451A (en) * | 2013-10-25 | 2014-02-05 | 滁州市全丰物资有限公司 | Anti-sunshine waterproof polyester resin and production process thereof |
| CN103588967A (en) * | 2013-10-25 | 2014-02-19 | 滁州市全丰物资有限公司 | Production technology for mixed type polyester resin |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1104345A (en) * | 1964-05-20 | 1968-02-21 | Eastman Kodak Co | Unsaturated polyesters, the preparation thereof, and compositions containing them |
| CN101523389A (en) * | 2006-10-02 | 2009-09-02 | 索尼爱立信移动通讯股份有限公司 | Method for storing and accessing data |
-
2011
- 2011-12-21 CN CN2011104319652A patent/CN103172992A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1104345A (en) * | 1964-05-20 | 1968-02-21 | Eastman Kodak Co | Unsaturated polyesters, the preparation thereof, and compositions containing them |
| CN101523389A (en) * | 2006-10-02 | 2009-09-02 | 索尼爱立信移动通讯股份有限公司 | Method for storing and accessing data |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103554451A (en) * | 2013-10-25 | 2014-02-05 | 滁州市全丰物资有限公司 | Anti-sunshine waterproof polyester resin and production process thereof |
| CN103588967A (en) * | 2013-10-25 | 2014-02-19 | 滁州市全丰物资有限公司 | Production technology for mixed type polyester resin |
| CN103588967B (en) * | 2013-10-25 | 2016-01-20 | 滁州市全丰物资有限公司 | A kind of production technique of mixed polyester resin |
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Application publication date: 20130626 |