CN107118353A - A kind of water-soluble polyester imide resin and preparation method thereof - Google Patents
A kind of water-soluble polyester imide resin and preparation method thereof Download PDFInfo
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- CN107118353A CN107118353A CN201710353216.XA CN201710353216A CN107118353A CN 107118353 A CN107118353 A CN 107118353A CN 201710353216 A CN201710353216 A CN 201710353216A CN 107118353 A CN107118353 A CN 107118353A
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- Prior art keywords
- water
- resin
- imide resin
- soluble polyester
- polyester imide
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- 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
- C08G81/00—Macromolecular compounds obtained by interreacting polymers in the absence of monomers, e.g. block polymers
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- 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
- C09D187/00—Coating compositions based on unspecified macromolecular compounds, obtained otherwise than by polymerisation reactions only involving unsaturated carbon-to-carbon bonds
Abstract
The present invention relates to a kind of water-soluble polyester imide resin and preparation method thereof, the polyester imine resin of end carboxyl is prepared using polyalcohol and polyacid, again salt is neutralized into amine, obtain water-soluble carboxylic acid type modified poly ester imide resin, water-soluble polyester imide resin prepared by this method can be equably soluble in water, and paint film prepared by the water-soluble impregnating varnish containing the resin has excellent heat resistance, water resistance and electromechanical properties.
Description
Technical field
The invention belongs to organic chemical industry's macromolecular material field, and in particular to a kind of water-soluble polyester imide resin and its system
Preparation Method.
Background technology
In recent years, with the fast development of domestic electric machine electrical equipment industry, advocating the epoch of environmental emission reduction, solvent-borne type insulation
It is most organic molten when to coil impregnation process and baking and curing containing a large amount of poisonous and hazardous benzene class organic solvents in paint
Agent is all directly discharged in air, causes serious environmental pollution；And there is very big potential safety hazard in use, no
Meet the requirement of environmental regulation, using being above restricted, therefore, water-soluble insulated resin of the exploitation using water as solvent is that have very much
It is necessary.
The content of the invention
For the deficiencies in the prior art, it is an object of the invention to provide one kind with water come instead of conventional insulator paint
In organic solvent, the water-soluble polyester imines and preparation method thereof of environmental protection.
Polyester-imide is a kind of fire resistant resin of high comprehensive performance, retains one in polyester imine resin building-up process
The carboxyl of fixed number amount, as hydrophilic radical, then neutralizes into organic amine the polyester-imide tree that salt is obtained with good aqueous solubility
Fat, contains substantial amounts of hydroxyl and carboxyl on polyester-imide strand, can carry out condensation reaction with amino resins, polyester-imide is solid
Compound has good mechanical property, solvent resistance and good electrical insulation properties.
To achieve these goals, the present invention is adopted the following technical scheme that：
A kind of water-soluble polyester imide resin, the water-soluble polyester imide resin raw material includes following components：Inclined benzene three
Acid anhydrides, binary acid, dihydric alcohol, trihydroxylic alcohol and diamines.
The raw material is constituted by following parts by weight：80~100 parts of trimellitic anhydride, 50~80 parts of binary acid, dihydric alcohol 80
~120 parts, 20~50 parts of trihydroxylic alcohol, 25~50 parts of diamines.
Optionally, the binary acid is one or both of M-phthalic acid and terephthalic acid (TPA) mixture.
Optionally, described dihydric alcohol be one or both of neopentyl glycol, ethylene glycol, propane diols and butanediol with
On；Described trihydroxylic alcohol is heat-resistant monomer three (2- ethoxys) chlorinated isocyanurates.
Optionally, the diamines is one kind in MDA and diaminodiphenyl ether.
A kind of preparation method of water-soluble polyester imide resin, using the composition of raw materials of the water-soluble polyester imide resin as
Benchmark, comprises the following steps：
Step one：According to catalyst is added in the mixture with direction binary acid, dihydric alcohol and trihydroxylic alcohol, reaction bulb is put into
Middle mixed melting；
Step 2：Dimethylbenzene is added into mixed melting liquid, is heated up, backflow；
Step 3：Continue to heat up, when to acid number being 7~10mgKOH/g, start cooling, input diamines and trimellitic anhydride,
Heating, when reaching 40~70mgKOH/g to acid number, decompression removes residual solvent, obtains polyester resin；
Step 4：Cosolvent is added, the polyester resin that dilution step four is obtained, after after resin cooling, adds aqueous amino
Resin, adjusts pH with nertralizer, that is, obtains water miscible polyester-imide.
Specifically, described catalyst is positive butyl titanate.
Optionally, described cosolvent is butyl glycol ether, propylene glycol monomethyl ether, butanol, ethylene glycol monomethyl ether and propane diols fourth
It is more than one or both of ether.
Optionally, the nertralizer is mixing more than one or both of monoethanolamine, ammoniacal liquor and dimethylethanolamine
Thing.
Optionally, described water-compatible amino resin is in methyl-etherified melmac, butyl ether melmac zoguanamine resin
It is a kind of.
Compared with prior art, beneficial has the technical effect that the present invention：
The water-soluble polyester imide resin of the present invention has the characteristics of high temperature resistant, energy-conserving and environment-protective, the letter of this preparation method technique
It is single, it is easy to operate, it is easy to industrialize, there is preferable practical value.
Embodiment
Below by embodiment, the present invention is further described.
Embodiment 1：
By neopentyl glycol 90g, propane diols 21g, three (2- ethoxys) chlorinated isocyanurates 27g, M-phthalic acid 60g and titanic
Acid butyl ester 0.5g is added in reaction bulb, is started to warm up to material and is melted, and starts stirring；200 DEG C are continuously heating to, and is maintained at this
At a temperature of reacted, to material system become clarify, acid number be less than 10mgKOH/g after cool；When temperature is down to 160 DEG C, plus
Enter trimellitic anhydride 80g, MDA 30g, be continuously heating to 200 DEG C, and be kept at this temperature and reacted, extremely
When acid number is 60mgKOH/g, vacuumize, residual solvent, cooling are extracted in decompression out；When temperature is down to 150 DEG C, 125g second two is added
Alcohol butyl ether, treats that resin drops to less than 60 DEG C, adds water-compatible amino resin methyl-etherified melmac 28g, use nertralizer ethanol
Amine 25g regulations pH is 7.0~9.0, that is, obtains water-soluble polyester imide resin.The water-soluble resin is solid content 70% or so
Thick transparency liquid.
Embodiment 2：
By neopentyl glycol 50g, propane diols 45g, three (2- ethoxys) chlorinated isocyanurates 35g, terephthalic acid (TPA) 60g and titanic
Acid butyl ester 0.5g is added in reaction bulb, is started to warm up to material and is melted, and starts stirring；200 DEG C are continuously heating to, and is maintained at this
At a temperature of reacted, to material system become clarify, acid number be less than 10mgKOH/g after cool；When temperature is down to 160 DEG C, plus
Enter trimellitic anhydride 100g, MDA 40g, be continuously heating to 200 DEG C, and be kept at this temperature and reacted,
To acid number be 60mgKOH/g when, vacuumize, decompression extract out residual solvent, cooling；When temperature is down to 150 DEG C, ethylene glycol is added
Butyl ether 140g, treats that temperature drops to less than 60 DEG C, water-compatible amino resin methyl-etherified melmac 33g is added, with nertralizer two
Methylethanolamine 25g regulations pH is 7.0~9.0, that is, obtains water-soluble polyester imide resin.The water-soluble resin is solid content
70% or so thick transparency liquid.
Embodiment 3：
By neopentyl glycol 50g, ethylene glycol 45g, three (2- ethoxys) chlorinated isocyanurates 35g, terephthalic acid (TPA) 30g, isophthalic
Dioctyl phthalate 30g and positive butyl titanate 0.5g is added in reaction bulb, is started to warm up to material and is melted, and starts stirring；It is continuously heating to
200 DEG C, and be kept at this temperature and reacted, become to material system and clarify, acid number, which is less than after 10mgKOH/g, to cool；Work as temperature
When degree is down to 160 DEG C, trimellitic anhydride 100g, MDA 40g are added, 200 DEG C are continuously heating to, and be maintained at this
At a temperature of reacted, to acid number be 60mgKOH/g when, vacuumize, decompression extract out residual solvent, cooling；When temperature is down to 150
DEG C when, add butyl glycol ether 70g, ethylene glycol monomethyl ether 70g, treat that temperature drops to less than 60 DEG C, addition water-compatible amino resin butyl ether
Change melmac 29.5g, be 7.0~9.0 with nertralizer dimethylethanolamine 25g regulations pH, that is, obtain water-soluble polyester
Imide resin.The water-soluble resin is the thick transparency liquid of solid content 70% or so.
Embodiment 4：
By neopentyl glycol 50g, butanediol 45g, three (2- ethoxys) chlorinated isocyanurates 45g, terephthalic acid (TPA) 30g, isophthalic
Dioctyl phthalate 30g and positive butyl titanate 0.5g is added in reaction bulb, is started to warm up to material and is melted, and starts stirring；It is continuously heating to
200 DEG C, and be kept at this temperature and reacted, become to material system and clarify, acid number, which is less than after 10mgKOH/g, to cool；Work as temperature
When degree is down to 160 DEG C, trimellitic anhydride 80g, MDA 30g are added, 200 DEG C are continuously heating to, and be maintained at this
At a temperature of reacted, to acid number be 60mgKOH/g when, vacuumize, decompression extract out residual solvent, cooling；When temperature is down to 150
DEG C when, add 140g butyl glycol ethers, treat that temperature drops to less than 60 DEG C, addition water-compatible amino resin butyl ether melmac zoguanamine resin
26.5g, is 7.0~9.0 with nertralizer ammoniacal liquor 25g regulations pH, that is, obtains water-soluble polyester imide resin.The water-soluble resin is
The thick transparency liquid of solid content 70% or so.
Embodiment 5：
By neopentyl glycol 50g, ethylene glycol 45g, three (2- ethoxys) chlorinated isocyanurates 35g, terephthalic acid (TPA) 40g, isophthalic
Dioctyl phthalate 30g and positive butyl titanate 0.5g is added in reaction bulb, is started to warm up to material and is melted, and starts stirring；It is continuously heating to
200 DEG C, and be kept at this temperature and reacted, become to material system and clarify, acid number, which is less than after 10mgKOH/g, to cool；Work as temperature
When degree is down to 160 DEG C, trimellitic anhydride 100g, diaminodiphenyl ether 40g are added, 200 DEG C are continuously heating to, and be maintained at the temperature
Degree is lower to be reacted, and when to acid number being 60mgKOH/g, is vacuumized, residual solvent, cooling are extracted in decompression out；When temperature is down to 150 DEG C
When, 100g propandiol butyl ethers, butanol 45g are added, treats that temperature drops to less than 60 DEG C, adds water-compatible amino resin fourth etherified melamine
Polyimide resin 30.5g, is 7.0~9.0 with nertralizer dimethylethanolamine 25g regulations pH, that is, obtains water-soluble polyester imide resin.
The water-soluble resin is the thick transparency liquid of solid content 70% or so.
Embodiment 6：
By propane diols 70g, ethylene glycol 45g, three (2- ethoxys) chlorinated isocyanurates 50g, terephthalic acid (TPA) 40g, isophthalic two
Formic acid 30g and positive butyl titanate 0.5g is added in reaction bulb, is started to warm up to material and is melted, and starts stirring；It is continuously heating to 200
DEG C, and be kept at this temperature and reacted, become to material system and clarify, acid number, which is less than after 10mgKOH/g, to cool；When temperature drop
During to 160 DEG C, trimellitic anhydride 90g, diaminodiphenyl ether 35g are added, 200 DEG C are continuously heating to, and be kept at this temperature
Reacted, to acid number be 60mgKOH/g when, vacuumize, decompression extract out residual solvent, cooling；When temperature is down to 150 DEG C,
100g butyl glycol ethers, ethylene glycol monomethyl ether 55g are added, treats that temperature drops to less than 60 DEG C, adds water-compatible amino resin butyl etherization three
Cymel 31.0g, is 7.0~9.0 with nertralizer dimethylethanolamine 25g regulations pH, that is, obtains water-soluble polyester imines
Resin.The water-soluble resin is the thick transparency liquid of solid content 70% or so.
Comparative example：
By propane diols 70g, ethylene glycol 45g, three (2- ethoxys) chlorinated isocyanurates 50g, phthalic anhydride 70g and titanic
Acid butyl ester 0.5g is added in reaction bulb, is started to warm up to material and is melted, and starts stirring；200 DEG C are continuously heating to, and is maintained at this
At a temperature of reacted, to material system become clarify, acid number be less than 10mgKOH/g after cool；When temperature is down to 160 DEG C, plus
Enter trimellitic anhydride 90g, diaminodiphenyl ether 35g, be continuously heating to 200 DEG C, and be kept at this temperature and reacted, to acid
It is worth and is
During 60mgKOH/g, vacuumize, residual solvent, cooling are extracted in decompression out；When temperature is down to 150 DEG C, 100g second is added
Glycol butyl ether, ethylene glycol monomethyl ether 55g, treat that temperature drops to less than 60 DEG C, add water-compatible amino resin butyl ether melmac zoguanamine resin
31.0g, is 7.0~9.0 with nertralizer dimethylethanolamine 25g regulations pH, that is, obtains water-soluble polyester imide resin.This is water-soluble
Property resin be solid content 70% or so thick transparency liquid.
It is 30% to be diluted to solid content to embodiments above plus deionized water, carries out performance detection.As a result such as following table
1：
Table 1
From upper table 1, the polyester imine resin with more carboxyl functional group prepared using the present invention neutralizes into salt
Solution afterwards has good water-soluble, and thus obtained polyester-imide impregnating resin can improve plant operating conditions,
And be conducive to environmental protection.It should be noted that the above embodiments are merely illustrative of the technical solutions of the present invention, rather than to this hair
The limitation of bright protection domain, although embodiment is explained in detail to the present invention, it will be understood by those of skill in the art that can be with
Technical scheme is modified or equivalent substitution, without departing from the spirit and scope of technical solution of the present invention.
Claims (10)
1. a kind of water-soluble polyester imide resin, it is characterised in that：The water-soluble polyester imide resin raw material is included with the following group
Point：Trimellitic anhydride, binary acid, dihydric alcohol, trihydroxylic alcohol and diamines.
2. water-soluble polyester imide resin as claimed in claim 1, it is characterised in that：The raw material presses following parts by weight group
Into：80~100 parts of trimellitic anhydride, 50~80 parts of binary acid, 80~120 parts of dihydric alcohol, 20~50 parts of trihydroxylic alcohol, diamines 25~
50 parts.
3. water-soluble polyester imide resin as claimed in claim 1, it is characterised in that：The binary acid be M-phthalic acid and
One or both of terephthalic acid (TPA) mixture.
4. water-soluble polyester imide resin as claimed in claim 1, it is characterised in that：Dihydric alcohol described in the binary is new
It is more than one or both of pentanediol, ethylene glycol, propane diols and butanediol；Described trihydroxylic alcohol is (the 2- hydroxyls of heat-resistant monomer three
Ethyl) chlorinated isocyanurates.
5. water-soluble polyester imide resin as claimed in claim 1, it is characterised in that：The diamines is MDA
With one kind in diaminodiphenyl ether.
6. a kind of preparation method of water-soluble polyester imide resin, it is characterised in that：This method uses such as claim 1 to 5 times
Water-soluble polyester imide resin composition of raw materials described in one claim, comprises the following steps：
Step one：Mixed according to being added in the mixture with direction binary acid, dihydric alcohol and trihydroxylic alcohol in catalyst, input reaction bulb
Close melting；
Step 2：Dimethylbenzene is added into mixed melting liquid, is heated up, backflow；
Step 3：Continue to heat up, when to acid number being 7~10mgKOH/g, start cooling, input diamines and trimellitic anhydride rises
Temperature, when reaching 40~70mgKOH/g to acid number, decompression removes residual solvent, obtains polyester resin；
Step 4：Cosolvent is added, the polyester resin that dilution step four is obtained, after after resin cooling, adds water-compatible amino resin,
PH is adjusted with nertralizer, that is, obtains water miscible polyester-imide.
7. the preparation method of water-soluble polyester imide resin as claimed in claim 6, it is characterised in that：Described catalyst is
Positive butyl titanate.
8. the preparation method of water-soluble polyester imide resin as claimed in claim 6, it is characterised in that：Described cosolvent is
It is more than one or both of butyl glycol ether, propylene glycol monomethyl ether, butanol, ethylene glycol monomethyl ether and propandiol butyl ether.
9. the preparation method of water-soluble polyester imide resin as claimed in claim 6, it is characterised in that：The nertralizer is second
Mixture more than one or both of hydramine, ammoniacal liquor and dimethylethanolamine.
10. the preparation method of water-soluble polyester imide resin as claimed in claim 6, it is characterised in that：Described aqueous ammonia
Base resin is one kind in methyl-etherified melmac, butyl ether melmac zoguanamine resin.
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| CN2017100252078 | 2017-01-13 | ||
| CN201710025207 | 2017-01-13 |
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Cited By (3)
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| CN108102367A (en) * | 2018-01-15 | 2018-06-01 | 苏州巨峰电气绝缘系统股份有限公司 | A kind of high heat conduction environment-friendly type polyester imines trickle resin and its preparation method and application |
| CN109385204A (en) * | 2018-10-12 | 2019-02-26 | 湖北长海新能源科技有限公司 | A kind of water-soluble polyester acid imide insulated paint and preparation method thereof |
| CN112760009A (en) * | 2021-01-20 | 2021-05-07 | 徐松波 | Flame-retardant epoxy coating and preparation method thereof |
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| CN108102367A (en) * | 2018-01-15 | 2018-06-01 | 苏州巨峰电气绝缘系统股份有限公司 | A kind of high heat conduction environment-friendly type polyester imines trickle resin and its preparation method and application |
| CN109385204A (en) * | 2018-10-12 | 2019-02-26 | 湖北长海新能源科技有限公司 | A kind of water-soluble polyester acid imide insulated paint and preparation method thereof |
| CN112760009A (en) * | 2021-01-20 | 2021-05-07 | 徐松波 | Flame-retardant epoxy coating and preparation method thereof |
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