CN105175684A - Preparation method of polyalkenyl-terminated UV curing prepolymer - Google Patents
Preparation method of polyalkenyl-terminated UV curing prepolymer Download PDFInfo
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- CN105175684A CN105175684A CN201410268184.XA CN201410268184A CN105175684A CN 105175684 A CN105175684 A CN 105175684A CN 201410268184 A CN201410268184 A CN 201410268184A CN 105175684 A CN105175684 A CN 105175684A
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Abstract
The invention relates to a preparation method of a polyalkenyl-terminated UV curing prepolymer, and belongs to the field of light curing coatings. The preparation method comprises the following steps: reacting aliphatic polyisocyanate containing three or above three isocyanate groups with diol or polyol containing a terminal hydroxyl group under the action of a catalyst to obtain polyurethane polyol; and reacting the prepared polyurethane polyol with a monomer with one end containing an epoxy group, a hydroxyl group, a carboxyl group and an isocyanate group (-NCO), the other end containing a terminal alkenyl group and with the molecular being lower than 500 under the action of a catalyst to prepare the polyalkenyl-terminated UV curing prepolymer. The polyalkenyl-terminated UV curing prepolymer has the characteristics of high light curing activity, good adhesion, high hardness, good water resistance, good weatherability and wide market application prospect.
Description
Technical field
The present invention relates to the preparation method that a kind of polyenoid end group UV solidifies prepolymer, belong to photo-cured coating field.
Background technology
UV is coating material solidified is a kind of environmental type coating, has the advantages such as energy consumption is low, fugitive constituent is few, set time is short.UV is coating material solidified primarily of prepolymer, reactive monomer, light trigger and auxiliary agent composition, and wherein prepolymer is the main determining factor of product performance.Tradition UV solidifies prepolymer and mostly is linear structure, and active end group is few, set time is long, hardness is low, poor water resistance, weathering resistance are poor; Compared with the UV solidification prepolymer adopting the aliphatics isocyanate monomer such as isophorone diisocyanate (IPDI), hexamethylene diisocyanate (HDI), hexamethylene diisocyanate (HDI) tripolymer, hexamethylene diisocyanate polymer, isophorone diisocyanate trimer, isophorone diisocyanate polymer to obtain solidifies prepolymer with conventional fragrant race UV, there is the advantage such as color inhibition, good toughness.Aliphatics polyisocyanic acid polymer has compared with IPDI, HDI that active site is many, good stability, not volatile, low toxin, has wide market outlook in photo-cured coating field.
Summary of the invention
The present invention relates to the preparation method that a kind of polyenoid end group UV solidifies prepolymer, described preparation method comprises the steps: under the effect of catalyzer, and the aliphatic polyisocyante containing more than three or three isocyanate groups and the dibasic alcohol containing terminal hydroxyl or polyol reaction are obtained polyurethane-type polyvalent alcohol; Under catalyst action, by polyurethane polyol obtained above with simultaneously containing one end epoxide group, hydroxyl, carboxyl, isocyanate group (-NCO) and the other end have hold the molecular weight of thiazolinyl lower than 500 monomer carry out reacting obtained polyenoid end group UV and solidify prepolymer.
A kind of polyenoid end group UV solidifies prepolymer, it is characterized in that: the described aliphatic polybasic isocyanic ester containing more than three or three isocyanate groups is one or both mixtures in hexamethylene diisocyanate (HDI) tripolymer, hexamethylene diisocyanate (HDI) polymer, isophorone diisocyanate (IPDI) tripolymer, isophorone diisocyanate (IPDI) polymer.
A kind of polyenoid end group UV solidifies prepolymer, it is characterized in that: described dibasic alcohol containing terminal hydroxyl or polyvalent alcohol are one or both mixtures in diethanolamine (DEOA), polyoxyethylene glycol (PEG), polyoxypropyleneglycol (PPG), polycarbonate diol (PCDL), polytetrahydrofuran diol (PTHF), glycerine, TriMethylolPropane(TMP), tetramethylolmethane, Xylitol, sorbyl alcohol.
A kind of polyenoid end group UV solidifies prepolymer, it is characterized in that: described have epoxide group containing one end, hydroxyl, carboxyl, isocyanate group (-NCO) and the other end have end thiazolinyl molecular weight lower than 500 monomer be glycidyl methacrylate (GMA), Hydroxyethyl acrylate (HEA), Propylene glycol monoacrylate (HPA), Rocryl 410 (HPMA), hydroxyethyl methylacrylate (HEMA), one in pentaerythritol triacrylate (PETA), or by HEA, HPA, HPMA, HEMA, the obtained end group of PETA and IPDI reaction contains the one in half blocked polyurethane prepolymers of isocyanate groups (-NCO).
Embodiment
Following embodiment is in order to describe the present invention program in more detail, but the present invention is not limited to the scheme described by example.
Embodiment 1
In the dried and clean four-hole boiling flask that reflux condensing tube (band drying tube), thermometer, agitator and constant pressure funnel are housed, add 3.15g diethanolamine, add 1gN, dinethylformamide (DMF) solvent, 0.03g dibutyl tin laurate (DBTDL) catalyzer, be uniformly mixed, pass into dry N
2, be warming up to about 50 DEG C, in 0.5h, instill 5.10gHDI tripolymer by constant pressure funnel, then react 3h; Add 0.01g stopper 4-methoxyl group phenol, add 0.01g catalyzer triphenylphosphine, be progressively warming up to 110 DEG C, 8.47g glycidyl methacrylate (GMA) is instilled in 0.5h, keep temperature 110 DEG C, reaction 10h, namely obtained polyenoid end group UV solidifies prepolymer.
Embodiment 2
In the dried and clean four-hole boiling flask that reflux condensing tube (band drying tube), thermometer, agitator and constant pressure funnel are housed, add 3.15g diethanolamine, add 1gN, dinethylformamide (DMF) solvent, 0.03g dibutyl tin laurate (DBTDL) catalyzer, be uniformly mixed, pass into dry N
2, be warming up to about 50 DEG C, in 0.5h, instill 5.10gHDI tripolymer by constant pressure funnel, then react 3h; Add 0.01g stopper 4-methoxyl group phenol, add 0.01g catalyzer triphenylphosphine, be progressively warming up to 110 DEG C, in 0.5h, instill 7.11g Hydroxyethyl acrylate (HEA); Keep temperature 110 DEG C, reaction 10h, namely obtained polyenoid end group UV solidifies prepolymer.
Embodiment 3
In the dried and clean four-hole boiling flask that reflux condensing tube (band drying tube), thermometer, agitator and constant pressure funnel are housed, add 12.0g poly(oxyethylene glycol) 400, add 1gN, dinethylformamide (DMF) solvent, 0.03g dibutyl tin laurate (DBTDL) catalyzer, be uniformly mixed, pass into dry N
2, be warming up to 50 DEG C, in 0.5h, instill 5.10gHDI tripolymer by constant pressure funnel, then react 3h; Progressively be warming up to 75 DEG C, instill 10.24gHEA half end-blocking IPDI in 0.5h, keep temperature 75 DEG C, reaction 2h, namely obtained polyenoid end group UV solidifies prepolymer.
Claims (3)
1. polyenoid end group UV solidifies the preparation method of prepolymer, it is characterized in that: the described aliphatic polybasic isocyanic ester containing more than three or three isocyanate groups be hexamethylene diisocyanate (HDI) tripolymer, hexamethylene diisocyanate (HDI) polymer, isophorone diisocyanate (IPDI) tripolymer, isophorone diisocyanate (IPDI) polymeric in one or both mixtures.
2. polyenoid end group UV solidifies the preparation method of prepolymer, it is characterized in that: described dibasic alcohol containing terminal hydroxyl or polyvalent alcohol are one or both mixtures in diethanolamine (DEOA), polyoxyethylene glycol (PEG), polyoxypropyleneglycol (PPG), polycarbonate diol (PCDL), polytetrahydrofuran diol (PTHF), glycerine, TriMethylolPropane(TMP), tetramethylolmethane, Xylitol, sorbyl alcohol.
3. the preparation method of a polyenoid end group UV solidification prepolymer, it is characterized in that: described have epoxide group containing one end, hydroxyl, carboxyl, isocyanate group (-NCO) and the other end have end thiazolinyl molecular weight lower than 500 monomer be glycidyl methacrylate (GMA), Hydroxyethyl acrylate (HEA), Propylene glycol monoacrylate (HPA), Rocryl 410 (HPMA), hydroxyethyl methylacrylate (HEMA), one in pentaerythritol triacrylate (PETA), or by HEA, HPA, HPMA, HEMA, the obtained end group of PETA and IPDI reaction contains the one in half blocked polyurethane prepolymers of isocyanate groups (-NCO).
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410268184.XA CN105175684A (en) | 2014-06-17 | 2014-06-17 | Preparation method of polyalkenyl-terminated UV curing prepolymer |
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| CN201410268184.XA CN105175684A (en) | 2014-06-17 | 2014-06-17 | Preparation method of polyalkenyl-terminated UV curing prepolymer |
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| CN105175684A true CN105175684A (en) | 2015-12-23 |
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| CN201410268184.XA Pending CN105175684A (en) | 2014-06-17 | 2014-06-17 | Preparation method of polyalkenyl-terminated UV curing prepolymer |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108359053A (en) * | 2018-02-01 | 2018-08-03 | 中国科学院福建物质结构研究所 | A kind of compositions of ultraviolet curing type and its preparation method and application |
| CN110016144A (en) * | 2019-04-03 | 2019-07-16 | 深圳职业技术学院 | A kind of water solubility polyfunctional group resin and preparation method thereof |
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2014
- 2014-06-17 CN CN201410268184.XA patent/CN105175684A/en active Pending
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| CN102282185A (en) * | 2009-03-23 | 2011-12-14 | Dic株式会社 | Curable resin composition |
| CN102361620A (en) * | 2009-03-24 | 2012-02-22 | 巴斯夫欧洲公司 | Radiation-curing, highly functional polyurethane (meth)acrylate |
| CN102533204A (en) * | 2010-12-29 | 2012-07-04 | 第一毛织株式会社 | Optical adhesive composition and display panel including the same |
| CN102977758A (en) * | 2012-12-24 | 2013-03-20 | 上海应用技术学院 | UV (ultraviolet) photocured water-based fluorine-containing polyurethane latex film and preparation method thereof |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108359053A (en) * | 2018-02-01 | 2018-08-03 | 中国科学院福建物质结构研究所 | A kind of compositions of ultraviolet curing type and its preparation method and application |
| CN110016144A (en) * | 2019-04-03 | 2019-07-16 | 深圳职业技术学院 | A kind of water solubility polyfunctional group resin and preparation method thereof |
| CN110016144B (en) * | 2019-04-03 | 2021-08-03 | 深圳职业技术学院 | Water-soluble polyfunctional resin and preparation method thereof |
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