CN1182166C - Heat resistant organic glass - Google Patents
Heat resistant organic glass Download PDFInfo
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- CN1182166C CN1182166C CNB011102438A CN01110243A CN1182166C CN 1182166 C CN1182166 C CN 1182166C CN B011102438 A CNB011102438 A CN B011102438A CN 01110243 A CN01110243 A CN 01110243A CN 1182166 C CN1182166 C CN 1182166C
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- methyl
- methacrylamide
- acrylamide
- organic glass
- heat resistant
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Abstract
The present invention discloses heat resistant organic glass which is prepared by the method that methyl methacrylate and N-mono fatty(or/and mono alicyclic groups) groups are used for replacing methacrylamide for carrying out a radical copolymerization reaction. The prepared organic glass has the advantages that glass transition temperature is high, and the glass transition temperature is enhanced from 107 DEG C of isobutyric acid-methyl ester to 120 to 123 DEG C; transparence is high, and luminous transmittance is from 94 to 99% approximately; weatherability and anti-aging performance are good; water absorption is low. A sample of the heat resistant organic glass is tested through an outdoor solarizing and ageing test for 1.5 years, the luminous transmittance decreases about 2 to 4% only. Thus, the heat resistant organic glass is widely suitable for the application field of glass.
Description
The present invention relates to a kind of plexiglass, especially a kind of plexiglass that is prepared from by free radical copolymerization.
Polymethylmethacrylate (PMMA) is general excellent performance, the synthetic glass of transparency height (transmittance is about more than 95%), but its heat resisting temperature not high (glass transition temperature Tg is about 85～110 ℃) is yielding under the long-time baking condition than intense light source.Therefore in the light fixture serial equipment is used,, be restricted in the application of household light fixtures decoration and other related products as tail light lenses for automotive.Generation and usefulness be the polycarbonate of transparency lower (transmittance about 85%), and owing in the latter's structure, contain aromatic nucleus, easily absorb ultraviolet ray and flavescence.Or generation and use unorganic glass, its transparency also not high (transmittance is about 88%), weight but weigh more than one times than synthetic glass, and property is crisp, frangible hurting sb.'s feelings.
Adopt the methyl methacrylate (MMA) and the way of methacryloyl amine copolymer can make the resistance toheat height, and other performances material close with common synthetic glass, but in copolymer structure, introduce amide group by what, increased the water-absorbent of material, can be in the room temperature put procedure cause that degradation (sees Peking University's natural science journal, 1962,8 by the what moisture absorption, 66, Zhang Hongzhi etc.).
Around changing amide group is N, and N substituted amide has been done many work to reduce the water-absorbent of copolymerization synthetic glass, as with N, N-diphenyl methyl acrylamide or N, N-xylyl Methacrylamide etc. and MMA copolymerization (SCI, 1988,9,1052; Ding Youjun etc., polymer communication, 1983,2,151, Ding Youjun etc.), the synthetic glass water-absorbent that makes is significantly reduced.But, make the easy flavescence of the synthetic glass of making owing to introduce aromatic ring structure.
The purpose of this invention is to provide a kind of high glass transition that has, transparency is good, low water absorbable, plexiglass inhibited from yellowing.
Plexiglass of the present invention is to make by copolymerization with methyl methacrylate and comonomer; Described comonomer is selected from single fatty group substituent methyl acrylamide of N-and/or N-monoester cyclic group substituent methyl acrylamide, and comonomer can also can carry out and the methyl methacrylate free radical copolymerization with multiple simultaneously with a kind of.。
The single fatty group substituent methyl of N-of the present invention acrylamide is selected from N-methyl acrylamide, N-ethyl-methyl acrylamide or N-propyl methyl acid amides, or its combination.N-monoester cyclic group substituent methyl acrylamide is selected from N-cyclohexyl methyl acrylamide, N-methylcyclohexyl Methacrylamide, N-Dimethylcyclohexyl Methacrylamide, N-trimethylcyclohexyl Methacrylamide, N-isobornyl Methacrylamide, N-norcamphyl Methacrylamide, N-bornyl Methacrylamide, or its combination.
The monomeric weight ratio of methyl methacrylate of the present invention and copolymerization is 100: 40～1, and preferable with 100: 20～5.
It is single fatty group substituted amide of N-or N-monoester cyclic group substituted amide group that the present invention changes amide group, and the synthetic glass that makes not only has low water-absorbent but also inhibited from yellowing, and can improve the Tg value effectively.Its result with MMA to N-monoester fat ylmethyl acrylamide or/and the copolymerization synthetic glass that N-monoester cyclic group Methacrylamide makes by free radical copolymerization has the low water absorbable similar to homopolymerization PMMA, Tg then can be brought up to 120～123 ℃ by 95～110 ℃ of homopolymerization PMMA; Transmittance is close with general synthetic glass, is about 94～99%; With MMA and N-isobornyl methacryloyl amine copolymer glass sample, the outdoor exposure in sunshine weathering test through 1.5 years, transmittance only about 2-4% that descends, and homopolymerization PMMA simultaneous test about 2-4% that also descends.
Plexiglass performance measurement of the present invention:
The water-intake rate of polymkeric substance is measured: accurately take by weighing 0.5～0.8 gram polymer samples, be immersed in the aquae destillata of assigned temperature, take out after the fixed time, dry, weigh.The difference of weight is the water-intake rate of polymkeric substance with the ratio that soaks preceding weight before the immersion back.
The second-order transition temperature of polymkeric substance (Tg) is measured on TADSC 2010 type calorimetric scanners, and heat-up rate is 10 ℃/minute.
The transmittance of polymeric plate is measured on UV 250 model ultraviolet-visible spectrum scanner.Scanning at transmittance, is calculated the average transmittance of polymkeric substance according to following formula between 400～700nm:
T wherein
400+10nBe the transmittance of wavelength when being (400+10n) nm.
Embodiment:
Example 1 adds 100 parts of (weight below is parts by weight) MMA, 10 parts of N-isobornyl Methacrylamides (IMAm), 0.1 part of benzoyl peroxide (BPO) and 0.05 part of tert-butyl hydroperoxide benzoyl (BPB) in polymerizing pipe.Polymerizing pipe is put into ice bath cool off, after decompression outgased 10 minutes, tube sealing under decompression state.85～90 ℃ of polymerizations.When polymer fluid viscosity reaches glycerine viscosity, be cooled to room temperature, the back is 65～70 ℃ of polymerizations 24 hours, 130 ℃ of polymerizations 6 hours.Get water white transparency polymerization cylinder, its Tg is 120 ℃, and through 30 ℃ of soaked tests in 2 days, water-intake rate was 0.48%.
In Erlenmeyer flask, reduced pressure the degassing after 10 minutes by above-mentioned prescription, charged into nitrogen 1 minute, under 85～90 ℃, carry out prepolymerization.When polymer fluid viscosity reaches glycerine viscosity, be chilled to room temperature, pour in the set mould.(80 * 60 * 4mm) form mould, and being lined with diameter at parallel plate four jiaos is the 4mm polyethylene tube, and seal with glassine paper on three limits of mould, seals last limit with glassine paper after filling with polymerization mucus in the mould by two parallel plates.Gathered 24 hours at 65～70 ℃, 130 ℃ of polymerizations 6 hours.Make the thick polymeric plate of 3.0mm, transmittance is 99.3%.
The comparative example operation is with example 1, and difference does not add IMAm in the what polymerization formula, carry out the tube sealing polymerization and get water white transparency polymerization cylinder, and its Tg is 107 ℃; Through 30 ℃ of soaked tests in 2 days, water-intake rate was 0.57%.Aggregate into the thick polymeric plate of 3.0mm, transmittance is 97.7%.
Example 2, operation are with example 1, and difference is to replace with 10 parts of N-cyclohexyl methyl acrylamides (CMAm) in the polymerization formula 10 parts of IMAm of former usefulness.Obtain water white transparency polymerization cylinder, its Tg is 122 ℃; Through 30 ℃ of tests in soaked two days, water-intake rate is 0.47%.Replace 10 parts of polymeric plate that CMAm makes with 15 parts of CMAm, thickness is 2.3mm; Transmittance is 96.3%.
Example 3～4.Operation is with example 2, and difference is CMAm consumption difference in the polymerization formula, sees Table 1
The polymerization of table 1 MMA-CMAm tube sealing
Monomer ratio (weight) polymerization cylinder
The numbering water-intake rate
*
MMA: CMAm outward appearance Tg (℃)
(％)
100: 0 water white transparencies 0.57 107 of comparative example
Example 2 100: 10 water white transparencies 0.47 122
Example 3 100: 15 water white transparencies----122
Example 4 100: 20 water white transparencies 0.59 123
*Water-intake rate soaks in 30 ℃ of water and recorded in two days.
Example 5～8. operation is with example 1, and difference is to replace with the N-methyl acrylamide (MMAm) of different amounts in the polymerization formula IMAm of 10 parts of former usefulness, sees Table 2.
Table 2 MMA-MMAm polymerization
Monomer ratio is (heavy
Polymerization cylinder polymeric plate
Amount)
Numbering
MMA: water-intake rate
*The thickness of slab transmittance
Tg(℃)
MMAm (％) (mm) (％)
Comparative example 100: 0 0.25 107 3.0 97.7
Example 5 100: 5----112-------
Example 6 100: 10----115 2.2 94.0
Example 7 100: 15 0.31 117 1.9 95.0
Example 8 100: 20----120--------
*Water-intake rate soaks in 20 ℃ of water and recorded in three days.
Claims (4)
1. a plexiglass is characterized in that this synthetic glass is to make by free radical copolymerization with methyl methacrylate and comonomer; Described comonomer is selected from the single fatty group substituent methyl of N-acrylamide, N-monoester cyclic group substituent methyl acrylamide, or its combination; Wherein the monomeric weight ratio of methyl methacrylate and copolymerization is 100: 40～1.
2. plexiglass as claimed in claim 1 is characterized in that the single fatty group substituent methyl of described N-acrylamide is selected from N-methyl acrylamide, N-ethyl-methyl acrylamide or N-propyl methyl acid amides, or its combination.
3. plexiglass as claimed in claim 1, it is characterized in that described N-monoester cyclic group substituent methyl acrylamide is selected from N-cyclohexyl methyl acrylamide, N-methylcyclohexyl Methacrylamide, N-Dimethylcyclohexyl Methacrylamide, N-trimethylcyclohexyl Methacrylamide, N-isobornyl Methacrylamide, N-norcamphyl Methacrylamide, N-bornyl Methacrylamide, or its combination.
4. plexiglass as claimed in claim 1 is characterized in that the monomeric weight ratio of methyl methacrylate and copolymerization is 100: 20～1.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB011102438A CN1182166C (en) | 2001-04-04 | 2001-04-04 | Heat resistant organic glass |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB011102438A CN1182166C (en) | 2001-04-04 | 2001-04-04 | Heat resistant organic glass |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1314423A CN1314423A (en) | 2001-09-26 |
| CN1182166C true CN1182166C (en) | 2004-12-29 |
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| Application Number | Title | Priority Date | Filing Date |
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| CNB011102438A Expired - Fee Related CN1182166C (en) | 2001-04-04 | 2001-04-04 | Heat resistant organic glass |
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Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1315888C (en) * | 2004-09-24 | 2007-05-16 | 奇美实业股份有限公司 | Polymer using methyl methacrylate as main component |
| DE102008057438A1 (en) | 2008-11-14 | 2010-05-20 | Evonik Röhm Gmbh | Copolymer for the production of thermally stable moldings from molding compounds or cast glass |
| CN102391602B (en) * | 2011-09-28 | 2013-03-27 | 河北工业大学 | High-heat-resistance polymethyl methacrylate (PMMA) resin and preparation method thereof |
| CN109796548A (en) * | 2018-12-19 | 2019-05-24 | 锦西化工研究院有限公司 | A kind of preparation method of high performance turbine organic glass |
| CN112442150B (en) * | 2019-08-30 | 2022-09-20 | 中国石油化工股份有限公司 | High molecular polymer and preparation method thereof |
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