CN104194041B - Four (O-methylphenyl time phosphono) glycoluril fire retardant combination and application processes thereof - Google Patents
Four (O-methylphenyl time phosphono) glycoluril fire retardant combination and application processes thereof Download PDFInfo
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- CN104194041B CN104194041B CN201410397728.2A CN201410397728A CN104194041B CN 104194041 B CN104194041 B CN 104194041B CN 201410397728 A CN201410397728 A CN 201410397728A CN 104194041 B CN104194041 B CN 104194041B
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- Prior art keywords
- tmpg
- fire retardant
- mca
- mpp
- glycoluril
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- 239000003063 flame retardant Substances 0.000 title claims abstract description 73
- VPVSTMAPERLKKM-XIXRPRMCSA-N cis-glycoluril Chemical compound N1C(=O)N[C@@H]2NC(=O)N[C@@H]21 VPVSTMAPERLKKM-XIXRPRMCSA-N 0.000 title claims abstract description 18
- 125000001476 phosphono group Chemical group [H]OP(*)(=O)O[H] 0.000 title claims abstract description 17
- 238000000034 method Methods 0.000 title claims description 7
- ZQKXQUJXLSSJCH-UHFFFAOYSA-N Melamine cyanurate Chemical compound NC1=NC(N)=NC(N)=N1.O=C1NC(=O)NC(=O)N1 ZQKXQUJXLSSJCH-UHFFFAOYSA-N 0.000 claims abstract description 35
- 229920000728 polyester Polymers 0.000 claims abstract description 24
- XSAOTYCWGCRGCP-UHFFFAOYSA-K aluminum;diethylphosphinate Chemical compound [Al+3].CCP([O-])(=O)CC.CCP([O-])(=O)CC.CCP([O-])(=O)CC XSAOTYCWGCRGCP-UHFFFAOYSA-K 0.000 claims abstract description 5
- 229920001707 polybutylene terephthalate Polymers 0.000 claims description 14
- JDSHMPZPIAZGSV-UHFFFAOYSA-N Melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 claims 1
- 229920000877 Melamine resin Polymers 0.000 claims 1
- 229920000388 Polyphosphate Polymers 0.000 claims 1
- 239000001205 polyphosphate Substances 0.000 claims 1
- 235000011176 polyphosphates Nutrition 0.000 claims 1
- XFZRQAZGUOTJCS-UHFFFAOYSA-N phosphoric acid;1,3,5-triazine-2,4,6-triamine Chemical compound OP(O)(O)=O.NC1=NC(N)=NC(N)=N1 XFZRQAZGUOTJCS-UHFFFAOYSA-N 0.000 abstract description 25
- 239000000463 material Substances 0.000 abstract description 8
- -1 aminomethyl phenyl Chemical group 0.000 abstract description 7
- 239000004952 Polyamide Substances 0.000 abstract description 3
- 229920002647 polyamide Polymers 0.000 abstract description 3
- 239000011528 polyamide (building material) Substances 0.000 abstract description 3
- 230000002195 synergetic Effects 0.000 abstract description 2
- 229910052760 oxygen Inorganic materials 0.000 description 37
- MYMOFIZGZYHOMD-UHFFFAOYSA-N oxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 37
- 239000001301 oxygen Substances 0.000 description 37
- 239000000203 mixture Substances 0.000 description 36
- 230000000694 effects Effects 0.000 description 11
- 150000001875 compounds Chemical class 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 4
- 235000013399 edible fruits Nutrition 0.000 description 4
- OAICVXFJPJFONN-UHFFFAOYSA-N phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 4
- 229910052698 phosphorus Inorganic materials 0.000 description 4
- 239000011574 phosphorus Substances 0.000 description 4
- 238000002485 combustion reaction Methods 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 239000002131 composite material Substances 0.000 description 2
- 230000021615 conjugation Effects 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- 125000005462 imide group Chemical group 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000002253 acid Substances 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 239000004411 aluminium Substances 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminum Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000003610 charcoal Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 150000002148 esters Chemical group 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
Abstract
The present invention relates to a kind of four (0 aminomethyl phenyl time phosphono) glycoluril fire retardant combination.This fire retardant combination be by four (0 aminomethyl phenyl time phosphono) glycoluril (TMPG) with in melamine cyanurate (MCA), melamine polyphosphate (MPP) and aluminum diethylphosphinate (1240) any one, two or three compounding by arbitrary weight ratio, be uniformly mixed to prepare, and four (the secondary phosphono of 0 aminomethyl phenyl) glycoluril weight fraction in fire retardant combination is more than zero.The fire retardant combination of the present invention, has multielement Synergistic and material compatibility is good, fire resistance is high, halogen-free environmental, can reduce the advantages such as application cost, can be used for the fire retardant of polyester, polyamide etc..
Description
Technical field
The present invention relates to a kind of four (0-methylphenyl time phosphono) glycoluril fire retardant combination and application processes thereof, should
Fire retardant combination can be used for the fire-retardant of the engineering plastics such as polyester, polyamide.
Background technology
Polyester material is widely used in commercial production and daily life, but most of polyester material is all easy
Combustion.Necessarily require fire-retardant especially as engineering plastics or decorating and renovating material, but, excellent fire-retardant of current cost performance
In agent, particularly polyester in use for halogen free flame retardant market the most rarely found, by compounding or design flame retardant molecule containing multiple resistances
The structure of combustion element realizes the purpose of excellent flame retardant, has been the Main way of current research.
The invention discloses a kind of four (0-methylphenyl time phosphono) glycoluril fire retardant combination, this flame retardant combination
Four (0-methylphenyl time phosphono) glycoluril in thing has the C of symmetry6H5-P-N-C-N-P-C6H5Big conjugation mixing acid imide
Structure, containing many phosphorus many nitrogen ignition-proof elements.A combination thereof thing cooperative flame retardant is effective, and stability is high, has very with macromolecular material
The good compatibility, is adapted to high temperature process, does not reduce the mechanical strength of material.This fire retardant combination preparation method letter simultaneously
Single, cost can be reduced, there is good application prospect.
Summary of the invention
An object of the present invention is to propose a kind of four (0-methylphenyl time phosphono) glycoluril fire retardant combination.
This fire retardant combination cooperative flame retardant usefulness is high, and halogen-free environmental, for the fire retardant of polyester, polyamide etc., can overcome existing skill
Art is not enough, has good application and development prospect.
Another object of the present invention is to propose a kind of four (0-methylphenyl time phosphono) glycoluril fire retardant combination exist
Application process in polyester PET and PBT.
For achieving the above object, present invention employs following technical scheme:
A kind of four (0-methylphenyl time phosphono) glycoluril fire retardant combination, it is by four (0-methylphenyl time phosphines
Acyl group) glycoluril (TMPG) and melamine cyanurate (MCA), melamine polyphosphate (MPP) and aluminum diethylphosphinate
(1240) in any one, two or three compounding by arbitrary weight ratio, be uniformly mixed to prepare, and four (0-methylphenyl
Secondary phosphono) glycoluril weight fraction in fire retardant combination is more than zero.But consider reduction and the fire resistance of price, it is recommended that
The compound proportion that table 1 is stated.Table 1 is the percentage ratio that each component accounts for fire retardant combination weight.
Table 1 composite flame-retardant agent each formulation ratio table
Wherein the structure of TMPG is shown below:
The structure of MCA is shown below:
The structure of MPP is shown below:
The structure of 1240 is shown below:
The application process of fire retardant combination of the present invention as mentioned above, it is characterised in that the method is:
The fire-retardant of formula 1, formula 2, formula 3, formula 4, formula 5, formula 6 or formula 7 is added in polyester PET or PBT
Agent compositions, mix homogeneously, be molded under melt temperature or extrusion etc. is processed.
Compared with prior art, the beneficial effects of the present invention is:
(1) four (the 0-methylphenyl time phosphono) glycoluril in fire retardant combination component of the present invention is nitrogenous, the double resistance of phosphorus
The compound of combustion element, its many phosphorus, many nitrogen make this fire retardant have good fire resistance；Molecule has the C of symmetry6H5-P-
N-C-N-P-C6H5Big conjugation mixing imide structure, many ester structures, it is prone to compatibility, and and high score with other composition components
Sub-material has the good compatibility, it is easy to dispersion, does not separates out, does not reduce the mechanical strength of material.
(2) fire retardant combination of the present invention does not contains halogen, meets environmental requirement, has good application and development prospect.
(3) fire retardant combination of the present invention, containing phosphorus, nitrogen or aluminium element, can produce synergistic fire retardation, to polyester PET
With PBT etc., there is good flame-retarded efficiency.
(4) preparation method of fire retardant combination of the present invention is simple, and equipment investment is few, can be significantly with during 1240 compounding use
Reducing the consumption of expensive 1240, it is possible to decrease production cost, application is convenient.
(5) fire retardant combination of the present invention does not drips when having one-tenth charcoal effect burning certainly, becomes carbon flame-proof performance good.
Detailed description of the invention
Embodiment it is given below so that the invention will be further described, in order to contrast the effect of composite flame-retardant agent, is also given
The embodiment that one-component TMPG applies in the polyester.But it is pointed out that following example it is not intended that the present invention is protected
Protect the restriction of scope, some non-intrinsically safes that the present invention is made by the person skilled in the art of this area according to the foregoing of the present invention
Improvement and adjustment still fall within protection scope of the present invention.
Embodiment 1 adds the TMPG of different proportion in polyester PET, and mix homogeneously, with XJ-01 type extruder in melted temperature
The lower batten extruding diameter about 3mm of degree, surveys its limited oxygen index with HC900-2 type oxygen index measurer, the results are shown in Table 2.
The table 2 fire retardant TMPG fire resistance to PET
Embodiment 2 adds TMPG and MCA of different proportion, mix homogeneously in polyester PET, exists with XJ-01 type extruder
Extrude the batten of diameter about 3mm under melt temperature, survey its limited oxygen index with HC900-2 type oxygen index measurer, the results are shown in Table
3。
The compounding fire resistance to PET of table 3 fire retardant TMPG and MCA
Table 3, it can be seen that 12 parts of TMPG and 8 parts of MCA compound when using, improves when limited oxygen index is used alone than TMPG
3, reach 31, there is good fire-retardant collaborative usefulness.And MCA is more cheap, it is possible to decrease cost.
Embodiment 3 adds TMPG and MPP of different proportion, mix homogeneously in polyester PET, exists with XJ-01 type extruder
Extrude the batten of diameter about 3mm under melt temperature, survey its limited oxygen index with HC900-2 type oxygen index measurer, the results are shown in Table
4。
The compounding fire resistance to PET of table 4 fire retardant TMPG and MPP
Table 4, it can be seen that 12 parts of TMPG and 8 parts of MPP compound when using, improves when limited oxygen index is used alone than TMPG
2, reach 30, there is good cooperative flame retardant usefulness.
Embodiment 4 adds the TMPG and 1240 of different proportion, mix homogeneously in polyester PET, exists with XJ-01 type extruder
Extrude the batten of diameter about 3mm under melt temperature, survey its limited oxygen index with HC900-2 type oxygen index measurer, the results are shown in Table
5。
The compounding fire resistance to PET of table 5 fire retardant TMPG and 1240
Table 5, it can be seen that 12 parts of TMPG and 8 part 1240 are compounding when using, carries when limited oxygen index is used alone than TMPG
High by 3, reach 31, be presented with good cooperative flame retardant potentiation.When consumption when 1240 increases, flame retardant effect becomes apparent from.
But the price of 1240 is sufficiently expensive, thus TMPG and 1240 compounds consumption, the reduction cost that can reduce 1240, and can produce very
Good cooperative flame retardant effect.
Embodiment 5 adds TMPG, MCA and MPP of different proportion, mix homogeneously in polyester PET, extrudes by XJ-01 type
The batten of diameter about 3mm extruded under melt temperature by machine, surveys its limited oxygen index, result with HC900-2 type oxygen index measurer
It is shown in Table 6.
The compounding fire resistance to PET of table 6 fire retardant TMPG, MCA and MPP
Table 6 is it can be seen that 12 parts of TMPG, 4 parts of MCA and 4 parts of MPP compound, and during use, limited oxygen index is more independent than TMPG to be made
Used time improves 3, reaches 31, has good cooperative flame retardant usefulness.
Embodiment 6 adds TMPG, MCA and 1240 of different proportion, mix homogeneously in polyester PET, extrudes by XJ-01 type
The batten of diameter about 3mm extruded under melt temperature by machine, surveys its limited oxygen index, result with HC900-2 type oxygen index measurer
It is shown in Table 7.
Table 7 fire retardant TMPG, MCA and the 1240 compounding fire resistances to PET
Table 7 is it can be seen that 12 parts of TMPG, 4 parts of MCA and 4 part 1240 compound when using, and limited oxygen index is more independent than TMPG to be made
Used time improves 4, reaches 32, has good cooperative flame retardant usefulness.When the consumption of MCA and 1240 increases, flame retardant effect meeting
More preferably, but owing to 1240 is expensive, it is considered to cost, during application, should reduce by the consumption of 1240 as far as possible.
Embodiment 7 adds TMPG, MPP and 1240 of different proportion, mix homogeneously in polyester PET, extrudes by XJ-01 type
The batten of diameter about 3mm extruded under melt temperature by machine, surveys its limited oxygen index, result with HC900-2 type oxygen index measurer
It is shown in Table 8.
Table 8 fire retardant TMPG, MPP and the 1240 compounding fire resistances to PET
Table 8 is it can be seen that 12 parts of TMPG, 4 parts of MPP and 4 part 1240 and compounding when using, and limited oxygen index is more independent than TMPG
Improve 3 during use, reach 31, there is good cooperative flame retardant usefulness.When the consumption of MPP and 1240 increases, flame retardant effect
Can be more preferable, but owing to 1240 is expensive, it is considered to cost, should reduce by the consumption of 1240 as far as possible during application.
Embodiment 8 adds TMPG, MCA, MPP and 1240 of different proportion, mix homogeneously in polyester PET, uses XJ-01 type
The batten of diameter about 3mm extruded under melt temperature by extruder, surveys its limited oxygen index with HC900-2 type oxygen index measurer,
The results are shown in Table 9.
Table 9 fire retardant TMPG, MCA, MPP and the 1240 compounding fire resistances to PET
Table 9 it can be seen that 10 parts of TMPG, 4 parts of MCA, 4 parts of MPP and 2 part 1240 are compounding when using, limited oxygen index ratio
Improve 4 when TMPG is used alone, reach 32, there is good cooperative flame retardant usefulness.When consumption when 1240 increases, fire-retardant effect
Fruit can be more preferable, but owing to 1240 is expensive, it is considered to cost, should reduce by the consumption of 1240 as far as possible during application.
Embodiment 9 adds the TMPG of different proportion in polyester PBT, and mix homogeneously, with XJ-01 type extruder in melted temperature
The lower batten extruding diameter about 3mm of degree, surveys its limited oxygen index with HC900-2 type oxygen index measurer, the results are shown in Table 10.
The table 10 fire retardant TMPG fire resistance to PBT
Embodiment 10 adds TMPG, MCA and MPP of different proportion, mix homogeneously in polyester PBT, extrudes by XJ-01 type
The batten of diameter about 3mm extruded under melt temperature by machine, surveys its limited oxygen index, result with HC900-2 type oxygen index measurer
It is shown in Table 11.
The compounding fire resistance to PBT of table 11 fire retardant TMPG, MCA and MPP
Table 11 is it can be seen that 12 parts of TMPG, 4 parts of MCA and 4 parts of MPP compound when using, and limited oxygen index is more independent than TMPG to be made
Used time improves 3, reaches 31, has good cooperative flame retardant usefulness.
Embodiment 11 adds TMPG, MCA and 1240 of different proportion, mix homogeneously in polyester PBT, squeezes by XJ-01 type
Go out machine under melt temperature, extrude the batten of diameter about 3mm, survey its limited oxygen index with HC900-2 type oxygen index measurer, knot
Fruit is shown in Table 12.
Table 12 fire retardant TMPG, MCA and the 1240 compounding fire resistances to PBT
Table 12 is it can be seen that 12 parts of TMPG, 4 parts of MCA and 4 part 1240 compound when using, and limited oxygen index is more independent than TMPG
Improve 3 during use, reach 31, there is good cooperative flame retardant usefulness.When the consumption of MCA and 1240 increases, flame retardant effect
Can be more preferable, but owing to 1240 is expensive, it is considered to cost, should reduce by the consumption of 1240 as far as possible during application.
Embodiment 12 adds TMPG, MPP and 1240 of different proportion, mix homogeneously in polyester PBT, squeezes by XJ-01 type
Go out machine under melt temperature, extrude the batten of diameter about 3mm, survey its limited oxygen index with HC900-2 type oxygen index measurer, knot
Fruit is shown in Table 13.
Table 13 fire retardant TMPG, MPP and the 1240 compounding fire resistances to PBT
Table 13 is it can be seen that 12 parts of TMPG, 4 parts of MPP and 4 part 1240 compound when using, and limited oxygen index is more independent than TMPG
Improve 3 during use, reach 31, there is good cooperative flame retardant usefulness.When the consumption of MPP and 1240 increases, flame retardant effect
Can be more preferable, but owing to 1240 is expensive, it is considered to cost, should reduce by the consumption of 1240 as far as possible during application.
Embodiment 13 adds TMPG, MCA, MPP and 1240 of different proportion, mix homogeneously in polyester PBT, uses XJ-01
The batten of diameter about 3mm extruded under melt temperature by type extruder, surveys its limit oxygen with HC900-2 type oxygen index measurer and refers to
Number, the results are shown in Table 14.
Table 14 fire retardant TMPG, MCA, MPP and the 1240 compounding fire resistances to PBT
Table 14 it can be seen that 10 parts of TMPG, 4 parts of MCA, 4 parts of MPP and 2 part 1240 are compounding when using, limited oxygen index ratio
Improve 4 when TMPG is used alone, reach 32, there is good cooperative flame retardant usefulness.When consumption when 1240 increases, fire-retardant effect
Fruit can be more preferable, but owing to 1240 is expensive, it is considered to cost, should reduce by the consumption of 1240 as far as possible during application.
Claims (2)
1. one kind four (O-methylphenyl time phosphono) glycoluril fire retardant combination, it is characterised in that this fire retardant combination is
By four (O-methylphenyl time phosphono) glycoluril (TMPG) and melamine cyanurate (MCA), melamine polyphosphates
(MPP) and in aluminum diethylphosphinate (1240) any one, two or three compounding by arbitrary weight ratio, uniformly mix
Prepare, and four (O-methylphenyl time phosphono) glycoluril weight fraction in fire retardant combination be more than zero,
Wherein, the structure of TMPG is shown below:
The structure of MCA is shown below:
The structure of MPP is shown below:
The structure of 1240 is shown below:
The application process of a kind of four (O-methylphenyl time phosphono) glycoluril fire retardant combination the most according to claim 1
For: add in polyester PET or PBT TMPG and MCA or TMPG and MPP of different proportion or TMPG and 1240 or TMPG, MCA and
MPP or TMPG, MCA and 1240 or TMPG, MPP and 1240 or TMPG, MCA, MPP and 1240, mix homogeneously, melt temperature is betted
Mould or extrude processing.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410397728.2A CN104194041B (en) | 2014-08-14 | Four (O-methylphenyl time phosphono) glycoluril fire retardant combination and application processes thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410397728.2A CN104194041B (en) | 2014-08-14 | Four (O-methylphenyl time phosphono) glycoluril fire retardant combination and application processes thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN104194041A CN104194041A (en) | 2014-12-10 |
| CN104194041B true CN104194041B (en) | 2016-11-30 |
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Effective date of registration: 20190529 Address after: 215011 No. 1701 Binhe Road, Suzhou High-tech Zone, Jiangsu Province (in the incubator of Science Park of Suzhou University of Science and Technology) Patentee after: Suzhou alcody new Mstar Technology Ltd Address before: 215131 Room 610, Yuanhe Building, 959 Jiayuan Road, Xiangcheng District, Suzhou City, Jiangsu Province Patentee before: Xiangcheng Institute of Suzhou University of Science and Technology |