IP Library › Granted Patent US 12,187,867
Granted Patent B2
US 12,187,867 · App. 17/632,983 · Granted Jan 7, 2025

PMMA-based cast polymers having improved mechanical properties

Inventors: Thomas Richter (Darmstadt, DE); Christoph Seipel (Babenhausen, DE); Kay Bernhard (Darmstadt, DE)
Assignee: Evonik Operations GmbH
C08J9/02C08J9/008C08J9/06C08J9/10C08K13/02C08J2203/04C08J2333/12
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 12,187,867
App. No.
17/632,983
Granted
Jan 7, 2025
Kind
B2
Abstract

A composition can be used for producing a PMMA-based cast polymer with a low styrene content using urea (derivatives) as a formulation constituent, and a hydrophilic inorganic compound as a filler. It is possible to produce PMMA-based cast polymers and mouldings having surprisingly high mechanical stability from the composition.

Claims (41)

1. A composition for producing a poly(methyl methacrylate)-based (PMMA-based) cast polymer, wherein the composition contains:

1% to 10% by weight of urea and/or a urea derivative,

0.001% to 2.0% by weight of an initiator,

0% to 20% by weight of a further non-polymerizable blowing agent,

0% to 5% by weight of a chain-transfer agent,

0.5% to 10% by weight of a hydrophilic inorganic compound essentially not soluble in the composition, and

53% to 98.498% by weight of a monomer mixture consisting of

60% to 95% by weight of methyl methacrylate (MMA),

5% to 40% by weight of acrylic acid, methacrylic acid, and/or itaconic acid,

and 0% to 35% by weight of a further MMA-copolymerizable monomer other than urea derivatives,

wherein the hydrophilic inorganic compound has a methanol wettability of less than 30% by volume of methanol in a methanol/water mixture,

the monomer mixture contains essentially no styrene, α-methylstyrene, and/or chlorostyrene and excludes methacrylamide, N-alkyl(meth)acrylamides and N,N-dialkylmethacrylamides, and

the hydrophilic inorganic compound is selected from the group consisting of silica, a metal oxide, a metal hydroxide, a metal silicate, talcum, and a mixture thereof,

wherein a PMMA-based cast polymer produced from the composition has an elastic modulus of at least 4,500 MPa, measured at room temperature.

2. The composition according to claim 1 , wherein the composition contains:

2% to 8% by weight of the urea and/or the urea derivative,

0.002% to 1.0% by weight of the initiator,

0% to 20% by weight of the further non-polymerizable blowing agent,

0% to 5% by weight of the chain-transfer agent,

1% to 8% by weight of the hydrophilic inorganic compound, and

57% to 96.999% by weight of the monomer mixture consisting of

70% to 90% by weight of the MMA,

10% to 30% by weight of the acrylic acid, the methacrylic acid, and/or the itaconic acid,

and

0% to 35% by weight of the further MMA copolymerizable monomer other than urea derivatives.

3. The composition according to claim 1 , wherein the hydrophilic inorganic compound has an average diameter d50 of between 5 and 1000 nm, determined according to ASTM 690-1992.

4. The composition according to claim 1 , wherein the monomer mixture contains at least 0.01% by weight of the further MMA-copolymerizable monomer, and wherein the further MMA-copolymerizable monomer is a crosslinker.

5. The composition according to claim 1 , wherein the urea derivative is selected from the group consisting of an N-alkylurea, an N,N′-dialkylurea, a 2-imidazolidone, a 1-methyl-2-imidazolidinone, and a mixture thereof.

6. The composition according to claim 1 , wherein the urea derivative is at least partly copolymerizable with MMA urea derivatives.

7. The composition according to claim 1 , wherein the monomer mixture contains between 5% and 10% by weight of tert-butyl methacrylate, isopropyl methacrylate, tert-butyl acrylate, and/or isopropyl acrylate.

8. A PMMA-based cast polymer, obtainable by polymerization of the composition according to claim 1 .

9. A process for producing a PMMA-based cast polymer, the process comprising:

polymerizing the composition according to claim 1 at a temperature between 20° C. and 100° C.

10. A PMMA-based foam, obtainable by foaming the PMMA-based cast polymer according to claim 8 .

11. The PMMA-based foam according to claim 10 , wherein the PMMA-based foam has a density of between 30 kg/m 3 and 350 kg/m 3 , determined according to DIN EN ISO 1183.

12. A process for producing a PMMA-based foam, the process comprising:

polymerizing the composition according to claim 1 at a temperature between 20° C. and 100° C., and subsequently foaming at a temperature between 130° C. and 250° C.

13. The process according to claim 12 , wherein the polymerizing and foaming are carried out at least partly simultaneously.

14. The composition according to claim 4 , wherein the further MMA-copolymerizable monomer is ethylene glycol dimethacrylate, triallyl cyanurate, triallyl isocyanurate, allyl methacrylate, or a mixture thereof.

15. The composition according to claim 6 , wherein the urea derivative is at least partly copolymerizable with N-(2-methacryloyloxyethyl)ethyleneurea.

16. A PMMA-based foam, obtainable by foaming the composition according to claim 1 , which is at least partly polymerized.

Priority Claims (1)
EP 19190732 · Aug 8, 2019 · regional
Continuity (1)
Related Publication 20220275160A1 · Sep 1, 2022
References Cited (24)
US 4530806A · Melchior · 1985 [cited by applicant]
US 4816492A · Schiller et al. · 1989 [cited by applicant]
US 10584225B2 · Ritcher et al. · 2020 [cited by applicant]
US 10954319B2 · Ritcher et al. · 2021 [cited by applicant]
US 11155662B2 · Ritcher et al. · 2021 [cited by applicant]
US 20180066078A1 · Ritcher et al. · 2018 [cited by applicant]
US 20180079882A1 · Richter · 2018 [cited by examiner]
US 20190021114A1 · Barber · 2019 [cited by applicant]
US 20190211124A1 · Richter · 2019 [cited by examiner]
EP 0068439 · 1983 [cited by applicant]
JP S55139433 · 1980 [cited by applicant]
JP 2002003635 · 2002 [cited by applicant]
JP 2006045256 · 2006 [cited by applicant]
JP 2013203954 · 2013 [cited by applicant]
RU 2591936C1 · 2016 [cited by applicant]
WO WO2018046380A1 · 2018 [cited by examiner]
WO 2021023432 · 2021 [cited by applicant]
Extended European Search Report issued Dec. 20, 2019 in European Patent Application No. 19190732.8, 8 pages. [cited by applicant]
International Search Report issued Sep. 23, 2020 in PCT/EP2020/068757, 5 pages. [cited by applicant]
Written Opinion issued Sep. 23, 2020 in PCT/EP2020/068757, 9 pages. [cited by applicant]
U.S. Appl. No. 17/310,059, filed Jul. 14, 2021, Ritcher et al. [cited by applicant]
U.S. Appl. No. 17/423,152, filed Jul. 15, 2021, Ritcher et al. [cited by applicant]
I.L. Knunyants, “Chemical Encyclopedic Dictionary”, Soviet Encyclopedia Publishing House, 1983, p. 111, 4 pages with partial English translation. [cited by applicant]
S.A. Kuznetsov, “The Large Explanatory Dictionary of the Russian Language”, Norint, 2000, p. 1229, 5 pages with partial English translation. [cited by applicant]